Jimmy Oconnor'S Windham Mtn Inn Exterior photoJimmy Oconnor'S Windham Mtn Inn Exterior photoJimmy Oconnor'S Windham Mtn Inn Room photo
Book on our site
Up to 10% cheaper
than Booking.com
Check rooms and rates
From165US$ /night
Check-in
18Apr2026Select date
Check-out
19Apr2026Select date
Rooms and Guests2 Guests, 1 Room
Key details

About the Hotel

141 County Route 12 Po Box 275, Windham, New York, United States, NY 12496
-
Close to Windham Mountain Resort
Great
8.7
/10
4.4
/5

Location

Jimmy O'Connor's Windham Mtn Inn is located just minutes from Ski Windham, making it a prime destination for winter sports enthusiasts. The hotel sits across the street from Windham Country Club, providing easy access to golf and outdoor recreation. Guests can explore hiking and biking trails or enjoy strolls on Main Street Windham, just a short drive away.

Dining

On-site dining at Jimmy O'Connor's includes a selection of classic pub food and beverages, featuring Murphy's Irish Stout. Guests can unwind at the bar after outdoor adventures, enjoying a hearty pint or sampling other beer options. The menu accommodates various tastes, offering a relaxed atmosphere to enjoy meals on-site.

Entertainment

The hotel provides a lively setting for guests to relax and socialize after a day of activities. Live entertainment and various events are hosted throughout the year, enhancing the overall guest experience. Attendees can enjoy a casual, welcoming environment that promotes camaraderie among visitors.

Outdoor Activities

Jimmy O'Connor's Windham Mtn Inn is strategically located for easy access to a variety of outdoor activities. In addition to skiing, guests can enjoy biking and hiking in the beautiful Catskill Region. The nearby landscapes are ideal for both leisurely exploration and more adventurous pursuits.

Guest Experience

The hotel fosters an inviting atmosphere, catering to both first-time visitors and returning guests. Staff members are committed to ensuring a memorable stay, contributing to a friendly, home-like environment. Each visit aims to enhance the guest experience, making it feel special every time.

Highlights

Location: Minutes from Ski Windham

Dining: Murphy's Irish Stout & pub menu

Entertainment: Live events and social gatherings

Outdoor Activities: Easy access to biking and hiking

Must-do experiences

  • Savor the homemade pastries at Windham Bakery for breakfast.
  • Hike the scenic Escarpment Trail for stunning mountain views.
  • Visit the Windham Mountain Resort for skiing or mountain biking.
  • Enjoy live music at the Catskill Mountain Foundation's Orpheum Theatre.
  • Sample local craft brews at the Catskill Mountain Brewery.
View all

Select your room type

Jimmy Oconnor'S Windham Mtn Inn offers a variety of rooms including double rooms, family rooms, and suites with breakfast, free cancelations, and special deals
Budget Double Room
2 persons
220 sq. feet 
1 Double bed
Shower
Heating
Double Room
2 persons
400 sq. feet 
2 Double beds
Shower
Heating

Price and Room Availability Calendar

Check availability and prices for your dates now!

Facilities

Jimmy Oconnor'S Windham Mtn Inn offers amenities for your comfortable stay and unforgettable experiences
Facilities: Great
8.4/10Review score

General

  • No smoking on site
  • Parking
  • No pets allowed
  • ATM/Cash machine

Sports & Fitness

  • Skiing
  • Hiking
  • Golf course
  • Billiard tables

Services

  • Housekeeping
  • Ski pass vendor

Dining

  • Restaurant
  • Bar/ Lounge area
  • Picnic area/ Tables

Spa & Leisure

  • Live entertainment

Room features

  • Free Wi-Fi in rooms
  • Air conditioning
  • Heating
  • Dressing area
  • Garden furniture

Bathroom

  • Free toiletries

Media

  • Flat-screen TV

Room decor

  • Carpeted floor
Show more

Dining Onsite

At Jimmy O'Connor's Windham Mountain Inn, immerse in the inviting atmosphere designed for comfort and relaxation. The dining options feature classic American cuisine alongside a diverse selection of beers and a full bar, perfect for unwinding after a day of exploration.
Jimmy Oconnor'S Windham Mtn Inn Restaurant photo
Jimmy Oconnor'S Windham Mtn Inn Restaurant photo

Pub Dining

American
Ambiance
Comfortable and relaxed, the pub setting invites guests to gather and enjoy a cozy meal, making it a perfect spot for both families and casual outings.
Key Offerings
Delight in a variety of classic pub food options paired with a thoughtful selection of beers, ensuring a satisfying dining experience in a welcoming environment.
Reservation
No
Hours vary.

