South Shire
From
$226
/ night
Select dates to see prices and availability
From
$226
/ night
About this property
Make use of convenient amenities such as complimentary wireless internet access, concierge services, and ski storage.
Amenities
Make use of convenient amenities such as complimentary wireless internet access, concierge services, and ski storage.
Business amenities
Featured amenities include a business center, express check-in, and express check-out. Planning an event in Bennington? This bed & breakfast has 700 square feet (65 square meters) of space consisting of conference space and a meeting room. A roundtrip airport shuttle is provided for a surcharge (available 24 hours), and free self parking is available onsite.
Dining
At South Shire, enjoy a satisfying meal at the restaurant. Wrap up your day with a drink at the bar/lounge. Continental breakfasts are available daily from 8:00 AM to 10:00 AM for a fee.
Rooms
Stay in one of 9 guestrooms featuring flat-screen televisions. Your Tempur-Pedic bed comes with down comforters and Egyptian cotton sheets. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Bathrooms have designer toiletries and hair dryers.
Location
With a stay at South Shire, you'll be centrally located in Bennington, steps from Green Mountain National Forest and 4 minutes by foot from Bennington Arts Guild Gallery. This bed & breakfast is 0.3 mi (0.4 km) from Fiddlehead at Four Corners and 0.8 mi (1.3 km) from Bennington Potters Yard.
What's nearby
Green Mountain National Forest(0.1 miles)
Bennington Arts Guild Gallery(0.2 miles)
Fiddlehead at Four Corners(0.3 miles)
Bennington Potters Yard(0.8 miles)
Bennington Museum(0.9 miles)
Old First Congregational Church(1 miles)
Southern Vermont College(1 miles)
Robert Frost Stone House Museum(1.2 miles)
Bennington Battle Monument(1.4 miles)
Bennington Center for the Arts(1.8 miles)
Bennington Dog Park(2.1 miles)
Bennington College(4.3 miles)
Robert Frost Stone House Museum(4.7 miles)
Harmen Hills Trail(5.2 miles)
Park McCullough House(5.6 miles)
The nearest major airport is Albany Intl. Airport (ALB)(39 miles)
Parking
Airport shuttle
Restaurant
Non-Smoking Rooms
Business Center
Tour Desk
Location
124 Elm Street, Bennington, Vermont, United States of America
Green Mountain National Forest (0.1 miles)
Bennington Arts Guild Gallery (0.2 miles)
Fiddlehead at Four Corners (0.3 miles)
Bennington Potters Yard (0.8 miles)
Bennington Museum (0.9 miles)
Old First Congregational Church (1 miles)
Room options
6
Deluxe Double Or Twin Room, 2 Double Beds
Room details
2 Full Beds
Sleeps 4
300 ft²
Air ConditioningHeatingWi-Fi (Free)
9
Deluxe Room
Room details
1 Full Bed
Sleeps 2
210 ft²
Separate Dining AreaAir ConditioningHeatingWi-Fi (Free)Indoor Private Spa TubPrivate Spa Tub
10
Deluxe Studio Suite
Room details
1 King Bed
Sleeps 3
350 ft²
Air ConditioningHeatingWi-Fi (Free)Indoor Private Spa TubPrivate Spa Tub
1
Deluxe Studio Suite, 1 King Bed, Mountain View
Room details
1 King Bed
Sleeps 3
300 ft²
Air ConditioningHeatingWi-Fi (Free)Fireplace
10
Grand Studio Suite
Room details
1 Queen Bed
Sleeps 2
400 ft²
Air ConditioningHeatingWi-Fi (Free)Indoor Private Spa TubPrivate Spa Tub
Guest reviews of South Shire
8.5
Very good
Based on 136 verified reviews
What guests think
AI-generated summary based on recent guest reviews
At South Shire, travelers highlight a beautifully preserved Victorian inn with antique character, comfortable beds, and cozy common spaces like a parlor and porch, offering a quiet, walkable base near downtown Bennington with a distinctly historic feel.
Read moreWas this helpful?
What guests think
At South Shire, travelers highlight a beautifully preserved Victorian inn with antique character, comfortable beds, and cozy common spaces like a parlor and porch, offering a quiet, walkable base near downtown Bennington with a distinctly historic feel.
Service is often friendly and accommodating, though some guests report lapses such as room mix-ups, uneven responsiveness, or a less welcoming first impression. Rooms are generally spacious and unique, but expect historic quirks—creaky floors, audible neighbors, steep stairs without an elevator—and some dated or tight bathrooms, plus limited in-room amenities like TVs, outlets, or refrigerators. Cleanliness and maintenance are mixed, and while many praise the breakfast and the on-site Thai restaurant, availability or inclusion of breakfast varies; parking can also be limited at busy times. Overall, expect a character-rich, boutique stay best for guests who value charm over modern uniformity.
Was this helpful?
AI-generated summary based on recent guest reviews
Facilities
Historic common areas include a cozy parlor with fireplace, a front porch, and, in some rooms, working fireplaces or spa tubs; there is also an on-site Thai restaurant. Parking can be limited at times, and there is no elevator to upper floors.
Related guest reviews
4
David
Oct 12, 2025
·
Stayed 1 night
Front desk clerk was clueless. There was no on-property parking available. Room was uncomfortably warm. Bath was empty. Run down properly. All-around terrible. My scores are generous.
Front desk clerk was clueless. There was no on-property parking available. Room was uncomfortably warm. Bath was empty. Run down properly. All-around terrible. My scores are generous.
10
Deanna
Oct 7, 2025
·
Stayed 3 nights
A unique historical property, the furnishings are all lovely antiques. The parlor room is a beauty and it was so nice to have a cup of tea there at the end of the day. Everyone is friendly and accommodating. It was like staying at your great aunt's glamorous home...welcoming and comfortable. The bed was amazing!
A unique historical property, the furnishings are all lovely antiques. The parlor room is a beauty and it was so nice to have a cup of tea there at the end of the day. Everyone is friendly and accommodating. It was like staying at your great aunt's glamorous home...welcoming and comfortable. The bed was amazing!
10
Jeffrey
Nov 2, 2025
·
Stayed 2 nights
The house is a beautiful New England structure with a variety of rooms to choose from. Our room, the Gold room was luxurious and spacious with great light during the day. The "private bath" is across the hall requiring proper dress to exit the room and enter the bathroom. It's a small point but different nonetheless than in in-room bath. The heating function was a bit tricky since it is an older hot water heat register that takes some time to heat up or down so you need to be mindful of time needed to adjust the room heat. A couple of notes for the management (I was in the hotel business for 20 years) relate to the living room/parlor furnishings. There is an enormouse floral arrangement in the center of the room between the seating arrangements that obstructs the view of the front window. I would suggest moving it to a corner of the room to allow other guests to enjoy the view to the outside and adding a second table and chairs to take advantage of the room and view. Other guests are required to sit in the restaurant away from the living room area and it felt isolated. Staff is casually under dressed for the surroundings of the inn. I would spruce them up a bit. The receptionist did not provide a greeting when we arrived and it felt we weren't welcomed adequately. Overall, however, it's a beautiful place to stay and just needs a little more attention to the guest experience. I'm happy to talk with anyone should they desire.
