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From165US$ /night
Check-in
29Jan2026Select date
Check-out
30Jan2026Select 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
8.7
/10
4.4
/5

Location

Jimmy O'Connor's Windham Mountain Inn is located just minutes from Ski Windham and across the street from Windham Country Club. The property offers easy access to a variety of outdoor activities, including hiking and biking in the picturesque Catskill Region. Main Street Windham is only a short drive away, providing opportunities for local exploration.

Dining

The hotel serves a selection of beers, including Murphy's Irish Stout, along with a full bar for guests to unwind after a day of activities. The menu features classic pub food options designed to satisfy various tastes. Guests can enjoy a hearty meal and refreshments in a relaxed atmosphere.

Activities

Guests can choose to spend their time hitting the nearby ski slopes or enjoying a round of golf at the Windham Country Club. For those who prefer a more laid-back experience, the hotel encourages relaxing with a freshly poured pint. The area offers additional recreational opportunities for outdoor enthusiasts.

Atmosphere

The hotel promotes a friendly and welcoming environment, making guests feel at home on every visit. With a focus on community and camaraderie, Jimmy O'Connor's encourages guests to return, regardless of how many times they have stayed. This blend of hospitality ensures memorable experiences for first-time visitors and long-time guests alike.

Special Events

The hotel is committed to making every visit special, whether it's a guest's first time or a returning annual trip. Seasonal events and local happenings contribute to a dynamic experience for visitors. This attention to detail helps create lasting memories.

Highlights

Location: Minutes from Ski Windham and Windham Country Club

Dining: Selection of beers and full bar

Activities: Outdoor adventures including hiking and skiing

Atmosphere: Community-oriented with a 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

The hotel 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

The hotel offers amenities for your comfortable stay and unforgettable experiences

General

  • No smoking on site
  • Free Wi-Fi
  • 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.

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.
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.
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
is available in for free.
Children & extra beds
There are no extra beds provided in a room. 
Pets
Pets are not allowed.
Number of rooms:
12
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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