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Homestead Inn

From

$236
/ night
Homestead Inn - Image 1
Homestead Inn - Room
Homestead Inn - Room
Homestead Inn - Bathroom
Homestead Inn - Room

Select dates to see prices and availability

From

$236
/ night

About this property

Take in the views from a garden and make use of amenities such as complimentary wireless internet access and concierge services. Additional amenities at this Victorian bed & breakfast include a communal living room, a picnic area, and disco...
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  • Parking

  • Non-Smoking Rooms

  • Room Service

  • Housekeeping

  • Garden

  • Picnic Area/Tables

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Location

5 Elm Street, New Milford, Connecticut, United States of America

Housatonic River (0.9 miles)

Lovers Leap State Park (2.9 miles)

Candlewood Lake (3.3 miles)

Lake Lillinonah (3.8 miles)

Elephant's Trunk Flea Market (4.6 miles)

Valley Golf Center (5.5 miles)


Room options

Treadwell Annex #6 2 Full Beds

Room details

2 Full Beds

Sleeps 4

Air Conditioning
Heating
Wi-Fi (Free)

Sherman Room

Room details

1 King Bed

Sleeps 2

279 ft²

Air Conditioning
Heating
Wi-Fi (Free)

Treadwell Annex #4 1 Queen Bed

Room details

1 Queen Bed

Sleeps 2

247 ft²

Air Conditioning
Heating
Wi-Fi (Free)

Candlewood Lake Room

Room details

1 Queen Bed

Sleeps 2

247 ft²

Air Conditioning
Heating
Wi-Fi (Free)

Boardman Room

Room details

1 King Bed

Sleeps 2

215 ft²

Air Conditioning
Heating
Wi-Fi (Free)

Treadwell Annex #2 1 Queen & Sleeper Sofa

Room details

1 Queen Bed
and
1 Sofa Bed

Sleeps 4

301 ft²

Air Conditioning
Heating
Wi-Fi (Free)

Treadwithell Annex Family Suite with 2 Twithin Beds

Room details

1 King Bed
and
2 Twin Beds

Sleeps 4

398 ft²

Air Conditioning
Heating
Wi-Fi (Free)

Kennedy Room

Room details

1 King Bed

Sleeps 2

355 ft²

Air Conditioning
Heating
Wi-Fi (Free)

Treadwell Annex #7 1 Queen Bed

Room details

1 Queen Bed

Sleeps 2

247 ft²

Air Conditioning
Heating
Wi-Fi (Free)

Cottage Suite

Room details

1 King Bed
and
1 Sofa Bed

Sleeps 4

398 ft²

Air Conditioning
Heating
Wi-Fi (Free)

Monroe Room

Room details

1 King Bed

Sleeps 2

236 ft²

Air Conditioning
Heating
Wi-Fi (Free)

Treadwell Annex #5 1 King Bed

Room details

1 King Bed

Sleeps 2

Air Conditioning
Heating
Wi-Fi (Free)

Treadwell Annex #1 2 Queen Beds

Room details

2 Queen Beds

Sleeps 4

355 ft²

Air Conditioning
Heating
Wi-Fi (Free)

Vineyard Room

Room details

1 Queen Bed

Sleeps 2

215 ft²

Air Conditioning
Heating
Wi-Fi (Free)

Stars Hollow Room

Room details

1 King Bed

Sleeps 2

226 ft²

Air Conditioning
Heating
Wi-Fi (Free)

Guest reviews of Homestead Inn

What guests think

AI-generated summary based on recent guest reviews

At Homestead Inn, guests frequently highlight the friendly, accommodating staff and the charming historic setting with walkable access to town, while room feedback ranges from comfortable suites to Annex rooms that feel smaller, brighter, or noisier near the street.

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Facilities

Good

Cleanliness

Clean

Rooms

Mixed

Service

Friendly

Location

Walkable

Was this helpful?

8

Lisa

IAN-logo

2 weeks ago

·

Stayed 4 nights

The room was clean, comfortable and in a nice neighborhood within walking distance of many local amenities. The parking was free and convenient. There was access to free coffee, water and a limited selection of snacks 24 hours a day. My only complaint about whole experience was that it was advertised to have a complimentary full breakfast every morning but they neglected to mention that this benefit was only for the guests who stayed in the main house. Guests who stayed in the annex were not offered the same benefit, which didn't make any sense to me.
The room was clean, comfortable and in a nice neighborhood within walking distance of many local amenities. The parking was free and convenient. There was access to free coffee, water and a limited selection of snacks 24 hours a day. My only complaint about whole experience was that it was advertised to have a complimentary full breakfast every morning but they neglected to mention that this benefit was only for the guests who stayed in the main house. Guests who stayed in the annex were not offered the same benefit, which didn't make any sense to me.

8

Susan

IAN-logo

Sep 7, 2026

·

Stayed 2 nights

The main hotel is charming and lovely but as we booked through Hotels.com, we ended up in an Annex room - property adjacent but no access to breakfast, etc. AND we were put in a room on a street that had a lot of cars going by, and was way too bright. The inn keepers were lovely about all of it and offered to move us into the actual hotel for our 2nd night but we stayed put though did accept their offer for homemade breakfast before we left. It was excellent and copious! If you stay, be sure to carefully check which room you’re choosing. The location is great, and lots of great places around!
The main hotel is charming and lovely but as we booked through Hotels.com, we ended up in an Annex room - property adjacent but no access to breakfast, etc. AND we were put in a room on a street that had a lot of cars going by, and was way too bright. The inn keepers were lovely about all of it and offered to move us into the actual hotel for our 2nd night but we stayed put though did accept their offer for homemade breakfast before we left. It was excellent and copious! If you stay, be sure to carefully check which room you’re choosing. The location is great, and lots of great places around!

10

Tzu-Jun

IAN-logo

Aug 23, 2026

·

Stayed 1 night

Charming, warm, and friendly. Everything was clean. Lovely stay.
Charming, warm, and friendly. Everything was clean. Lovely stay.

10

Marcia

EXP-logo

Jul 20, 2026

·

Stayed 2 nights

well priced and comfortable, a perfect option for us visiting our family in the area.
well priced and comfortable, a perfect option for us visiting our family in the area.

10

JANE

IAN-logo

Jun 13, 2026

·

Stayed 1 night

Great place
Great place

Property Policies

Check-in instructions

Everything you need to know for a smooth check-in.

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Check-in

Check-out

From 15:00 to 23:30

Before 11:00


Good to know

Additional policies and info about this property.

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FAQs about Homestead Inn

Is parking available at the property?

Free self-parking is available on-site, with limited spaces. An electric car charging station is also provided.


What are the check-in and check-out times?

Check-in is from 3:00 PM to 11:30 PM, and check-out is at 11:00 AM. Early or late check-in/check-out may be available upon request, and guests should contact the property at least 48 hours prior to arrival for arrangements.

Where is the property located in relation to key landmarks?

The property is located in New Milford, within a 10-minute drive of Elephant's Trunk Flea Market and Candlewood Lake. It is approximately 8.3 miles from Lake Waramaug and 10.1 miles from the Institute for American Indian Studies Museum and Research Center.


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Prices for upcoming dates

November 2026
December 2026

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Average nightly price across deals, with taxes & fees.

Prices in USD for 2 guests, updated daily.



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