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Jimmy OConnors Windham Mountain Inn

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

8.8 out of 10
Excellent

Popular amenities

  • Parking included
  • Free Wi-Fi
  • Restaurant
  • Housekeeping
The current price is AU$168
includes taxes & fees
19 Aug - 20 Aug

Explore the area

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

About the area

Windham

Jimmy OConnors Windham Mountain Inn places you steps from Catskill State Park and within a 10-minute stroll of Windham Country Club. Highlights at this ski motel include free in-room WiFi. .This motel offers free WiFi in public areas. Plus you'll find ski passes. There's also the convenience of free self parking. .Attractions within a 30-minute drive of this Windham motel include Windham Mountain Resort and Hunter Mountain.
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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
  • ‪Chicken Run - ‬3 min drive
  • ‪Windham Diner - ‬15 min walk

About this property

Jimmy OConnors Windham Mountain Inn

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 on a daily basis.

Similar properties

Dinner served
Hunter Lodge, a Bluebird by Lark
Hunter
  • Breakfast included
  • Pet-friendly
  • Parking included
  • Free Wi-Fi
4.6 out of 5, Wonderful, 1,002 reviews
The price is AU$220
includes taxes & fees
1 Sept - 2 Sept
Hunter Lodge, a Bluebird by Lark

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

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

Is parking available at Jimmy OConnors Windham Mountain Inn?

Yep, Jimmy OConnors Windham Mountain Inn has a free self car park.

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

As of 2 Aug 2026, prices found for a 1-night stay for 2 adults at Jimmy OConnors Windham Mountain Inn on 19 Aug 2026 start from AU$168, 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.

Is there a free airport shuttle available at Jimmy OConnors Windham Mountain Inn?

No, Jimmy OConnors Windham Mountain Inn does not offer an airport shuttle service.

What time are check-in & check-out at Jimmy OConnors Windham Mountain Inn?

Check-in begins at 3:00 PM. Check-out time is 11:00 AM.

Are pets allowed at Jimmy OConnors Windham Mountain Inn?

No, pets are not allowed.

Is there a golf course on site at Jimmy OConnors Windham Mountain Inn?

There isn't one on site, but Windham Country Club is a short 9-minute walk away.

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 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

Darren

Stayed 1 night in Jun 2026