2 Star Hotel

Jimmy OConnor's Windham Mtn Inn

141 County Route 12 Po Box 275, Windham, NY, United States View Map

Jimmy OConnor's Windham Mtn Inn1/21
Jimmy OConnor's Windham Mtn Inn photo 2
Jimmy OConnor's Windham Mtn Inn photo 3
Jimmy OConnor's Windham Mtn Inn photo 4

Jimmy OConnor's Windham Mtn Inn

Penny
Hi, I'm Penny! Ask me anything about Jimmy OConnor's Windham Mtn Inn: rooms, rates, amenities or policies.

About

Comfortable Accommodations Jimmy OConnor's Windham Mtn Inn in Windham offers family rooms with air-conditioning, private bathrooms, and free WiFi. Each room includes a walk-in shower, free toiletries, and a TV. Dining and Leisure The inn features a restaurant serving American cuisine and a bar. Guests can enjoy live music, outdoor seating, and a picnic area. Additional amenities include a ski pass sales point, outdoor furniture, and free on-site private parking. Local Attractions Windham Mountain is a 15-minute walk away. Nearby attractions include Catskill State Park (8.7 mi), Zadock Pratt Museum (11 mi), and Albany International Airport (63 mi). Winter sports enthusiasts appreciate the surrounding area. Guest Satisfaction Highly rated for its restaurant, convenient location, and room cleanliness, the inn ensures a pleasant stay for all visitors.

214 Reviews

8.4Very Good
Cleanliness
8.9
Staff
9.4
Location
9.3

What Guests Say

  • “A beautiful space with welcoming vibes and a perfect location Liked · The location is convenient to Windham mountain and close enough…”
  • “Perfect for our needs. Comfortable beds, warm room right near the mountain . And we had great burgers when we got off the mountain.”
Show 50 Verified Reviews

Top Amenities

  • Restaurant
  • Free Internet Access
  • Free Parking
  • Non-Smoking Rooms
Show All Amenities

Have a question?

Ask Penny, powered by AI. Answers are taken from property information and reviews.

What Guests Loved

8.4
Very Good

Based on 214 reviews

Location

9.3

Cleanliness

8.9

Staff

9.4

Overall Quality

8.4

Pros +

  • A beautiful space with welcoming vibes and a perfect location Liked · The location is convenient to Windham mountain and close enough to Hunter Mountain as well. The check in area is also a nice restaurant with a friendly atmosphere.
  • Perfect for our needs. Comfortable beds, warm room right near the mountain . And we had great burgers when we got off the mountain.
  • The property is well maintained. The rooms are clean and in good condition. The staff is small but they go out of their way to help with any needs.

Cons -

  • The only issue is the rooms are dated and small. Good enough for a day or two though.
  • Attitude could be a little friendlier at the bar.
  • The venue is a bit dated (not the most modern furniture), but that added to the charm for us - felt like we were staying in someone's guest room!
Business Traveler (9)Solo Traveler (23)Traveling as Couple (51)Family with Young Children (24)Senior Traveler (1)Group Traveler (28)Total (108)
10RichPosted on: 2-15-2024

A beautiful space with welcoming vibes and a perfect location Liked · The location is convenient to Windham mountain and close enough to Hunter Mountain as well. The check in area is also a nice restaurant with a friendly atmosphere.

10TaraPosted on: 1-29-2022

Perfect for our needs. Comfortable beds, warm room right near the mountain . And we had great burgers when we got off the mountain.

6MartinPosted on: 10-27-2020

The property is well maintained. The rooms are clean and in good condition. The staff is small but they go out of their way to help with any needs.

The only issue is the rooms are dated and small. Good enough for a day or two though.

5WilliamPosted on: 3-20-2019

Great location. Food was very good and a bonus was a great corn beef dinner on Sunday on the cuff. Hotel employee was very pleasant and an excellent server. Other server not so much.

Attitude could be a little friendlier at the bar.

10Verified Hotel GuestPosted on: 8-14-2017

We loved the character of this venue: beautiful mountainside, traditional Irish pub with a jukebox and Ms Pacman machine(!), friendly staff, quiet room in a lovely field away from the road, affordable price!

The venue is a bit dated (not the most modern furniture), but that added to the charm for us - felt like we were staying in someone's guest room!

10AndrewPosted on: 1-20-2026

Location, staff, atmosphere.

Everyone and everything was amazing.

