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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.
A wooden room with a bed, a nightstand with a lamp, and a wall with tree decorations.
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.

Reviews

8.8 out of 10
Excellent

Popular amenities

  • Parking included
  • Free WiFi
  • 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

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

About the neighborhood

Windham

Jimmy OConnors Windham Mountain Inn places you next to Catskill State Park and within a 10-minute walk of Windham Country Club. This 8-room motel welcomes guests with conveniences like free in-room WiFi and free self parking.
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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

Guests of Jimmy OConnors Windham Mountain Inn have access to free WiFi in public areas. Free parking is available if you drive.
TVs come with cable channels, and free WiFi keeps guests connected. Wardrobes or closets are also standard.
The recreational activities listed below are available either on site or nearby; fees may apply.

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Total with taxes and fees
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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

  • This property doesn't allow pets

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
  • Check-in: 3:00 PM
  • Check-out: 11:00 AM
  • Minimum check-in age: 16
Driving? This property offers free parking.

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • This property accepts credit cards and debit cards. Cash is not accepted. 

Frequently asked questions

What can I see around Jimmy OConnors Windham Mountain Inn?

This motel in Windham is within a 10-minute walk of Catskill State Park and Windham Country Club. You'll also find Windham Mountain Resort and Elm Ridge Wild Forest within a short drive.

How much does it cost to stay at Jimmy OConnors Windham Mountain Inn?

As of Jul 28, 2026, prices found for a 1-night stay for 2 adults at Jimmy OConnors Windham Mountain Inn on Jul 29, 2026 start from $178, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Will I be able to park at Jimmy OConnors Windham Mountain Inn?

Yes, self parking is offered for free at the motel.

Does Jimmy OConnors Windham Mountain Inn include a casino at the property?

No, Jimmy OConnors Windham Mountain Inn doesn't have a casino.

Will I find an indoor pool at Jimmy OConnors Windham Mountain Inn?

No, there is no indoor pool at this motel.

Are there hot tubs at Jimmy OConnors Windham Mountain Inn?

No, this motel doesn't have a spa tub.

Does Jimmy OConnors Windham Mountain Inn have a restaurant with a breakfast menu?

No, Jimmy OConnors Windham Mountain Inn doesn't have a restaurant that serves breakfast.

Does Jimmy OConnors Windham Mountain Inn allow pets to stay for free?

No, pets aren't allowed at Jimmy OConnors Windham Mountain Inn.

Are there connecting rooms at Jimmy OConnors Windham Mountain Inn?

No, there aren't connecting guestrooms at this motel.

What is the closest airport to Jimmy OConnors Windham Mountain Inn?

The closest major airport to Jimmy OConnors Windham Mountain Inn is Hudson, NY (HCC-Columbia County), which is about 27.1 mi away.

Can I book a room with a balcony at Jimmy OConnors Windham Mountain Inn?

No, there aren't any guestrooms at Jimmy OConnors Windham Mountain Inn that offer a balcony.

Jimmy OConnors Windham Mountain Inn Reviews

Reviews

8.8

Excellent

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

10/10

Cleanliness

10/10

Staff & service

9.0/10

Amenities

10/10

Property conditions & facilities

Reviews

Verified

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

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