The house is a beautiful New England structure with a variety of rooms to choose from. Our room, the Gold room was luxurious and spacious with great light during the day. The "private bath" is across the hall requiring proper dress to exit the room and enter the bathroom. It's a small point but different nonetheless than in in-room bath. The heating function was a bit tricky since it is an older hot water heat register that takes some time to heat up or down so you need to be mindful of time needed to adjust the room heat. A couple of notes for the management (I was in the hotel business for 20 years) relate to the living room/parlor furnishings. There is an enormouse floral arrangement in the center of the room between the seating arrangements that obstructs the view of the front window. I would suggest moving it to a corner of the room to allow other guests to enjoy the view to the outside and adding a second table and chairs to take advantage of the room and view. Other guests are required to sit in the restaurant away from the living room area and it felt isolated. Staff is casually under dressed for the surroundings of the inn. I would spruce them up a bit. The receptionist did not provide a greeting when we arrived and it felt we weren't welcomed adequately. Overall, however, it's a beautiful place to stay and just needs a little more attention to the guest experience. I'm happy to talk with anyone should they desire.
8
Sam
Jan 19, 2024
·
Stayed 1 night
Stay was overall good, but there was not enough off-street parking for everyone and Bennington does not allow overnight street parking in the winter.
Stay was overall good, but there was not enough off-street parking for everyone and Bennington does not allow overnight street parking in the winter.
10
Suzanne
Feb 17, 2025
·
Stayed 3 nights
The Southshire is a beautiful vintage home with original details, great charm, working original fireplace in the large cozy wood paneled parlor. There are games, large comfy sofas, and bookcases full of every genre of books for reading. The dining room is lovely and quaint. My room in the carriage house was very large and furnished with antiques and a working fireplace. Joe, the owner, was extremely nice and very accommodating. He even spent a half hour with me digging my car out of the snow and ice and literally pushing my car out of a snow pile! I can highly recommend a stay at this charming Inn if you are looking for true New England authenticity. Thank you Joe for making this a special place.
The Southshire is a beautiful vintage home with original details, great charm, working original fireplace in the large cozy wood paneled parlor. There are games, large comfy sofas, and bookcases full of every genre of books for reading. The dining room is lovely and quaint. My room in the carriage house was very large and furnished with antiques and a working fireplace. Joe, the owner, was extremely nice and very accommodating. He even spent a half hour with me digging my car out of the snow and ice and literally pushing my car out of a snow pile! I can highly recommend a stay at this charming Inn if you are looking for true New England authenticity. Thank you Joe for making this a special place.
10
bart
Apr 5, 2025
·
Stayed 1 night
The property owner is very friendly and knowledgeable.He spent a number of years abroad and the decoration in this old Victorian represents his travels.There is also a thai restaurant incorporated inside the house
The property owner is very friendly and knowledgeable.He spent a number of years abroad and the decoration in this old Victorian represents his travels.There is also a thai restaurant incorporated inside the house
10
Constance
May 27, 2023
·
Stayed 1 night
Beautiful old mansion. Built in 1887. Lovely staff, very quiet neighborhood, big front porch for morning coffee and paper. It’s exactly halfway between Western New York and Maine. Perfect stopover between the two. Exactly what we wanted. Love it.
Beautiful old mansion. Built in 1887. Lovely staff, very quiet neighborhood, big front porch for morning coffee and paper. It’s exactly halfway between Western New York and Maine. Perfect stopover between the two. Exactly what we wanted. Love it.
10
Joy
Feb 23, 2025
·
Stayed 1 night
The property at South Shire is beautiful and quiet. We have stayed at a few places in Bennington and it can be hit or miss. The bed in our room was very comfortable and there was also a fireplace and a deep spa tub. Just know that if you book a room for 3 and it is not specified that there is more than one bed they will have to pull in a mattress.
The property at South Shire is beautiful and quiet. We have stayed at a few places in Bennington and it can be hit or miss. The bed in our room was very comfortable and there was also a fireplace and a deep spa tub. Just know that if you book a room for 3 and it is not specified that there is more than one bed they will have to pull in a mattress.
8
Carola
Jan 2, 2025
·
Stayed 3 nights
We spent several nights at this lovely Victorian era inn in the "Otto Room". The mattress was very comfortable. The shower could use an update and water temperatures fluctuated but had good water pressure. We loved the working fireplace but would have preferred real wood to the duraflame (which is not good for chimneys either as it deposits residues over time that clog chimneys). One could hear the neighbors through the doors a bit - as one would expect from a Victorian aged structure- but did not find it disturbing. If we have any complaints at all it is that the coffee was too thin. But there are ample options for breakfast around the neighborhood. Thank you for a lovely stay.
We spent several nights at this lovely Victorian era inn in the "Otto Room". The mattress was very comfortable. The shower could use an update and water temperatures fluctuated but had good water pressure. We loved the working fireplace but would have preferred real wood to the duraflame (which is not good for chimneys either as it deposits residues over time that clog chimneys). One could hear the neighbors through the doors a bit - as one would expect from a Victorian aged structure- but did not find it disturbing. If we have any complaints at all it is that the coffee was too thin. But there are ample options for breakfast around the neighborhood. Thank you for a lovely stay.
10
GARY
Aug 16, 2025
·
Stayed 1 night
This inn is a trip back in time. Antique everything, which I loved but some wouldn't. No tv or refrigerator came with the room, and there weren't a lot of outlets either, but the place is beautiful. It all depends on what you are looking for. The other thing is that its a long way up a spiral staircase to the second floor with no elevator, so if you aren't good with stairs it probably isn't good for you. Still a beautiful house that the owners have restored to near original condition with antique furniture, etc...
This inn is a trip back in time. Antique everything, which I loved but some wouldn't. No tv or refrigerator came with the room, and there weren't a lot of outlets either, but the place is beautiful. It all depends on what you are looking for. The other thing is that its a long way up a spiral staircase to the second floor with no elevator, so if you aren't good with stairs it probably isn't good for you. Still a beautiful house that the owners have restored to near original condition with antique furniture, etc...
Was this helpful?
AI-generated summary based on recent guest reviews
Cleanliness
Cleanliness and upkeep are inconsistent: some guests found spaces clean and well kept, while others noted dust, stained carpets, and housekeeping oversights such as missing linens or incomplete servicing.
Related guest reviews
8
Kathleen
Nov 12, 2023
·
Stayed 1 night
The Inn is beautiful and the room we were given (Jim Dandy Suite) was very nice but the bathroom for that room is terrible! The sink had a large crack and the drain stopper didn’t work. The stand-alone shower was very very small & the shower head was mostly clogged so the water didn’t flow thru well. The toilet was so low to the floor that you need to grab onto the nearest door frame to pull yourself up off of the toilet seat. And the sink and counter were also very low. I’m 5’8” and had to bend very far to use the sink and toilet. And the toilet tank was loose and moved a few inches left and right as if it were not even attached. All in all I would give the Inn and room a 9/10 but the room’s bathroom facilities a 1/10. It really was hard to use the toilet, shower and sink.
The Inn is beautiful and the room we were given (Jim Dandy Suite) was very nice but the bathroom for that room is terrible! The sink had a large crack and the drain stopper didn’t work. The stand-alone shower was very very small & the shower head was mostly clogged so the water didn’t flow thru well. The toilet was so low to the floor that you need to grab onto the nearest door frame to pull yourself up off of the toilet seat. And the sink and counter were also very low. I’m 5’8” and had to bend very far to use the sink and toilet. And the toilet tank was loose and moved a few inches left and right as if it were not even attached. All in all I would give the Inn and room a 9/10 but the room’s bathroom facilities a 1/10. It really was hard to use the toilet, shower and sink.
