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Jimmy Oconnor'S Windham Mtn Inn
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21 photos
Jimmy Oconnor'S Windham Mtn Inn Exterior photoJimmy Oconnor'S Windham Mtn Inn Exterior photoJimmy Oconnor'S Windham Mtn Inn Room photo
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From165US$ /night
Check-in
18Apr2026Select date
Check-out
19Apr2026Select date
Rooms and Guests2 Guests, 1 Room
Key details

Hotel Information

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

Loved by Jimmy Oconnor'S Windham Mtn Inn guests

  • Clean rooms
  • Cozy place
  • Friendly staff
  • Convenient location
  • Excellent service

Jimmy Oconnor'S Windham Mtn Inn - A ski-access inn with a pub, free Wi-Fi, and daily lift tickets

Located just minutes from Windham Mountain, Jimmy Oconnor'S Windham Mtn Inn provides daily lift tickets for guests, along with proximity to Windham Country Club. Rooms include private bathrooms with showers or baths, flat-screen TVs, free Wi-Fi, and air conditioning. The on-site restaurant serves classic pub food, a selection of beers, and a full bar, including Murphy's Irish Stout. Nearby landmarks include Windham Fine Arts (1 km), Carole's Gift Emporium (1 km), and The Windham Spa (2 km). The inn offers free private parking, and key destinations like Woodstock (31 km) and Kingston (29 mi) are within driving distance. Guests at Jimmy Oconnor'S Windham Mtn Inn can also explore hiking, biking, and strolling along Main Street Windham.

Pros

Daily lift tickets at Windham Mountain are included for guests.

The on-site restaurant features a full bar and classic pub fare.

Free private parking is available onsite.

Located within walking distance of Windham Country Club and local landmarks.

Cons

No spa or wellness facilities on-site.

Some rooms feature carpeted flooring, which may not suit all preferences.

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
Room image
Budget Double Room
2 persons
220 sq. feet 
1 Double bed
Shower
Heating
room details
Room image
Double Room
2 persons
400 sq. feet 
2 Double beds
Shower
Heating
room details

Price and Room Availability Calendar

Verify dates and pricing availability today!

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

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
City landmarks
Ski Area
Windham Mountain Resort
4800 ft
Gallery
Windham Fine Arts
2900 ft
Store
Windham Country Club
3200 ft
Store
Carole's Gift Emporium
3500 ft
Spa Centre
The Windham Spa
5000 ft
Landmark
Windham Theatre
1.3 mi
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 Windham's Charm
Top Attractions
Activities
Dining
Entertainment
Windham Mountain Resort
18 minutes walking
Skiing, snowboarding, and mountain biking await at this popular resort, offering scenic views and outdoor fun year-round.
Windham Fine Arts
11 minutes walking
Gallery showcasing local and regional art, featuring rotating exhibitions. A must-visit for art lovers of all ages.
Windham Country Club
12 minutes walking
Beautifully designed 18-hole golf course ideal for players of all skill levels, surrounded by stunning natural scenery.
The Windham Spa
19 minutes walking
Relaxing spa offering various treatments including massages and facials, perfect for unwinding after a day of activities.
Skiing and Snowboarding
5 minutes drive
Thrilling winter sports available at Windham Mountain Resort, with rental services for equipment. Seasonal availability.
Hiking at Windham
5 minutes drive
Scenic hiking trails for all levels nearby, with stunning views of the Catskills. Great for exploring nature and wildlife.
The Windham Spa
19 minutes walking
A tranquil oasis nearby offering a variety of wellness treatments, ideal for relaxation and rejuvenation.
Jimmy O'Connor's
8 minutes walking
Casual eatery serving classic American fare with a cozy atmosphere; local favorites include burgers and comfort dishes.
The Windham Local Public
11 minutes walking
Charming spot featuring locally sourced ingredients, offering a diverse menu with vegetarian and gluten-free options.
Windham Theatre
5 minutes drive
Community theater offering a variety of performances, including plays and musicals. Engaging events for all ages.
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
Interested in our Special Early Bird Price?
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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
9.1/10
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 from 15:00 and check-out is by 11:00.
Which nearby restaurants can be found close to 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.
Is parking 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 offer internet access?
Free Wi-Fi is provided in all rooms.
What amenities are provided in the rooms at Jimmy Oconnor'S Windham Mtn Inn?
Rooms include air conditioning, a flat-screen TV with cable channels, and a private bathroom with complimentary toiletries.
What activities can guests enjoy at Jimmy Oconnor'S Windham Mtn Inn?
Guests can enjoy activities such as hiking and skiing.
What dining options are available at Jimmy Oconnor'S Windham Mtn Inn?
The inn features an on-site restaurant offering a selection of beer and classic pub food options.
How far is Jimmy Oconnor'S Windham Mtn Inn from Albany International Airport?
The hotel is located 100 km from Albany International Airport.
What recreational facilities does Jimmy Oconnor'S Windham Mtn Inn provide?
Recreational facilities include billiards, a golf course, live music/performance, and live sports events.
Is there a ski pass available at Jimmy Oconnor'S Windham Mtn Inn?
Daily lift tickets at Windham Mountain are guaranteed for guests.
How far is Jimmy Oconnor'S Windham Mtn Inn from Windham Mountain Resort?
The hotel is located 1 km from Windham Mountain Resort.

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Check-in
18Apr2026Select date
Check-out
19Apr2026Select date
Rooms and Guests2 Guests, 1 Room
  • Overview
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  • Location
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