A winding road through a forest with autumn foliage, a rocky cliff on the right, and a mountain in the background.

Find Hotels with Bar in Windham, NY from CA $181

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Windham Hotels with Bar

Next weekend
Aug 7 - Aug 9
In two weeks
Aug 14 - Aug 16

Our top choices for Windham hotels with a bar

Lushna Cabin

1. Eastwind Windham

Eastwind Windham
3.5 star property
Windham
9.2 out of 10, Wonderful, (112 reviews)
"The place is perfect for couples, very quiet and relaxing. The cabin was clean and well mantained, the property has bikes that you can use. They welcome you with a smores kit. I recommend this place a lot!"
United States
Marta
The price is CA $230
CA $287 total
includes taxes & fees
Aug 11 - Aug 12
Eastwind Windham
Exterior

2. Wylder Hotel Windham

Wylder Hotel Windham
3.5 star property
Windham
8.8 out of 10, Excellent, (110 reviews)
"It’s our favorite place, third summer we have been here. It’s heavenly!!"
United States
Linda
The price is CA $309
CA $404 total
includes taxes & fees
Aug 5 - Aug 6
Wylder Hotel Windham
Dinner served

3. Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark
3.0 star property
Hunter
9.2 out of 10, Wonderful, (1,007 reviews)
"It was great and cozy"
United States
Yessenia
The price is CA $173
CA $217 total
includes taxes & fees
Sep 3 - Sep 4
Hunter Lodge, a Bluebird by Lark
Exterior

4. Kaatskill Mountain Club & Condos by Vail Resorts

Kaatskill Mountain Club & Condos by Vail Resorts
2.0 star property
Hunter
9.2 out of 10, Wonderful, (402 reviews)
"I like the place, the staff are very nice"
United States
Reina
The price is CA $278
CA $332 total
includes taxes & fees
Sep 2 - Sep 3
Kaatskill Mountain Club & Condos by Vail Resorts
Exterior

5. Hotel Mountain Brook

Hotel Mountain Brook
4.0 star property
Tannersville
9.8 out of 10, Exceptional, (582 reviews)
"Wonderful hotel! Entire staff were friendly and helpful!! Breakfast was amazing and the food was delicious! Great location, close the hiking trails and restaurants. Would definitely stay again in the future!"
United States
Michael
The price is CA $321
CA $347 total
includes taxes & fees
Sep 2 - Sep 3
Hotel Mountain Brook
Reception

6. AutoCamp Catskills

AutoCamp Catskills
5.0 star property
Saugerties
9.0 out of 10, Wonderful, (538 reviews)
"Great stay and better than expected. Loved the spaciousness of the airstream trailer, the nice outdoor tables and chairs and fire pit. Wish I'd stayed longer!"
United States
Lesa
The price is CA $244
CA $328 total
includes taxes & fees
Aug 19 - Aug 20
AutoCamp Catskills
Indoor pool

7. Howard Johnson by Wyndham Saugerties

Howard Johnson by Wyndham Saugerties
2.0 star property
Saugerties
7.6 out of 10, Good, (1,001 reviews)
"Excellent service and quick checking room was very clean"
United States
John
The price is CA $162
CA $181 total
includes taxes & fees
Sep 1 - Sep 2
Howard Johnson by Wyndham Saugerties
Exterior

8. Deer Mountain Inn

Deer Mountain Inn
2.0 star property
Haines Falls
9.6 out of 10, Exceptional, (8 reviews)
"One of the most enjoyable and pleasant experiences I have had in quite some time. The staff is exceptional, the property is beautiful and the food was spectacular. I will certainly be back soon."
United States
Ben
The price is CA $516
CA $593 total
includes taxes & fees
Aug 4 - Aug 5
Deer Mountain Inn
Property grounds

9. Emerson Resort & Spa

Emerson Resort & Spa
3.5 star property
Mount Tremper
9.2 out of 10, Wonderful, (87 reviews)
"Great place! Wish we could have stayed longer. Great breakfast!"
United States
Patricia
The price is CA $316
CA $354 total
includes taxes & fees
Sep 2 - Sep 3
Emerson Resort & Spa
Interior detail

10. Urban Cowboy Lodge

Urban Cowboy Lodge
5.0 star property
Big Indian
9.4 out of 10, Exceptional, (251 reviews)
"Amazing staff, attention to details, and just a lovely place to stay."
United States
Arno
The price is CA $369
CA $414 total
includes taxes & fees
Aug 17 - Aug 18
Urban Cowboy Lodge
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Top Windham Hotel Reviews

Frequently asked questions

Searching for hotels with bars in Windham?
Windham offers 277 hotels and other lodging options to choose from, and likely many will have a bar where you can unwind with a late-night cocktail. While you're here, you can check out Windham Country Club and Windham Mountain Resort.
What are the best hotels with bars in Windham?
Here's a few of the top Windham properties with bars: Eastwind Windham: Hotel with restaurant. Enjoy the 2 bars, free WiFi, and free parking. Wylder Hotel Windham: Hotel with restaurant. Enjoy the bar, free WiFi, and free parking. Mountainside by Windham Mountain Club: Hotel with 2 restaurants. Enjoy the 2 bars, free WiFi, and free parking.
What is there to do in Windham?
To experience the area's highlights, consider visiting Windham Country Club, Windham Mountain Resort, and Zoom Flume, and then find a cozy spot for a nightcap. Other places to see include Catskill State Park and Windham Vineyards and Winery. Windham is known for its ski slopes and coffeehouses.
When is the best time to visit Windham?
Visiting local bars in Windham is better in good weather. These temperatures and rainfall averages can help you decide the best time for bar hopping. The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 27°F. The snowiest months in Windham are January, March, December, and November, with each month seeing an average of 7 inches of snowfall.
How can I get to Windham and around the area?
You might want to make the most of these transportation options in and around Windham: Fly into Hudson, NY (HCC-Columbia County), which is located 27.6 mi (44.4 km) away from the heart of the city. If you'd like to explore around the area, consider renting a car to take in more sights.

Explore a world of travel with Expedia