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Jimmy OConnor's Windham Mtn Inn

From

$155
/ night
Jimmy OConnor's Windham Mtn Inn - Room
Jimmy OConnor's Windham Mtn Inn - Room
Jimmy OConnor's Windham Mtn Inn - Room
Jimmy OConnor's Windham Mtn Inn - Miscellaneous
Jimmy OConnor's Windham Mtn Inn - Food and drink

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From

$155
/ night

About this property

This motel features snowboarding on site.
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  • Parking

  • Restaurant

  • Non-Smoking Rooms

  • Housekeeping

  • ATM / Cash Machine

  • Golf Course (nearby)

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Location

141 County Route 12 Po box 275, Windham, New York, United States of America

Catskill State Park (0.1 miles)

Windham Country Club (0.5 miles)

Windham Mountain Resort (1 miles)

Elm Ridge Wild Forest (3.7 miles)

Ashland Park (5.4 miles)

Ashland Town Hall (5.5 miles)


Room options

Double Room, Mountain View

Room details

2 Full Beds

Sleeps 2

300 ft²

Air Conditioning
Heating
Wi-Fi (Free)

Guest reviews of Jimmy OConnor's Windham Mtn Inn

Facilities

9.2

Cleanliness

9.6

Service

9.8

10

Christopher

IAN-logo

Sep 22, 2026

·

Stayed 2 nights

Cool little spot with the inn at the back of the property and the restaurant at the front. It’s been passed down through the family and I met the owner inside during a quick dinner, down to earth guy. The room is very vey clean and still sporting the original textures and fixtures, real retro feeling, I loved it.
Cool little spot with the inn at the back of the property and the restaurant at the front. It’s been passed down through the family and I met the owner inside during a quick dinner, down to earth guy. The room is very vey clean and still sporting the original textures and fixtures, real retro feeling, I loved it.

8

Ian

EXP-logo

Aug 8, 2026

·

Stayed 1 night

This place is definitely dated but it was clean and the beds were comfortable. Chose to stay here when riding into tue area on the bike becasue of it had a detached restaurant/bar which makes dinner easier. Food was ok and bar was cool.
This place is definitely dated but it was clean and the beds were comfortable. Chose to stay here when riding into tue area on the bike becasue of it had a detached restaurant/bar which makes dinner easier. Food was ok and bar was cool.

10

Amy

IAN-logo

Jul 27, 2026

·

Stayed 1 night

What a gem of a property! The brother and sister that own and operate this place are so sweet and hospitable, and the bar and motel are quaint and charming in a cozy, woodsy way. If I’m ever in the area I would absolutely stay here again.
What a gem of a property! The brother and sister that own and operate this place are so sweet and hospitable, and the bar and motel are quaint and charming in a cozy, woodsy way. If I’m ever in the area I would absolutely stay here again.

8

Jeffrey

EXP-logo

Jul 24, 2026

·

Stayed 3 nights

This is an old-school fifties-style motel (looking at it makes one think of "Shady Rest Inn" ), with a central building that serves simple dinner and beer (did not avail). The room is very old-fashioned and mine had two very solid double beds. Have to admit that my sheet had a rather prominent red (blood?) spot that was near my head and hard to ignore. Otherwise, the room was comfortable, had a small air conditioner that worked, a nice shower, and old-style but very nice furnishings. I would definitely come back and hope for no blood spot. The two staff I met were very nice. The door opened with an old-style key that was a bit clunky and stuck a bit. Part of the charm. On a convenient road off the main street of town - for the good. Nearby stores, including food, diner, gas just a block away. Price, quality, beer. A good mix.
This is an old-school fifties-style motel (looking at it makes one think of "Shady Rest Inn" ), with a central building that serves simple dinner and beer (did not avail). The room is very old-fashioned and mine had two very solid double beds. Have to admit that my sheet had a rather prominent red (blood?) spot that was near my head and hard to ignore. Otherwise, the room was comfortable, had a small air conditioner that worked, a nice shower, and old-style but very nice furnishings. I would definitely come back and hope for no blood spot. The two staff I met were very nice. The door opened with an old-style key that was a bit clunky and stuck a bit. Part of the charm. On a convenient road off the main street of town - for the good. Nearby stores, including food, diner, gas just a block away. Price, quality, beer. A good mix.

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 23:00

Before 11:00


Good to know

Additional policies and info about this property.

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FAQs about Jimmy OConnor's Windham Mtn Inn

Is parking available at the property?

Yes, free private parking is available on-site.


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

Check-in is from 3:00 PM to 11:00 PM, and check-out is at 11:00 AM.

Where is the inn located in relation to key landmarks?

The inn is set in Windham, 14 km from Catskill State Park, and 47 km from Hudson Athens Lighthouse. It is also 16 km from Hunter Mountain.


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Prices for upcoming dates

November 2026
December 2026

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Prices in USD for 2 guests, updated daily.



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