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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. - Jimmy OConnors Windham Mountain Inn (Windham)
A bar with wooden chairs, a bar counter, and various bottles and glasses. - Jimmy OConnors Windham Mountain Inn (Windham)
A glass of beer with a logo on it, placed on a straw surface. - Jimmy OConnors Windham Mountain Inn (Windham)
A wooden room with a bed, a nightstand with a lamp, and a wall with tree decorations. - Jimmy OConnors Windham Mountain Inn (Windham)
A pool table with balls and a cue stick. - Jimmy OConnors Windham Mountain Inn (Windham)
Jimmy OConnors Windham Mountain Inn provides everything you need. Skiers and snowboarders can spend time on the slopes at this motel featuring ski passes. Stay connected with free in-room WiFi.

Reviews

8.6 out of 10
Excellent

Popular amenities

  • Parking included
  • Free WiFi
  • Restaurant
  • Housekeeping

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Room options

View all photos for Double Room, Mountain View

A hotel room with two beds, a desk, a microwave, and a nightstand with a lamp.

Double Room, Mountain View

  • Mountain view
  • 28 sq m
  • 1 bedroom
  • Sleeps 4
  • 2 Double Beds
  • Free WiFi

About the neighborhood

Located in Windham, Jimmy OConnors Windham Mountain Inn is in the mountains. Hunter Mountain and Kaaterskill Falls are worth checking out if an activity is on the agenda. Mountain Top Arboretum and Zoom Flume are also worth visiting. Spend some time exploring the area's activities, including skiing. Visit our Windham travel guide
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Map
141 South St, Windham, NY, 12496

What's nearby

  • A waterfall cascading into a pool surrounded by lush greenery and rocky terrain.
    Catskill State Park
    1 min walk - 0.0 miles
  • A mountainous landscape with autumn foliage, a ski lift, and a lake.
    Hunter Mountain
    14 min drive - 11.5 miles
  • A multi-tiered waterfall surrounded by autumn foliage.
    Kaaterskill Falls
    36 min drive - 23.0 miles
  • Windham Country Club
    11 min walk - 0.6 miles
  • Windham Mountain Resort
    2 min drive - 1.2 miles

Getting around

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

Restaurants

  • Brandywine
    5 min drive
  • Catskill Mountain Country Store - Windham
    2 min drive
  • Windham Diner
    15 min walk
  • Higher Grounds Coffee Shop
    12 min walk
  • Babblers
    16 min walk

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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

Frequently asked questions

Is Jimmy OConnors Windham Mountain Inn pet-friendly?

No, pets are not allowed at this property.

How much is parking?

Self parking is free at this property.

What time is check-in at Jimmy OConnors Windham Mountain Inn?

Check-in start time: 3:00 PM; Check-in end time: 10:00 PM. Late check-in is available during limited hours.

What time is check-out at Jimmy OConnors Windham Mountain Inn?

Check-out is at 11:00 AM.

Where is Jimmy OConnors Windham Mountain Inn located?

Located near the slopes, this Windham motel is in the mountains and within 1 mi (2 km) of Catskill State Park, Windham Mountain Resort, and Windham Country Club. Elm Ridge Wild Forest and Ashland Park are also within 6 mi (10 km).

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Reviews

Jimmy OConnors Windham Mountain Inn Reviews

8.6

Excellent

9.4

Cleanliness

8.8

Amenities

10

Staff & service

9.4

Property conditions & facilities
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

Reviews

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

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

Darren

Stayed 1 night in Jun 2026