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 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.
A glass of beer with a logo on it, placed on a straw surface.
A bar with wooden chairs, a bar counter, and various bottles and glasses.

Reviews

8.0 out of 10
Very good

Popular amenities

  • Parking included
  • Free WiFi
  • Restaurant
  • Housekeeping
The current price is $178
$165 nightly
$178 total
Total with taxes and fees
Jul 26 - Jul 27

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
  • 300 sq ft
  • 1 bedroom
  • Sleeps 4
  • 2 Double Beds
  • Free WiFi

Similar properties

About the neighborhood

Windham

With a stay at Jimmy OConnors Windham Mountain Inn in Windham, you'll be in the mountains, within a 5-minute drive of Windham Mountain Resort and Catskill State Park. .This ski motel is 10.7 mi (17.1 km) from Hunter Mountain and 15.4 mi (24.7 km) from Kaaterskill Falls.

What's nearby

  • Catskill State Park - 1 min walk - 0.0 miles
  • Windham Country Club - 11 min walk - 0.6 miles
  • Windham Mountain Resort - 2 min drive - 1.2 miles
  • Hunter Mountain - 14 min drive - 11.5 miles
  • Kaaterskill Falls - 36 min drive - 23.0 miles

Getting around

  • Hudson, NY (HCC-Columbia County) - 51 min drive

Restaurants

  • ‪Brandywine - ‬5 min drive
  • ‪Higher Grounds Coffee Shop - ‬12 min walk
  • ‪Catskill Mountain Country Store - Windham - ‬2 min drive
  • ‪Mountain Express Cafeteria - ‬3 min drive
  • ‪Chicken Run - ‬3 min drive

About this property

Jimmy OConnors Windham Mountain Inn

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.
Make yourself at home in one of the 8 guestrooms. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment.
This motel features snowboarding on site.
Free self parking is available onsite.

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 transportation

  • Free self parking on site

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

Pets not allowed

Children and extra beds

Children are welcome

Property payment types

Important information

You need to know

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

Jimmy OConnors Windham Mountain Inn Reviews

Reviews

8.0

Very Good

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

10/10

Cleanliness

10/10

Staff & service

8.0/10

Amenities

10/10

Property conditions & facilities

Reviews

Verified

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

8/10 Good

Darren

Stayed 1 night in Jun 2026