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From165US$ /night
Check-in
16Mar2026Select date
Check-out
17Mar2026Select 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
-
Near Windham Mountain Resort
Great
8.8
/10
4.4
/5

Location

Jimmy O'Connor's Windham Mtn Inn is located just minutes from Ski Windham, providing easy access for winter sports enthusiasts. The inn is positioned across the street from Windham Country Club, offering a convenient option for golf lovers. Guests can explore hiking and biking trails or enjoy strolls along Main Street Windham, all within a short drive.

Dining

The inn boasts an on-site bar that serves a variety of beers, including Murphy's Irish Stout. In addition to stout, visitors can find a full bar and an assortment of classic pub food options. The menu is designed to satisfy after a day of outdoor activities, providing a friendly dining atmosphere.

Activities

Guests have numerous outdoor adventures at their fingertips in the Catskill Region. Whether skiing in winter or exploring hiking trails in warmer months, the location supports a variety of recreational activities. The inn encourages relaxation and connection with nature after a full day of exploring.

Friendly Atmosphere

The inn prides itself on creating a welcoming environment where guests feel at home. The friendly staff is committed to enhancing the overall guest experience, catering to both new and returning visitors. Whether it's a first visit or a twentieth trip, every stay is made special here.

Accommodations

Jimmy O'Connor's Windham Mtn Inn offers cozy accommodations with a range of room options to suit various needs. Each room is designed to provide comfort and convenience for guests returning from a day of activities. Located close to the action, the inn serves as a convenient base for exploring the region.

Highlights

Location: Minutes from Ski Windham

Dining: Full bar with pub food

Activities: Hiking and biking nearby

Atmosphere: Friendly and welcoming environment

Must-do experiences

  • Ski at Windham Mountain for stunning views and thrilling runs.
  • Try the homemade ice cream at the Blissful Creamery downtown.
  • Visit the Windham History and Arts Center for local culture.
  • Hike the Kaaterskill Falls trail, a breathtaking natural wonder.
  • Explore the farmers market on Saturdays for fresh local produce.
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

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Facilities

Jimmy Oconnor'S Windham Mtn Inn offers amenities for your comfortable stay and unforgettable experiences
Facilities: Great
8.5/10Review 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, guests can savor the essence of American cuisine in a welcoming setting that invites relaxation. With a fine selection of craft beers and classic pub food, each dining experience blends comfort with authentic flavors, perfect for unwinding after a day on the slopes or exploring the stunning surroundings.
Jimmy Oconnor'S Windham Mtn Inn Restaurant photo
Jimmy Oconnor'S Windham Mtn Inn Restaurant photo