6
Lisa
Aug 11, 2024
·
Stayed 1 night
Location was nice, walkable to town. Carpets beyond stained, wallpaper falling down, no coffee pods for dated keurig, small/one person whirlpool tube....
Location was nice, walkable to town. Carpets beyond stained, wallpaper falling down, no coffee pods for dated keurig, small/one person whirlpool tube....
4
David
Oct 12, 2025
·
Stayed 1 night
Front desk clerk was clueless. There was no on-property parking available. Room was uncomfortably warm. Bath was empty. Run down properly. All-around terrible. My scores are generous.
Front desk clerk was clueless. There was no on-property parking available. Room was uncomfortably warm. Bath was empty. Run down properly. All-around terrible. My scores are generous.
10
Daniel
Feb 25, 2023
·
We totally enjoyed our 3 night stay at South Shire. The Sleigh room was wonderful...quiet, clean, roomy, and cozy! The bed was extremely comfortable, and any of our requests were met immediately with a smile. Joe's breakfasts were a dream and the perfect way to start our day...our compliments to the chef! They also make it a habit to use local ingredients for their meals which is great to see. (If you go, be sure to check out Henry's Market - bacon to die for!) We didn't have an opportunity to try their dinners, but the menu posted daily looked fabulous. This wonderfully decorated building is located within walking distance of many sights, yet there is no traffic sound. We hope to make it back again to South Shire and will definitely spread the word on your great hospitality. Dan & Roxanne, Caledonia NY
We totally enjoyed our 3 night stay at South Shire. The Sleigh room was wonderful...quiet, clean, roomy, and cozy! The bed was extremely comfortable, and any of our requests were met immediately with a smile. Joe's breakfasts were a dream and the perfect way to start our day...our compliments to the chef! They also make it a habit to use local ingredients for their meals which is great to see. (If you go, be sure to check out Henry's Market - bacon to die for!) We didn't have an opportunity to try their dinners, but the menu posted daily looked fabulous. This wonderfully decorated building is located within walking distance of many sights, yet there is no traffic sound. We hope to make it back again to South Shire and will definitely spread the word on your great hospitality. Dan & Roxanne, Caledonia NY
8
Sang
Mar 18, 2024
·
Stayed 1 night
Typical historical bed and breakfast - our room was large and the bed was comfortable. Appreciated the extras like bottled water and a log for the fireplace. The decor was period appropriate and well done but the room would benefit from a refresh of things like the shower and the carpet, especially at this price point.
Typical historical bed and breakfast - our room was large and the bed was comfortable. Appreciated the extras like bottled water and a log for the fireplace. The decor was period appropriate and well done but the room would benefit from a refresh of things like the shower and the carpet, especially at this price point.
4
Patti
Nov 14, 2024
·
Stayed 2 nights
Went here for an anniversary trip with my husband. Check in was from 3-7 pm, we arrived around 6 pm. We dropped off our bags and went out. By the time that we got back and went to bed, I discovered that there wasn\'t a top sheet on our bed. The next morning, I spoke with the owner and he confirmed w/housekeeping that they had run out of top sheets. How does this happen in such a "small hotel"?! At this point, I had also noticed a very dirty toilet base, with urine and dust, like it hadn\'t been wiped down in some time. YUCK!! On my way back to my room, I passed a young girl who was part of the housekeeping team. I showed her the base of the toilet and asked her to put a top sheet on our bed. We requested housekeeping duties for our room and left for the day. Upon our return late that night, the top sheet was on and our toilet had been wiped down but all of our dirty towels were still on the bathroom floor. Additionally, the empty toilet paper roll was left on the stand. With no clean towels in the bathroom, we had to actually find someone (in the kitchen) who had to locate clean towels for us. Overall, a very disappointing stay.......
Went here for an anniversary trip with my husband. Check in was from 3-7 pm, we arrived around 6 pm. We dropped off our bags and went out. By the time that we got back and went to bed, I discovered that there wasn\'t a top sheet on our bed. The next morning, I spoke with the owner and he confirmed w/housekeeping that they had run out of top sheets. How does this happen in such a "small hotel"?! At this point, I had also noticed a very dirty toilet base, with urine and dust, like it hadn\'t been wiped down in some time. YUCK!! On my way back to my room, I passed a young girl who was part of the housekeeping team. I showed her the base of the toilet and asked her to put a top sheet on our bed. We requested housekeeping duties for our room and left for the day. Upon our return late that night, the top sheet was on and our toilet had been wiped down but all of our dirty towels were still on the bathroom floor. Additionally, the empty toilet paper roll was left on the stand. With no clean towels in the bathroom, we had to actually find someone (in the kitchen) who had to locate clean towels for us. Overall, a very disappointing stay.......
4
Michael
Sep 24, 2025
·
Stayed 1 night
Beautiful setting. Clean and well kept. Relaxing y to o sit on the front porch.
Beautiful setting. Clean and well kept. Relaxing y to o sit on the front porch.
6
David
May 9, 2024
·
Stayed 2 nights
Housekeeping not up to par, dusty, bathroom floor not mopped, ancient upholstery in room and public area lumpy, felt springs, not comfortable. Staff was pleasant and helpful. The B&B does not include breakfast! Breakfast and dining pricey and exotic, so not used. We are not walkers, but area very walkable. Knowledge of off season closures a problem.
Housekeeping not up to par, dusty, bathroom floor not mopped, ancient upholstery in room and public area lumpy, felt springs, not comfortable. Staff was pleasant and helpful. The B&B does not include breakfast! Breakfast and dining pricey and exotic, so not used. We are not walkers, but area very walkable. Knowledge of off season closures a problem.
6
Paul
Aug 14, 2025
·
Stayed 2 nights
The building was really nice and in the process of finishing up on painting. The rooms were very dated and I assume to be refreshed next? Our room had several issues, The coffee table in the sitting area was broken and should be removed. The drapes in the sitting area had a broken rod so it was difficult to close them. The bath vanity had 2 of 4 lights out, the 2 working were different brightness and there was no soap at the sink. The base boards were Very dusty around the toilet. The coffee had 3 expresso and 1 regular coffee pod. We don't care for expresso. I talked to, I think, the owner about the issues and said he was unaware of them and they would be taken care of. That night we returned to No change to the bulbs in the bathroom, coffee table untouched, NO coffee pods at all and the coffee area still had old pods and dirty cups there. No change to the coffee table or the curtain rod. They did service the room because there were fresh towels. The bed had the Duvet pulled up but we had left it that way so not sure they did anything in the bed area.
The building was really nice and in the process of finishing up on painting. The rooms were very dated and I assume to be refreshed next? Our room had several issues, The coffee table in the sitting area was broken and should be removed. The drapes in the sitting area had a broken rod so it was difficult to close them. The bath vanity had 2 of 4 lights out, the 2 working were different brightness and there was no soap at the sink. The base boards were Very dusty around the toilet. The coffee had 3 expresso and 1 regular coffee pod. We don't care for expresso. I talked to, I think, the owner about the issues and said he was unaware of them and they would be taken care of. That night we returned to No change to the bulbs in the bathroom, coffee table untouched, NO coffee pods at all and the coffee area still had old pods and dirty cups there. No change to the coffee table or the curtain rod. They did service the room because there were fresh towels. The bed had the Duvet pulled up but we had left it that way so not sure they did anything in the bed area.
