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 rustic cabin with a stone foundation, a wooden roof, and a small porch.
A lodge with a snow-covered roof, a wooden exterior, and a sign indicating it is a mountain resort.
A hotel room with two beds, a desk, a microwave, and a nightstand with a lamp.

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

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.

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 - 16 min drive - 11.7 miles
  • Kaaterskill Falls - 36 min drive - 23.0 miles

Getting around

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

Restaurants

  • ‪Higher Grounds Coffee Shop - ‬12 min walk
  • ‪Brandywine - ‬5 min drive
  • ‪Mountain Express Cafeteria - ‬3 min drive
  • ‪Chicken Run - ‬3 min drive
  • ‪Catskill Mountain Country Store - Windham - ‬2 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.
Guests can stay connected with free WiFi.
The recreational activities listed below are available either on site or nearby; fees may apply.

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 is located in Windham, just steps from Catskill State Park. You'll also find Windham Country Club and Windham Mountain Resort less than a mile away.

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

As of Jun 13, 2026, prices found for a 1-night stay for 2 adults at Jimmy OConnors Windham Mountain Inn on Jun 22, 2026 start from $177, 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