Jimmy OConnors Windham Mountain Inn

Ski motel near Windham Mountain Resort

Choose dates to view prices

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 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.

Reviews

8.0 out of 10
Very good

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

Double Room, Mountain View

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

About the area

Windham

Near the slopes.Within a 10-minute walk of the motel, you'll find Catskill State Park and Windham Country Club. Also, Windham Mountain Resort is within 2 miles (3 km) and Elm Ridge Wild Forest is within 6 miles (10 km).

What's nearby

  • Catskill State Park - 1 min walk - 0.0 km
  • Windham Country Club - 11 min walk - 1.0 km
  • Windham Mountain Resort - 2 min drive - 1.8 km
  • Hunter Mountain - 14 min drive - 18.5 km
  • Kaaterskill Falls - 36 min drive - 37.0 km

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

Ski motel near Windham Mountain Resort
WiFi is free in public spaces. Free self parking is available.
  • 8 guestrooms or units
  • Ski lift tickets
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.

Similar properties

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

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.

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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. This property accepts Visa, Mastercard, American Express, Discover, and debit cards. Cash is not accepted. 

Frequently asked questions

How close is Jimmy OConnors Windham Mountain Inn to the airport?

Jimmy OConnors Windham Mountain Inn is 35.3 mi (51-min drive) away from the Hudson, NY (HCC-Columbia County) airport, the closest popular airport to the property.

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

As of Jul 26, 2026, prices found for a 1-night stay for 2 adults at Jimmy OConnors Windham Mountain Inn on Aug 11, 2026 start from CA $200, excluding 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.

Does Jimmy OConnors Windham Mountain Inn have an airport shuttle?

Airport shuttle services are not available at Jimmy OConnors Windham Mountain Inn.

Does Jimmy OConnors Windham Mountain Inn offer free breakfast?

Jimmy OConnors Windham Mountain Inn does not offer free breakfast.

Is there a casino at Jimmy OConnors Windham Mountain Inn?

No, there is no casino at this motel.

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.

Is there free parking at Jimmy OConnors Windham Mountain Inn?

This motel offers free self parking.

Does Jimmy OConnors Windham Mountain Inn have a pool?

Jimmy OConnors Windham Mountain Inn does not have a pool.

Does Jimmy OConnors Windham Mountain Inn have a spa?

There are no spa services available at this motel.

How close is Jimmy OConnors Windham Mountain Inn to downtown Windham?

Jimmy OConnors Windham Mountain Inn is 0.6 mi away from Windham.

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