8
Emma
Jul 8, 2025
·
Stayed 2 nights
It was charming and the room was spacious and wonderfully cool. Some areas were a little worn but overall very pleasant!
It was charming and the room was spacious and wonderfully cool. Some areas were a little worn but overall very pleasant!
Was this helpful?
AI-generated summary based on recent guest reviews
Rooms
Rooms are often spacious with comfortable beds and distinctive antique decor, and some include fireplaces or spa tubs. Historic quirks include creaky floors, occasional noise, steep stairs to upper floors, and some dated or compact bathrooms with limited in-room amenities.
Related guest reviews
10
Kristy
Sep 11, 2025
·
Stayed 1 night
A wonderful little hotel in what was once a family home. The hotel has personality and a wonderfully cozy ambiance. The host was very personable and polite, and was a joy to converse with. The room had great personality, and each room has their own individual style. Our room had plenty of space to move around, and did not feel stuffy or confined. The bed was an incredibly comfortable four-poster. We will definitely mark this as a hotel to revisit whenever we are in the area.
A wonderful little hotel in what was once a family home. The hotel has personality and a wonderfully cozy ambiance. The host was very personable and polite, and was a joy to converse with. The room had great personality, and each room has their own individual style. Our room had plenty of space to move around, and did not feel stuffy or confined. The bed was an incredibly comfortable four-poster. We will definitely mark this as a hotel to revisit whenever we are in the area.
8
Kathleen
Nov 12, 2023
·
Stayed 1 night
The Inn is beautiful and the room we were given (Jim Dandy Suite) was very nice but the bathroom for that room is terrible! The sink had a large crack and the drain stopper didn’t work. The stand-alone shower was very very small & the shower head was mostly clogged so the water didn’t flow thru well. The toilet was so low to the floor that you need to grab onto the nearest door frame to pull yourself up off of the toilet seat. And the sink and counter were also very low. I’m 5’8” and had to bend very far to use the sink and toilet. And the toilet tank was loose and moved a few inches left and right as if it were not even attached. All in all I would give the Inn and room a 9/10 but the room’s bathroom facilities a 1/10. It really was hard to use the toilet, shower and sink.
The Inn is beautiful and the room we were given (Jim Dandy Suite) was very nice but the bathroom for that room is terrible! The sink had a large crack and the drain stopper didn’t work. The stand-alone shower was very very small & the shower head was mostly clogged so the water didn’t flow thru well. The toilet was so low to the floor that you need to grab onto the nearest door frame to pull yourself up off of the toilet seat. And the sink and counter were also very low. I’m 5’8” and had to bend very far to use the sink and toilet. And the toilet tank was loose and moved a few inches left and right as if it were not even attached. All in all I would give the Inn and room a 9/10 but the room’s bathroom facilities a 1/10. It really was hard to use the toilet, shower and sink.
10
Daniel
Feb 25, 2023
·
We totally enjoyed our 3 night stay at South Shire. The Sleigh room was wonderful...quiet, clean, roomy, and cozy! The bed was extremely comfortable, and any of our requests were met immediately with a smile. Joe's breakfasts were a dream and the perfect way to start our day...our compliments to the chef! They also make it a habit to use local ingredients for their meals which is great to see. (If you go, be sure to check out Henry's Market - bacon to die for!) We didn't have an opportunity to try their dinners, but the menu posted daily looked fabulous. This wonderfully decorated building is located within walking distance of many sights, yet there is no traffic sound. We hope to make it back again to South Shire and will definitely spread the word on your great hospitality. Dan & Roxanne, Caledonia NY
We totally enjoyed our 3 night stay at South Shire. The Sleigh room was wonderful...quiet, clean, roomy, and cozy! The bed was extremely comfortable, and any of our requests were met immediately with a smile. Joe's breakfasts were a dream and the perfect way to start our day...our compliments to the chef! They also make it a habit to use local ingredients for their meals which is great to see. (If you go, be sure to check out Henry's Market - bacon to die for!) We didn't have an opportunity to try their dinners, but the menu posted daily looked fabulous. This wonderfully decorated building is located within walking distance of many sights, yet there is no traffic sound. We hope to make it back again to South Shire and will definitely spread the word on your great hospitality. Dan & Roxanne, Caledonia NY
8
Sang
Mar 18, 2024
·
Stayed 1 night
Typical historical bed and breakfast - our room was large and the bed was comfortable. Appreciated the extras like bottled water and a log for the fireplace. The decor was period appropriate and well done but the room would benefit from a refresh of things like the shower and the carpet, especially at this price point.
Typical historical bed and breakfast - our room was large and the bed was comfortable. Appreciated the extras like bottled water and a log for the fireplace. The decor was period appropriate and well done but the room would benefit from a refresh of things like the shower and the carpet, especially at this price point.
8
Mary
Oct 11, 2024
·
Stayed 1 night
The suite we had in the carriage house was very room and comfortable. The staff were all very helpful and friendly. Would recommend this facility to anyone going to Bennington, VT
The suite we had in the carriage house was very room and comfortable. The staff were all very helpful and friendly. Would recommend this facility to anyone going to Bennington, VT
10
Jeffrey
Nov 2, 2025
·
Stayed 2 nights
The house is a beautiful New England structure with a variety of rooms to choose from. Our room, the Gold room was luxurious and spacious with great light during the day. The "private bath" is across the hall requiring proper dress to exit the room and enter the bathroom. It's a small point but different nonetheless than in in-room bath. The heating function was a bit tricky since it is an older hot water heat register that takes some time to heat up or down so you need to be mindful of time needed to adjust the room heat. A couple of notes for the management (I was in the hotel business for 20 years) relate to the living room/parlor furnishings. There is an enormouse floral arrangement in the center of the room between the seating arrangements that obstructs the view of the front window. I would suggest moving it to a corner of the room to allow other guests to enjoy the view to the outside and adding a second table and chairs to take advantage of the room and view. Other guests are required to sit in the restaurant away from the living room area and it felt isolated. Staff is casually under dressed for the surroundings of the inn. I would spruce them up a bit. The receptionist did not provide a greeting when we arrived and it felt we weren't welcomed adequately. Overall, however, it's a beautiful place to stay and just needs a little more attention to the guest experience. I'm happy to talk with anyone should they desire.
The house is a beautiful New England structure with a variety of rooms to choose from. Our room, the Gold room was luxurious and spacious with great light during the day. The "private bath" is across the hall requiring proper dress to exit the room and enter the bathroom. It's a small point but different nonetheless than in in-room bath. The heating function was a bit tricky since it is an older hot water heat register that takes some time to heat up or down so you need to be mindful of time needed to adjust the room heat. A couple of notes for the management (I was in the hotel business for 20 years) relate to the living room/parlor furnishings. There is an enormouse floral arrangement in the center of the room between the seating arrangements that obstructs the view of the front window. I would suggest moving it to a corner of the room to allow other guests to enjoy the view to the outside and adding a second table and chairs to take advantage of the room and view. Other guests are required to sit in the restaurant away from the living room area and it felt isolated. Staff is casually under dressed for the surroundings of the inn. I would spruce them up a bit. The receptionist did not provide a greeting when we arrived and it felt we weren't welcomed adequately. Overall, however, it's a beautiful place to stay and just needs a little more attention to the guest experience. I'm happy to talk with anyone should they desire.