10ChrisPosted on: 10-13-2025

The friendly staff. Onsite restaurant/bar. Location close to the golf course.

Everything was great for me.

10StevePosted on: 9-28-2025

Location and ease of access to room. Ate dinner at the restaurant and it was excellent.

A little confusing upon arrival as to how do I get my room key so we could get settled before dinner. But in all, our stay was nice.

8Iloilo G.Posted on: 9-1-2025

Classic mid-century motel tucked behind a pub and house, with a large field nearby. It was clean and well maintained. The staff was friendly. It was exactly what I was looking for and needed, at a decent price. I would stay there again. There is a large field, perfect for kids running around, if you have kids.

It's a classic mid-century motel. If you are looking for a hotel-like feel, this is not it. There is nothing that I did not like but I can see if people do not like this style of place. It is well maintained and clean but it has not been renovated.

8Ann A.Posted on: 7-23-2025

Did not require a 2-night minimum. Easy check-in. Comfortable room at a fair price.

7BILLPosted on: 2-28-2025

Location great for skiing. Bar across the lot was great but was closed Tuesday and Wednesday,

The drapes did not block the light from the parking lot. The snow was melting which turned the parking lot into a mud pit. No path to room so everything was dirty. Housekeeping turned the thermostat down to 62 degrees so it took an hour to warm up the room after coming in from skiing.

10RachelPosted on: 2-21-2025

We love staying here and are officially regulars both at the pub and the inn! The staff all around is amazing and John and Eli always do what they can to ensure a great stay!

10RachelPosted on: 2-5-2025

Location is amazing. The staff is fantastic! We love being able to walk to the Jimmy O’connors pub right in our backyard. It’s cozy fun and comfortable.

Walls are a little thin especially with adjoining rooms but my little sound machine solves that :)

10AnthonyPosted on: 1-26-2025

Family run very friendly and attentive. Having a mountain pub w a great staff and friendly people steps away from this quiet classic motor type inn makes it a wonderful experience. I was able to work in the ams looking out on the property and mountains and wander the Catskills in the day. Closing it out back at Jimmy’s.

9DavidPosted on: 11-25-2024

I like the availability and the good value considering it was a weekend. And Jimmy is a cool guy

8ELLENPosted on: 9-23-2024

Excellent value for a prime location and bonus that I didn't have to book two days as many places wanted a two night stay. I would for this reason alone go back, plus the staff in the restaurant were very nice.

8AlexandraPosted on: 9-2-2024

Would recommend. Very clean and tidy with excellent helpful and friendly staff.

10Dafna H.Posted on: 8-19-2024

staff, food, location excellent.Came with my grandson when the other hotel was closed and J.O. had no rooms left, so they gave me one of their room in their residency just so we have where to sleep. Amazing people. Really

rooms could be updated, but I didn't dislike, it just could be updated.

8RosannePosted on: 8-8-2024

Quaint mom and pop type of place. Staff very nice. Reminded me of my childhood vacations . Clean room, needs updating but was suitable for our one night stay. Restaurant and bar convenient on premises.

I had to tell bartender how to make a cosmopolitan drink and then I felt was overcharged once I got the check for it!

10KaryPosted on: 6-6-2024

The place is very cozy and nostalgic. The room was very clean. The owner was our waiter at the restaurant. He was very friendly and accommodating. My wife enjoyed the stay so much that she would like to come back for a vacation.

Amenities & Policies

Amenities

Food & Drinks

  • Restaurant

Media & Technology

  • Free Internet Access

Transportation

  • Free Parking

Health & Safety

  • Health Services
  • Daily disinfection

Kid Friendly

  • Family Friendly

General

  • No Smoking Rooms/Facilities

Guest policies

Check-inAfter 3:00 PM
Check-outBefore 11:00 AM
InternetFree Wi-Fi is available.
ParkingFree parking is available.
Children & Extra BedsChildren of all ages are welcome.
PetsPets are not allowed.
Room RatesAll rates displayed are for two guests unless otherwise noted.

Important info

Guests are required to show a photo ID and credit card upon check-in. Please note that all Special Requests are subject to availability and additional charges may apply.

Location

Jimmy OConnor's Windham Mtn Inn

141 County Route 12 Po Box 275, Windham, NY

People also liked

Currently Viewing

Jimmy OConnor's Windham Mtn Inn

Jimmy OConnor's Windham Mtn Inn

8.4214 Reviews2-Star Hotel

Back To All Hotels