Jimmy OConnors Windham Mountain Inn

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Reviews

9.2 out of 10
Wonderful
Near Windham Mountain Resort, 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.
The current price is €129
includes taxes & fees
20 Oct - 21 Oct

Popular amenities

  • Parking included
  • Free Wi-Fi
  • Housekeeping

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
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About the area

Located in Windham, Jimmy OConnors Windham Mountain Inn is in the mountains. Windham Mountain Resort and Hunter Mountain are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Kaaterskill Falls. 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
View more Motels in Windham
Map
141 South St, Windham, NY, 12496

What's nearby

  • A calm river with autumn foliage and hills in the background.
    Catskill State Park
    1 min walk - 0.0 km
  • A mountainous landscape with autumn foliage, a ski lift, and a lake.
    Hunter Mountain
    14 min drive - 18.5 km
  • A multi-tiered waterfall surrounded by autumn foliage.
    Kaaterskill Falls
    36 min drive - 37.0 km
  • Windham Country Club
    11 min walk - 1.0 km
  • Windham Mountain Resort
    2 min drive - 1.8 km

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
  • Babblers
    16 min walk
  • Higher Grounds Coffee Shop
    12 min walk

About this property

Jimmy OConnors Windham Mountain Inn

  • Motel near Windham Mountain Resort
  • Jimmy OConnors Windham Mountain Inn provides everything that you need. Skiers and snowboarders can spend time on the slopes at this motel featuring ski passes. Guests can connect to free in-room WiFi.
  • You'll also find perks such as:
  • Free self-parking
  • Room features
  • All guest rooms at Jimmy OConnors Windham Mountain Inn have amenities, such as free WiFi.
  • More conveniences in all rooms include:
    • TVs with cable channels
    • Wardrobes/cupboards and daily housekeeping

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  • Pet-friendly
  • Parking included
  • Free Wi-Fi
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The price is €141
includes taxes & 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 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

Pets not allowed

Children and extra beds

Children are welcome

Payment types at the property

  • American Express
  • Discover
  • Mastercard
  • Visa

Important information

You need to know

This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with EU regulations about consumer rights, property booking services are not subject to the right of withdrawal.

Frequently asked questions

Is Jimmy OConnors Windham Mountain Inn pet-friendly?

No, pets are not allowed at this property.

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

As of 16 Oct 2026, prices found for a 1-night stay for 2 adults at Jimmy OConnors Windham Mountain Inn on 20 Oct 2026 start from €129, 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.

How much is parking at Jimmy OConnors Windham Mountain Inn?

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?

Checkout is at 11:00 AM.

Where is Jimmy OConnors Windham Mountain Inn located?

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

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Reviews

Jimmy OConnors Windham Mountain Inn Reviews

9.2

Wonderful

9.6

Cleanliness

9.2

Amenities

9.8

Staff & service

9.4

Property conditions & facilities
Rating 10 - Excellent. 6 out of 10 reviews
Rating 8 - Good. 4 out of 10 reviews
Rating 6 - Okay. 0 out of 10 reviews
Rating 4 - Poor. 0 out of 10 reviews
Rating 2 - Terrible. 0 out of 10 reviews

Reviews

Verified review

8/10 Good

Liked: Cleanliness, staff & service
We had a wedding in the area and this place was perfect for our needs. There’s a bar to the front of the property, which was fun to hang out and play pool. The beds were comfortable and the rooms were clean.
Stayed 1 night in Sep 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The staff was super friendly and helpful. Mel took great care of us at the bar and got us checked in smoothly. She was happy to help us with local shopping and events. We will definitely come back next year!!! :-)
Stayed 2 nights in Sep 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
I have stayed at well over a dozen motels, hotels, lodges, resorts over my time in the Catskills. This was by far one of my favorites and is almost certainly going to become my regular resting spot. The location is premium, with it located in the heart of the Catskills, and not far from most attractions and hikes. The bar itself serves great food and drinks, and Sean and the staff are a delight to speak to. The room is clean, well maintained, and the cleaning staff do a great job each day. Most of the common motel flaws are virtually non-existent here. I could not hear my neighbors, they seemingly could not hear me, there were little to no stains on any bedding, the bathroom was spotless, and the ambience was unmatched. The biggest criticism I’ve heard from other people is that their rooms are outdated, and how anyone can stay the night and not fall in love with the rustic 70s charm is beyond me. Thanks for a great weekend, and I look forward to many more.
Stayed 2 nights in Sep 2026
Verified review

8/10 Good

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

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Jimmy Conner Inn is truly one of the best places to stay if you’re looking for somewhere quiet, peaceful, and surrounded by nature. Everything is so convenient you have a bar and restaurant right on the property, so you don’t even need to leave. It’s incredibly peaceful and the perfect place to decompress from all the noise and craziness of the city. The service was excellent, and the whole experience made us feel so welcomed and taken care of. They even have a beautiful fire pit where you can relax and enjoy the evening. Highly recommend this place if you’re looking to disconnect, reconnect with nature, and just enjoy some peace and quiet! 🔥🌲
Stayed 1 night in Sep 2026
Verified review

8/10 Good

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

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Stayed 1 night in Aug 2026
Verified review

8/10 Good

Stayed 1 night in Jun 2026