8
Allen
Oct 8, 2023
·
Stayed 2 nights
No tv in bedroom
No tv in bedroom
10
Joy
Feb 23, 2025
·
Stayed 1 night
The property at South Shire is beautiful and quiet. We have stayed at a few places in Bennington and it can be hit or miss. The bed in our room was very comfortable and there was also a fireplace and a deep spa tub. Just know that if you book a room for 3 and it is not specified that there is more than one bed they will have to pull in a mattress.
The property at South Shire is beautiful and quiet. We have stayed at a few places in Bennington and it can be hit or miss. The bed in our room was very comfortable and there was also a fireplace and a deep spa tub. Just know that if you book a room for 3 and it is not specified that there is more than one bed they will have to pull in a mattress.
8
Carola
Jan 2, 2025
·
Stayed 3 nights
We spent several nights at this lovely Victorian era inn in the "Otto Room". The mattress was very comfortable. The shower could use an update and water temperatures fluctuated but had good water pressure. We loved the working fireplace but would have preferred real wood to the duraflame (which is not good for chimneys either as it deposits residues over time that clog chimneys). One could hear the neighbors through the doors a bit - as one would expect from a Victorian aged structure- but did not find it disturbing. If we have any complaints at all it is that the coffee was too thin. But there are ample options for breakfast around the neighborhood. Thank you for a lovely stay.
We spent several nights at this lovely Victorian era inn in the "Otto Room". The mattress was very comfortable. The shower could use an update and water temperatures fluctuated but had good water pressure. We loved the working fireplace but would have preferred real wood to the duraflame (which is not good for chimneys either as it deposits residues over time that clog chimneys). One could hear the neighbors through the doors a bit - as one would expect from a Victorian aged structure- but did not find it disturbing. If we have any complaints at all it is that the coffee was too thin. But there are ample options for breakfast around the neighborhood. Thank you for a lovely stay.
10
GARY
Aug 16, 2025
·
Stayed 1 night
This inn is a trip back in time. Antique everything, which I loved but some wouldn't. No tv or refrigerator came with the room, and there weren't a lot of outlets either, but the place is beautiful. It all depends on what you are looking for. The other thing is that its a long way up a spiral staircase to the second floor with no elevator, so if you aren't good with stairs it probably isn't good for you. Still a beautiful house that the owners have restored to near original condition with antique furniture, etc...
This inn is a trip back in time. Antique everything, which I loved but some wouldn't. No tv or refrigerator came with the room, and there weren't a lot of outlets either, but the place is beautiful. It all depends on what you are looking for. The other thing is that its a long way up a spiral staircase to the second floor with no elevator, so if you aren't good with stairs it probably isn't good for you. Still a beautiful house that the owners have restored to near original condition with antique furniture, etc...
Was this helpful?
AI-generated summary based on recent guest reviews
Service
Many guests praise warm, helpful hospitality from the owner and staff. Some, however, report inconsistencies such as weak greetings, room assignment errors, or uneven professionalism and responsiveness.
Related guest reviews
8
Tracy
Sep 13, 2025
·
Stayed 4 nights
It was quaint. It’s a very old house so it is very creaky. It was nice and quiet otherwise. There was a mixup in rooms with not much of an apology. Once I had unpacked I was told I needed to move to another room because new staff gave me a reserved room. All in all it was a nice place but not sure I would go back.
It was quaint. It’s a very old house so it is very creaky. It was nice and quiet otherwise. There was a mixup in rooms with not much of an apology. Once I had unpacked I was told I needed to move to another room because new staff gave me a reserved room. All in all it was a nice place but not sure I would go back.
10
Kristy
Sep 11, 2025
·
Stayed 1 night
A wonderful little hotel in what was once a family home. The hotel has personality and a wonderfully cozy ambiance. The host was very personable and polite, and was a joy to converse with. The room had great personality, and each room has their own individual style. Our room had plenty of space to move around, and did not feel stuffy or confined. The bed was an incredibly comfortable four-poster. We will definitely mark this as a hotel to revisit whenever we are in the area.
A wonderful little hotel in what was once a family home. The hotel has personality and a wonderfully cozy ambiance. The host was very personable and polite, and was a joy to converse with. The room had great personality, and each room has their own individual style. Our room had plenty of space to move around, and did not feel stuffy or confined. The bed was an incredibly comfortable four-poster. We will definitely mark this as a hotel to revisit whenever we are in the area.
4
David
Oct 12, 2025
·
Stayed 1 night
Front desk clerk was clueless. There was no on-property parking available. Room was uncomfortably warm. Bath was empty. Run down properly. All-around terrible. My scores are generous.
Front desk clerk was clueless. There was no on-property parking available. Room was uncomfortably warm. Bath was empty. Run down properly. All-around terrible. My scores are generous.
8
Elizabeth
Dec 29, 2025
·
Stayed 1 night
Welcoming staff, lovely room. You must try the restaurant, it’s very good. They kindly set up a table for me by the fire on a snowy night. Absolutely delicious. Felt very well treated. Only flaw was I could hear a very loud snorer in a neighbouring room but that’s hardly their fault.
Welcoming staff, lovely room. You must try the restaurant, it’s very good. They kindly set up a table for me by the fire on a snowy night. Absolutely delicious. Felt very well treated. Only flaw was I could hear a very loud snorer in a neighbouring room but that’s hardly their fault.
10
Deanna
Oct 7, 2025
·
Stayed 3 nights
A unique historical property, the furnishings are all lovely antiques. The parlor room is a beauty and it was so nice to have a cup of tea there at the end of the day. Everyone is friendly and accommodating. It was like staying at your great aunt's glamorous home...welcoming and comfortable. The bed was amazing!
A unique historical property, the furnishings are all lovely antiques. The parlor room is a beauty and it was so nice to have a cup of tea there at the end of the day. Everyone is friendly and accommodating. It was like staying at your great aunt's glamorous home...welcoming and comfortable. The bed was amazing!
10
Jeffrey
Nov 2, 2025
·
Stayed 2 nights
The house is a beautiful New England structure with a variety of rooms to choose from. Our room, the Gold room was luxurious and spacious with great light during the day. The "private bath" is across the hall requiring proper dress to exit the room and enter the bathroom. It's a small point but different nonetheless than in in-room bath. The heating function was a bit tricky since it is an older hot water heat register that takes some time to heat up or down so you need to be mindful of time needed to adjust the room heat. A couple of notes for the management (I was in the hotel business for 20 years) relate to the living room/parlor furnishings. There is an enormouse floral arrangement in the center of the room between the seating arrangements that obstructs the view of the front window. I would suggest moving it to a corner of the room to allow other guests to enjoy the view to the outside and adding a second table and chairs to take advantage of the room and view. Other guests are required to sit in the restaurant away from the living room area and it felt isolated. Staff is casually under dressed for the surroundings of the inn. I would spruce them up a bit. The receptionist did not provide a greeting when we arrived and it felt we weren't welcomed adequately. Overall, however, it's a beautiful place to stay and just needs a little more attention to the guest experience. I'm happy to talk with anyone should they desire.
