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.
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
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.
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
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
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 18 Oct 2026 start from RM546, 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.
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
All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.More informationOpens in a new window
9.6
Cleanliness
9.2
Amenities
9.8
Staff & service
9.4
Property conditions & facilities
Rating 10 - Excellent. 6 out of 10 reviews
10 - Excellent
6
Rating 8 - Good. 4 out of 10 reviews
8 - Good
4
Rating 6 - Okay. 0 out of 10 reviews
6 - Okay
0
Rating 4 - Poor. 0 out of 10 reviews
4 - Poor
0
Rating 2 - Terrible. 0 out of 10 reviews
2 - Terrible
0
Reviews
Verified review
8/10 Good
Robin
2 Oct 2026
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.
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!!! :-)
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.
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.
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! 🔥🌲
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.