Jimmy O'Connor's Pub

American classic pub fare
Ambiance
Cozy and inviting, featuring rustic decor that complements the mountain charm
Key Offerings
A rotating selection of craft beers and a diverse menu of traditional pub favorites make it ideal for casual dining and friendly gatherings.
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
Explore the Best of Windham
Top Attractions
Activities
Dining
Entertainment
Windham Mountain Resort
18 minutes walking
A premier skiing destination with year-round outdoor activities and stunning mountain views. Perfect for adventure lovers.
Windham Fine Arts
Windham Fine Arts
11 minutes walking
Art gallery showcasing local and regional artists, offering rotating exhibits and community events throughout the year.
Windham Country Club
Windham Country Club
12 minutes walking
Scenic golf course ideal for a day out. Enjoy beautiful landscapes and a relaxed atmosphere for golfers of all skill levels.
The Windham Spa
The Windham Spa
19 minutes walking
Relaxing spa offering a variety of therapeutic treatments. Ideal for rejuvenation after an adventurous day outdoors.
Discover the local attractions near Jimmy Oconnor'S Windham Mtn Inn
Wander through the attractions near Jimmy Oconnor'S Windham Mtn Inn to enjoy the local culture and scenery.
Perfect for unique shopping experiences: Carole's Gift Emporium
Great for leisurely golf outings: Windham Country Club
Ideal for relaxation and wellness: The Windham Spa
Best for outdoor skiing adventures: Windham Mountain Resort
Well suited for art enthusiasts and galleries: Windham Fine Arts
Skiing & Snowboarding
5 minutes drive
Thrilling winter sports at Windham Mountain Resort. Rentals available, and lessons for all ages offered for beginners.
Hiking at the Catskill Forest Preserve
15 minutes drive
Beautiful hiking trails suitable for all levels. Stunning views and abundant wildlife make it a perfect outdoor escape.
Yoga at The Windham Spa
19 minutes walking
Relaxing yoga sessions available at The Windham Spa. Enhance wellness with guided classes in a serene atmosphere.
Jimmy O'Connor's
Jimmy O'Connor's
8 minutes walking
Casual dining with a menu of hearty pub fare and craft beers. Friendly atmosphere, perfect for families and friends.
The Windham Local Public
The Windham Local Public
11 minutes walking
Local flavors and fresh ingredients focused on farm-to-table cuisine. Recommended for a cozy dining experience.
Discover dining options near Jimmy Oconnor'S Windham Mtn Inn
Uncover dining options near Jimmy Oconnor'S Windham Mtn Inn offering a range of culinary experiences.
Ideal for upscale dining experiences: Prime
Perfect for home-style American meals: Michael's Diner
Suited for gourmet sandwiches and local flavors: Todaro's Salumeria
Best for steak lovers seeking a hearty meal: Prime Steakhouse
Great for casual dining with a local touch: Jimmy O'Connor's
Well suited for delightful pastries and coffee: La Patisserie Normande
Windham Theatre
25 minutes walking
Local theatre featuring films, live performances, and community events. Family-friendly and a great way to spend an evening.
Getting around
City Centre
Windham9 min  ·  2300 ft
Airports
Albany International Airport (ALB)159 min  ·  65.6 mi
Sidney, NY (SXY)181 min  ·  74.7 mi
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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
9.2/10
Facilities
8.5/10
Free Wi-Fi
9.1/10
Location
9.2/10
Paid Wi-Fi
8.7/10
Staff
9.4/10
Value for money
9.0/10
Guest reviews
based on 92 reviews
8.8/10
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.
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FAQs
About Jimmy Oconnor'S Windham Mtn Inn
What is the check-in and check-out time at Jimmy Oconnor'S Windham Mtn Inn?
Check-in is from 15:00 and check-out is by 11:00.
How far is Jimmy Oconnor'S Windham Mtn Inn from Albany International Airport?
The hotel is 100 km from Albany International Airport.
What parking options are available at Jimmy Oconnor'S Windham Mtn Inn?
Free private parking is available on-site without the need for a reservation.
Does Jimmy Oconnor'S Windham Mtn Inn have a restaurant on-site?
The hotel features an on-site restaurant that offers a full bar and a variety of classic pub food options.
What amenities are available in the guest rooms at Jimmy Oconnor'S Windham Mtn Inn?
Rooms are equipped with air conditioning, cable TV, a private bathroom with toiletries, and a wardrobe.
Which nearby restaurants can guests find at Jimmy Oconnor'S Windham Mtn Inn?
Nearby restaurants include Jimmy O'Connor's (0.5 km), Prime Steakhouse, Michael's Diner (Now Windham Diner), Todaro's Salumeria, and La Patisserie Normande (all within 1 km).
What activities can guests enjoy while staying at Jimmy Oconnor'S Windham Mtn Inn?
Guests can enjoy activities such as hiking and skiing in the surrounding area.
What are the ski-related amenities at Jimmy Oconnor'S Windham Mtn Inn?
The hotel has a ski pass vendor and guarantees daily lift tickets for Windham Mountain to its guests.
Is there free Wi-Fi at Jimmy Oconnor'S Windham Mtn Inn?
Free Wi-Fi is available in all rooms and public areas.
What entertainment options does Jimmy Oconnor'S Windham Mtn Inn provide?
On-site entertainment options include billiards, live music performances, and live sporting events.
How far is Jimmy Oconnor'S Windham Mtn Inn from Hunter Mountain?
The hotel is approximately 16 km from Hunter Mountain.

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