The house is a beautiful New England structure with a variety of rooms to choose from. Our room, the Gold room was luxurious and spacious with great light during the day. The "private bath" is across the hall requiring proper dress to exit the room and enter the bathroom. It's a small point but different nonetheless than in in-room bath. The heating function was a bit tricky since it is an older hot water heat register that takes some time to heat up or down so you need to be mindful of time needed to adjust the room heat. A couple of notes for the management (I was in the hotel business for 20 years) relate to the living room/parlor furnishings. There is an enormouse floral arrangement in the center of the room between the seating arrangements that obstructs the view of the front window. I would suggest moving it to a corner of the room to allow other guests to enjoy the view to the outside and adding a second table and chairs to take advantage of the room and view. Other guests are required to sit in the restaurant away from the living room area and it felt isolated. Staff is casually under dressed for the surroundings of the inn. I would spruce them up a bit. The receptionist did not provide a greeting when we arrived and it felt we weren't welcomed adequately. Overall, however, it's a beautiful place to stay and just needs a little more attention to the guest experience. I'm happy to talk with anyone should they desire.
10
Suzanne
Feb 17, 2025
·
Stayed 3 nights
The Southshire is a beautiful vintage home with original details, great charm, working original fireplace in the large cozy wood paneled parlor. There are games, large comfy sofas, and bookcases full of every genre of books for reading. The dining room is lovely and quaint. My room in the carriage house was very large and furnished with antiques and a working fireplace. Joe, the owner, was extremely nice and very accommodating. He even spent a half hour with me digging my car out of the snow and ice and literally pushing my car out of a snow pile! I can highly recommend a stay at this charming Inn if you are looking for true New England authenticity. Thank you Joe for making this a special place.
The Southshire is a beautiful vintage home with original details, great charm, working original fireplace in the large cozy wood paneled parlor. There are games, large comfy sofas, and bookcases full of every genre of books for reading. The dining room is lovely and quaint. My room in the carriage house was very large and furnished with antiques and a working fireplace. Joe, the owner, was extremely nice and very accommodating. He even spent a half hour with me digging my car out of the snow and ice and literally pushing my car out of a snow pile! I can highly recommend a stay at this charming Inn if you are looking for true New England authenticity. Thank you Joe for making this a special place.
10
Marissa
Sep 1, 2024
·
Stayed 1 night
Excellent and friendly staff and hospitality!
Excellent and friendly staff and hospitality!
10
Rafael
Dec 31, 2022
·
Stayed 19,356 nights
The people made this place SO unique. I've never been treated so nicely- genuinely- by hospitality people. The hotel staff clearly love what they do; you can feel It by how they treat their guests. In addition, the room was so cute, and the fact that it was pet-friendly made it extra special!
The people made this place SO unique. I've never been treated so nicely- genuinely- by hospitality people. The hotel staff clearly love what they do; you can feel It by how they treat their guests. In addition, the room was so cute, and the fact that it was pet-friendly made it extra special!
8
Maura
Oct 8, 2024
·
Stayed 1 night
Owner was not terribly customer friendly. So whilst this is. Lovely place to stay the service could be improved.
Owner was not terribly customer friendly. So whilst this is. Lovely place to stay the service could be improved.
Was this helpful?
AI-generated summary based on recent guest reviews
Location
A quiet, safe area that is walkable to downtown and convenient for local sights; several guests found it a good base for Bennington.
Related guest reviews
10
CHRISTINE
Jan 23, 2023
·
Comfortable lodging with character and convenient location to Prospect Mountain cross country ski center.
Comfortable lodging with character and convenient location to Prospect Mountain cross country ski center.
10
Rosemary
Jul 25, 2025
·
Stayed 1 night
Cute place to stay walking distance from brewery.
Cute place to stay walking distance from brewery.
10
Svetlana
Oct 8, 2023
·
Stayed 1 night
It was a historic beautiful property! The room was spacious and nice! The greeter lady was nice and accommodating and she gave us a tour of a property. Inside of the room there were nice touches all throughout like complementary nice glass water bottles and toiletries. It's location was very convenient in a walking distance to the shops and restaurants. The breakfast was very good and it was served promptly. We would recommend this place to our friends.
It was a historic beautiful property! The room was spacious and nice! The greeter lady was nice and accommodating and she gave us a tour of a property. Inside of the room there were nice touches all throughout like complementary nice glass water bottles and toiletries. It's location was very convenient in a walking distance to the shops and restaurants. The breakfast was very good and it was served promptly. We would recommend this place to our friends.
10
Daniel
Feb 25, 2023
·
We totally enjoyed our 3 night stay at South Shire. The Sleigh room was wonderful...quiet, clean, roomy, and cozy! The bed was extremely comfortable, and any of our requests were met immediately with a smile. Joe's breakfasts were a dream and the perfect way to start our day...our compliments to the chef! They also make it a habit to use local ingredients for their meals which is great to see. (If you go, be sure to check out Henry's Market - bacon to die for!) We didn't have an opportunity to try their dinners, but the menu posted daily looked fabulous. This wonderfully decorated building is located within walking distance of many sights, yet there is no traffic sound. We hope to make it back again to South Shire and will definitely spread the word on your great hospitality. Dan & Roxanne, Caledonia NY
We totally enjoyed our 3 night stay at South Shire. The Sleigh room was wonderful...quiet, clean, roomy, and cozy! The bed was extremely comfortable, and any of our requests were met immediately with a smile. Joe's breakfasts were a dream and the perfect way to start our day...our compliments to the chef! They also make it a habit to use local ingredients for their meals which is great to see. (If you go, be sure to check out Henry's Market - bacon to die for!) We didn't have an opportunity to try their dinners, but the menu posted daily looked fabulous. This wonderfully decorated building is located within walking distance of many sights, yet there is no traffic sound. We hope to make it back again to South Shire and will definitely spread the word on your great hospitality. Dan & Roxanne, Caledonia NY
10
Maureen A
Jan 28, 2024
·
Stayed 2 nights
Quiet and safe area. Beautiful old home. The furnishings were quit old but in excellent condition. The home was original, nothing in the architecture was compromised.
Quiet and safe area. Beautiful old home. The furnishings were quit old but in excellent condition. The home was original, nothing in the architecture was compromised.
10
Constance
May 27, 2023
·
Stayed 1 night
Beautiful old mansion. Built in 1887. Lovely staff, very quiet neighborhood, big front porch for morning coffee and paper. It’s exactly halfway between Western New York and Maine. Perfect stopover between the two. Exactly what we wanted. Love it.
Beautiful old mansion. Built in 1887. Lovely staff, very quiet neighborhood, big front porch for morning coffee and paper. It’s exactly halfway between Western New York and Maine. Perfect stopover between the two. Exactly what we wanted. Love it.
8
James
Aug 15, 2025
·
Stayed 1 night
Bennington is not what I remembered.
Bennington is not what I remembered.
10
Kim
Aug 26, 2022
·
Stayed 1 night
Gorgeous home. Yummy breakfast. Close to town. Perfect place to relax. Definitely recommend!
Gorgeous home. Yummy breakfast. Close to town. Perfect place to relax. Definitely recommend!
10
Zack
Jan 29, 2023
·
Stayed 1 night
We really enjoyed our stay at the South Shire B&B. Great physical plant, great innkeeper, great location, nice people all around, comfortable bedroom and a great breakfast. We shall return!
We really enjoyed our stay at the South Shire B&B. Great physical plant, great innkeeper, great location, nice people all around, comfortable bedroom and a great breakfast. We shall return!
10
Alan
Jul 25, 2025
·
Stayed 1 night
Beautiful Victorian mansion and furnishings. Excellent continental breakfast. Easy walk to historic downtown Bennington.
Beautiful Victorian mansion and furnishings. Excellent continental breakfast. Easy walk to historic downtown Bennington.
