Jimmy OConnors Windham Mountain Inn

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Photo gallery for Jimmy OConnors Windham Mountain Inn

A rustic stone building with a sign for Windham Mountain Inn, surrounded by autumn foliage.
A bar with wooden chairs, a bar counter, and various bottles and glasses.
A glass of beer with a logo on it, placed on a straw surface.
A pool table with balls and a cue stick.
A wooden room with a bed, a nightstand with a lamp, and a wall with tree decorations.

Reviews

8.6 out of 10
Excellent

Popular amenities

  • Parking included
  • Free Wi-Fi
  • Restaurant
  • Housekeeping

Explore the area

View in a map
141 South St, Windham, NY, 12496
  • Place, Catskill State Park
    ‪1 min walk‬
  • Place, Windham Country Club
    ‪11 min walk‬
  • Place, Windham Mountain Resort
    ‪2 min drive‬
  • Airport, Hudson, NY (HCC-Columbia County)
    ‪53 min drive‬

Room options

Double Room, Mountain View

  • Mountain view
  • 28 sq m
  • 1 bedroom
  • Sleeps 4
  • 2 Double Beds
  • Free Wi-Fi

Similar properties

About this property

Jimmy OConnors Windham Mountain Inn

Hit the slopes and relax with Jimmy OConnors Windham Mountain Inn's amenities, including ski passes, complimentary wireless internet access, and free self parking.
Jimmy OConnors Windham Mountain Inn offers 8 accommodations. Televisions come with cable channels. This Windham motel provides complimentary wireless Internet access, with a speed of 100+ Mbps (good for 1–2 people or up to 6 devices). Housekeeping is provided daily.
The recreational activities listed below are available either on site or nearby; fees may apply.
During your stay at Jimmy OConnors Windham Mountain Inn, you're just a quick walk from Catskill State Park. Enjoy features like free WiFi in public areas and free self parking.
  • Free WiFi (speed: 100+ Mbps (good for 1–2 people or up to 6 devices))
  • Free self parking
  • Steps from Catskill State Park and 9 minutes by foot from Windham Country Club
WiFi is free in public spaces. Free self parking is available.

Property amenities

Internet

  • Available in all rooms: Free WiFi
  • In-room WiFi speed: 100+ Mbps (good for 1–2 people or up to 6 devices)
  • Available in some public areas: Free WiFi

Parking and transport

  • Free self parking on site
  • Limited on-site self parking

Things to do

  • Ski passes
  • Snowboarding

Guest services

  • Housekeeping (daily)

Outdoors

  • In the mountains

Room amenities

Entertainment

  • TV with cable channels

Policies

Check-in

Check-in start time: 3:00 PM; Check-in end time: 10:00 PM
Late check-in subject to availability
Minimum check-in age: 16

Check-out

Check-out before 11:00 AM

Special check-in instructions

There is no front desk at this property
The host will greet guests on arrival
If you are planning to arrive after 10:00 PM please contact the property in advance using the information on the booking confirmation
Information provided by the property may be translated using automated translation tools

Access methods

Host will greet you

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.

Payment types at the property

Important information

You need to know

This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
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 and debit cards; cash is not accepted
This property does not have a front desk. Guests arriving after 10:00 PM must make advance arrangements by contacting the property using the information on the booking confirmation. The host will greet guests on arrival.
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with EU regulations about consumer rights, property booking services are not subject to the right of withdrawal.

Jimmy OConnors Windham Mountain Inn Reviews

Reviews

8.6

Excellent

Rating 10 - Excellent. 1 out of 4 reviews
Rating 8 - Good. 3 out of 4 reviews
Rating 6 - Okay. 0 out of 4 reviews
Rating 4 - Poor. 0 out of 4 reviews
Rating 2 - Terrible. 0 out of 4 reviews

9.4/10

Cleanliness

10/10

Staff & service

8.8/10

Amenities

9.4/10

Property conditions & facilities

Reviews

Verified review

10/10 Excellent

Amy

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
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.
Stayed 1 night in Jul 2026
Verified review

8/10 Good

Jeffrey

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
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.
Stayed 3 nights in Jul 2026
Verified review

8/10 Good

Ian

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
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.
Stayed 1 night in Aug 2026
Verified review

8/10 Good

Darren

Stayed 1 night in Jun 2026