Jimmy Oconnor'S Windham Mtn Inn Location

141 County Route 12 Po Box 275, Windham, New York, United States, NY 12496
Map view
141 County Route 12 Po Box 275, Windham, New York, United States, NY 12496
Nearby
Store
Carole's Gift Emporium
1700 ft
Restaurants
Jimmy O'Connor's
2000 ft
South Street
The Windham Local Public
2900 ft
Restaurant
Explore Windham
Local Highlights
Top Attractions
Activities
Dining
Entertainment
Windham Mountain Resort
18 minutes' walk
Ski and snowboard paradise, offering year-round outdoor activities and breathtaking mountain views. Perfect for all skill levels.
Windham Fine Arts
Windham Fine Arts
11 minutes' walk
Art gallery featuring local and regional artists. A great spot to appreciate fine arts and attend special exhibitions.
Windham Country Club
Windham Country Club
12 minutes' walk
Charming golf course offering scenic views and challenging holes, ideal for golf enthusiasts and newcomers alike.
The Windham Spa
The Windham Spa
19 minutes walking
Relaxing spa offering various treatments and wellness services. Ideal for rejuvenation after outdoor adventures.
Hiking
18 minutes' walk
Numerous trails surrounding the area offer hiking opportunities for various skill levels, showcasing stunning natural scenery.
Skiing at Windham Mountain Resort
5-minute drive
Thrilling winter sports experience with excellent slopes for skiing and snowboarding. Equipment rentals available on-site.
Yoga at The Windham Spa
19 minutes walking
Relaxing yoga classes available for all levels at the nearby spa, perfect for unwinding after an active day.
Jimmy O'Connor's
Jimmy O'Connor's
8 minutes' walk
Cozy pub serving hearty American fare with a focus on local ingredients. Popular for its welcoming atmosphere.
The Windham Local Public
The Windham Local Public
11 minutes' walk
Casual eatery offering farm-to-table dishes and creative cocktails. Seasonal ingredients highlight the menu's offerings.
Windham Theatre
25 minutes' walk
Charming local theater showcasing films and live performances. Check for special events like weekly film series.
Getting around
City Centre
Windham9 min  ·  2300 ft
Airports
Albany International (ALB)159 min  ·  65.6 mi
Sidney Municipal (SXY)181 min  ·  74.7 mi
Want to see Exclusive Early Booking Rate?
Get exlusive rates right now!
Check Rates
Property information and rules
Check-in
from 15:00-23:00
Check-out
from 07:00-11:00
Guest Parking
Private parking is possible on site for free.
Internet
Wireless internet is available in the hotel rooms for free.
Children & extra beds
There are no extra beds provided in a room. 
Pets
Pets are not allowed.
Number of rooms:
12

Reviews and Ratings

Feedback about Jimmy Oconnor'S Windham Mtn Inn from previous guests about their experience.
Review score
Based on 25 verified reviews
8.7/10
Great
89%
Recommend
Cleanliness
9.0/10
Comfort
9.1/10
Facilities
8.4/10
Free Wi-Fi
8.7/10
Location
9.3/10
Staff
9.4/10
Value for money
8.7/10
Guest reviews
based on 90 reviews
8.7/10
No reviews yet on our siteUnfortunately, our guests have not yet left any reviews for this hotel, but you can read reviews from Booking.com.
Open reviews
FAQs
About Jimmy Oconnor'S Windham Mtn Inn
What are the check-in and check-out times at Jimmy Oconnor'S Windham Mtn Inn?
Check-in is at 15:00 and check-out is at 11:00.
Is parking available at Jimmy Oconnor'S Windham Mtn Inn?
Free private parking is available on-site without reservation required.
What dining options are available at Jimmy Oconnor'S Windham Mtn Inn?
Guests can enjoy the on-site restaurant which offers a selection of pub food and drinks.
What are some popular nearby restaurants to Jimmy Oconnor'S Windham Mtn Inn?
Nearby restaurants include Jimmy O'Connor's (0.5 km), Prime (1 km), and Michael's Diner (1 km).
What amenities are provided in the rooms at Jimmy Oconnor'S Windham Mtn Inn?
Rooms are equipped with air conditioning, flat-screen TV, and a private bathroom with a shower and free toiletries.
What recreational activities can guests participate in at Jimmy Oconnor'S Windham Mtn Inn?
Guests can enjoy hiking, skiing, billiards, and access to a golf course.
How far is Jimmy Oconnor'S Windham Mtn Inn from Albany International Airport?
The hotel is located 100 km from Albany International Airport.
Are there any skiing facilities available at Jimmy Oconnor'S Windham Mtn Inn?
The hotel features a ski pass sales point and guarantees daily lift tickets at Windham Mountain.
What notable attractions are near Jimmy Oconnor'S Windham Mtn Inn?
Notable attractions include Windham Mountain Resort (1 km), Hunter Mountain (16 km), and Catskill State Park (14 km).
What languages are spoken by the staff at Jimmy Oconnor'S Windham Mtn Inn?
The staff primarily speaks English.

Next best alternative

Consider them for your next trip.
Check-in
18Apr2026Select date
Check-out
19Apr2026Select date
Rooms and Guests2 Guests, 1 Room