Was this helpful?
AI-generated summary based on recent guest reviews
Dining
When offered, breakfast is frequently praised for taste and presentation, and several guests enjoyed the on-site Thai restaurant. However, breakfast availability or inclusion varies by stay, and a few guests opted out due to price or found it unavailable.
Related guest reviews
8
Elizabeth
Dec 29, 2025
·
Stayed 1 night
Welcoming staff, lovely room. You must try the restaurant, it’s very good. They kindly set up a table for me by the fire on a snowy night. Absolutely delicious. Felt very well treated. Only flaw was I could hear a very loud snorer in a neighbouring room but that’s hardly their fault.
Welcoming staff, lovely room. You must try the restaurant, it’s very good. They kindly set up a table for me by the fire on a snowy night. Absolutely delicious. Felt very well treated. Only flaw was I could hear a very loud snorer in a neighbouring room but that’s hardly their fault.
10
Daniel
Feb 25, 2023
·
We totally enjoyed our 3 night stay at South Shire. The Sleigh room was wonderful...quiet, clean, roomy, and cozy! The bed was extremely comfortable, and any of our requests were met immediately with a smile. Joe's breakfasts were a dream and the perfect way to start our day...our compliments to the chef! They also make it a habit to use local ingredients for their meals which is great to see. (If you go, be sure to check out Henry's Market - bacon to die for!) We didn't have an opportunity to try their dinners, but the menu posted daily looked fabulous. This wonderfully decorated building is located within walking distance of many sights, yet there is no traffic sound. We hope to make it back again to South Shire and will definitely spread the word on your great hospitality. Dan & Roxanne, Caledonia NY
We totally enjoyed our 3 night stay at South Shire. The Sleigh room was wonderful...quiet, clean, roomy, and cozy! The bed was extremely comfortable, and any of our requests were met immediately with a smile. Joe's breakfasts were a dream and the perfect way to start our day...our compliments to the chef! They also make it a habit to use local ingredients for their meals which is great to see. (If you go, be sure to check out Henry's Market - bacon to die for!) We didn't have an opportunity to try their dinners, but the menu posted daily looked fabulous. This wonderfully decorated building is located within walking distance of many sights, yet there is no traffic sound. We hope to make it back again to South Shire and will definitely spread the word on your great hospitality. Dan & Roxanne, Caledonia NY
8
Ronald
Jun 27, 2024
·
Stayed 2 nights
Nice property with great restaurant on site. No breakfast available however.
Nice property with great restaurant on site. No breakfast available however.
10
bart
Apr 5, 2025
·
Stayed 1 night
The property owner is very friendly and knowledgeable.He spent a number of years abroad and the decoration in this old Victorian represents his travels.There is also a thai restaurant incorporated inside the house
The property owner is very friendly and knowledgeable.He spent a number of years abroad and the decoration in this old Victorian represents his travels.There is also a thai restaurant incorporated inside the house
10
Elizabeth
Jan 3, 2024
·
Stayed 2 nights
Beautiful inn in Bennington VT. Gracious host/ innkeeper made sure we were well taken care of and met our every need. Lovely breakfast in their formal dining room. We even celebrated the New Year with the owner and friends with fondue and drinks in the parlor. Old fashion inn with modern amenities including jacuzzi n coffee maker. We will be back!
Beautiful inn in Bennington VT. Gracious host/ innkeeper made sure we were well taken care of and met our every need. Lovely breakfast in their formal dining room. We even celebrated the New Year with the owner and friends with fondue and drinks in the parlor. Old fashion inn with modern amenities including jacuzzi n coffee maker. We will be back!
8
thierry
Mar 27, 2023
·
Stayed 1 night
Love the charm of the place, what a beautiful house with lots of details and character. The fireplace in the room was great too. Great welcoming atmosphere, breakfast was delicious.
Love the charm of the place, what a beautiful house with lots of details and character. The fireplace in the room was great too. Great welcoming atmosphere, breakfast was delicious.
6
David
May 9, 2024
·
Stayed 2 nights
Housekeeping not up to par, dusty, bathroom floor not mopped, ancient upholstery in room and public area lumpy, felt springs, not comfortable. Staff was pleasant and helpful. The B&B does not include breakfast! Breakfast and dining pricey and exotic, so not used. We are not walkers, but area very walkable. Knowledge of off season closures a problem.
Housekeeping not up to par, dusty, bathroom floor not mopped, ancient upholstery in room and public area lumpy, felt springs, not comfortable. Staff was pleasant and helpful. The B&B does not include breakfast! Breakfast and dining pricey and exotic, so not used. We are not walkers, but area very walkable. Knowledge of off season closures a problem.
8
nancy
Oct 5, 2024
·
Stayed 1 night
Unable to provide breakfast. Really disappointed
Unable to provide breakfast. Really disappointed
10
Jonathan
Jul 17, 2025
·
Stayed 1 night
Interesting hotel in special old building;friendly personnel, superb Thai restaurant. A real surprise
Interesting hotel in special old building;friendly personnel, superb Thai restaurant. A real surprise
10
Alan
Jul 25, 2025
·
Stayed 1 night
Beautiful Victorian mansion and furnishings. Excellent continental breakfast. Easy walk to historic downtown Bennington.
Beautiful Victorian mansion and furnishings. Excellent continental breakfast. Easy walk to historic downtown Bennington.
Was this helpful?
AI-generated summary based on recent guest reviews
10
Lisa
last week
·
Stayed 1 night
I loved this beautiful inn! I felt like we were actually thrown back in time. So many cool things to see. There were no tv’s. It was NFL Sunday. At first, we were bummed but! We found a ton of fun games and played Yahtzee in the parlor. It was good to turn away from technology! Thank you for a wonderful stay!
I loved this beautiful inn! I felt like we were actually thrown back in time. So many cool things to see. There were no tv’s. It was NFL Sunday. At first, we were bummed but! We found a ton of fun games and played Yahtzee in the parlor. It was good to turn away from technology! Thank you for a wonderful stay!
10
Jeffrey
Aug 17, 2026
·
Stayed 1 night
It is a classic house that is full of antique s and fine wood working.
It is a classic house that is full of antique s and fine wood working.
10
Peter
Jun 18, 2026
·
Stayed 2 nights
South Shire is a quaint Victorian Inn on Elm Street within walking distance to the center of Bennington, VT. The Inn has a family feel and elegance. We traveled as a couple. It was easy to get to sites and enjoy fine restaurants. The Inn is in keeping with the feel of strength of the Bennington community, as a place for artists, musicians, and people's expression generally to thrive. We enjoyed our stay and would recommend South Shire.
South Shire is a quaint Victorian Inn on Elm Street within walking distance to the center of Bennington, VT. The Inn has a family feel and elegance. We traveled as a couple. It was easy to get to sites and enjoy fine restaurants. The Inn is in keeping with the feel of strength of the Bennington community, as a place for artists, musicians, and people's expression generally to thrive. We enjoyed our stay and would recommend South Shire.
10
Stephen
May 28, 2026
·
Stayed 1 night
Talk about charm...this is a beautiful and well-maintained Victorian home. The bed was comfortable and the room was clean and well appointed. The Thai restaurant inside the inn was excellent, and there was a live pianist on Friday evening to add to the charm.
Talk about charm...this is a beautiful and well-maintained Victorian home. The bed was comfortable and the room was clean and well appointed. The Thai restaurant inside the inn was excellent, and there was a live pianist on Friday evening to add to the charm.
10
Jan
May 24, 2026
·
Stayed 1 night
Staff was great.
Staff was great.
FAQs about South Shire
Is parking available at the property?
Yes, free self-parking is available on-site.
What type of breakfast is offered and what are the serving hours?
Continental breakfasts are available daily from 8:00 AM to 10:00 AM for a fee of approximately USD 10 per person.
Are pets allowed at the property?
Yes, pets are allowed with a pet fee of USD 20 per accommodation, per stay, and a pet deposit of USD 350 per stay. Service animals are exempt from fees.
What are the check-in and check-out times?
Check-in is from 3:00 PM until 7:00 PM, and check-out is at 11:00 AM. Early or late check-in/check-out may be available upon request, but additional charges may apply.
Is there an airport shuttle service available?
Yes, a roundtrip airport shuttle is provided for a surcharge of USD 125 per vehicle (one-way, maximum occupancy 4). Guests must contact the property with arrival details before travel.
What accessibility features are available for guests with disabilities?
The property has limited wheelchair accessibility, including step-free entrances and accessible public areas. Please contact the property for specific accommodations.
What is the location of the property in relation to key landmarks?
The property is centrally located in Bennington, just steps from Green Mountain National Forest and 4 minutes on foot from Bennington Arts Guild Gallery. It is approximately 0.3 miles from Fiddlehead at Four Corners and Harmon Hill.
What are the policies for guests staying with children?
Children are welcome at the property, and kids can stay for free up to a certain age. Please contact the property for specific age details.
What are the policies regarding extra beds and cribs?
The property offers rollaway beds for a fee of USD 50 per day, and guests must request this in advance. Cribs are not mentioned in the provided information.
Have a question?
Instant AI responses are based on hotel information
Prices for upcoming dates
October 2026
Su | Mo | Tu | We | Th | Fr | Sa |
|---|---|---|---|---|---|---|
November 2026
Su | Mo | Tu | We | Th | Fr | Sa |
|---|---|---|---|---|---|---|
Cheaper
Pricier
Average nightly price across deals, with taxes & fees.
Prices in USD for 2 guests, updated daily.
- 2026-10-09: NO DATA
- 2026-10-10: NO DATA
- 2026-10-11: NO DATA
- 2026-10-12: NO DATA
- 2026-10-13: 236.5887407562256USD
- 2026-10-14: 262.35312787628175USD
- 2026-10-15: 240.72483857727053USD
- 2026-10-16: NO DATA
- 2026-10-17: NO DATA
- 2026-10-18: 223.3771804321289USD
- 2026-10-19: 232.43937766418458USD
- 2026-10-20: 223.3771804321289USD
- 2026-10-21: 222.66304388427736USD
- 2026-10-22: 232.43937766418458USD
- 2026-10-23: NO DATA
- 2026-10-24: 272.0182282562256USD
- 2026-10-25: 227.9052362411499USD
- 2026-10-26: 202.06079594573976USD
- 2026-10-27: 202.06079594573976USD
- 2026-10-28: 208.13222158966065USD
- 2026-10-29: 202.06079594573976USD
- 2026-10-30: 209.69191659698487USD
- 2026-10-31: NO DATA
- 2026-11-01: 204.35891867370606USD
- 2026-11-02: 204.0767239654541USD
- 2026-11-03: 205.9437937637329USD
- 2026-11-04: 205.9437937637329USD
- 2026-11-05: 215.94736368713382USD
- 2026-11-06: 230.05157760162356USD
- 2026-11-07: 211.94513227996828USD
- 2026-11-08: 204.24927505493164USD
- 2026-11-09: 204.35891867370606USD
- 2026-11-10: 204.35891867370606USD
- 2026-11-11: 203.74133141784668USD
- 2026-11-12: 214.4520120819092USD
- 2026-11-13: 211.94513227996828USD
- 2026-11-14: 214.36621518096925USD
- 2026-11-15: 203.74133141784668USD
- 2026-11-16: 204.35891867370606USD
- 2026-11-17: 203.74133141784668USD
- 2026-11-18: 202.06079594573976USD
- 2026-11-19: 204.35891867370606USD
- 2026-11-20: 213.70850731811524USD
- 2026-11-21: 212.08455438079835USD
- 2026-11-22: 203.74133141784668USD
- 2026-11-23: 203.74133141784668USD
- 2026-11-24: 204.35891867370606USD
- 2026-11-25: 202.06079594573976USD
- 2026-11-26: 204.35891867370606USD
- 2026-11-27: 211.43590656127932USD
- 2026-11-28: 209.69191659698487USD
- 2026-11-29: 204.35891867370606USD
- 2026-11-30: 204.35891867370606USD
- 2026-12-01: 204.35891867370606USD
- 2026-12-02: 203.74133141784668USD
- 2026-12-03: 204.35891867370606USD
- 2026-12-04: 212.08455438079835USD
- 2026-12-05: 223.10050722198488USD
- 2026-12-06: 216.20075429534913USD
- 2026-12-07: 242.901231930542USD
- 2026-12-08: 242.96706254730225USD
- 2026-12-09: 227.33142779846193USD
This property offers transfers from the airport (surcharges may apply). Guests must contact the property with arrival details before travel, using the contact information on the booking confirmation. The front desk is open daily from 8:00 AM - 7:00 PM. If you are planning to arrive after 7:00 PM please contact the property in advance using the information on the booking confirmation. The front desk is staffed during limited hours. Information provided by the property may be translated using automated translation tools.
Check-in must be done by someone who is at least 21 years old.
- Extra-person charges may apply and vary depending on property policy
- Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
- Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
- This property accepts credit cards, debit cards, and cash
- This property reserves the right to pre-authorize the guest's credit card prior to arrival.
- Cashless transactions are available
- Safety features at this property include a carbon monoxide detector, a fire extinguisher, a smoke detector, a security system, and a first aid kit
- This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
- The property has connecting/adjoining rooms, which are subject to availability and can be requested by contacting the property using the number on the booking confirmation.
- Cashless payment methods are available for all transactions.
- Contactless check-in and contactless check-out are available.
- Fee for continental breakfast: approximately USD 10 per person
- Airport shuttle fee: USD 125 per vehicle (one-way, maximum occupancy 4)
- Pet deposit: USD 350 per stay
- Pet fee: USD 20 per accommodation, per stay
- Service animals are exempt from fees
- Rollaway bed fee: USD 50.0 per day
- Credit card charges are subject to a surcharge of 3.5 percent
The above list may not be comprehensive. Fees and deposits may not include tax and are subject to change.
Popular amenities
Parking
Airport shuttle
Restaurant
Non-Smoking Rooms
Business Center
Tour Desk
Services
Business Center
Tour Desk
Housekeeping
Banquet Facilities
Bicycle Rental
Luggage Storage
Designated Smoking Area
Express Check-In/Check-Out
Concierge Services
Ski Storage
General
Restaurant
Non-Smoking Rooms
Hot Tub / Jacuzzi
Picnic Area/Tables
Family Room
Wheelchair Accessible (Limited)
Internet
Free Wi-Fi
Activities
Garden
Golf Course (nearby)
Cycling
Fishing
Horse Riding
Canoeing
Hiking
Live Music
Bicycle Tour Information
Outdoor Fireplace
Outdoor Furniture
Terrace
Parking
Parking
Airport shuttle
Free Parking
Parking Onsite