Find Hotels with Bars in Windham, NY

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Pick from Windham Hotels with Bars and compare room rates, reviews, and availability. Most hotels are fully refundable.

Albergo Allegria Hotel & Breakfast Restaurant
Front of property
Albergo Allegria Hotel & Breakfast Restaurant
3.5 star property
9.6 out of 10, Exceptional, (236)
"Nice to stay in a quaint hotel instead of the generic large name places. Friendly staff. Clean rooms and very comfortable beds"
The price is SAR 513
SAR 554 total
includes taxes & fees
27 Jun - 28 Jun
Albergo Allegria Hotel & Breakfast Restaurant
Winwood Inn & Condominiums
Exterior
Winwood Inn & Condominiums
3.0 star property
8.6 out of 10, Excellent, (271)
"It was an amazing stay for our ski trip. Very clean and comfortable beds. Convenient with a good quality food market next door. Kids love the game room as an after ski activity. Only wish the kitchen was equipped with dishwasher and stocked with cooking oil."
The price is SAR 507
SAR 548 total
includes taxes & fees
2 Jul - 3 Jul
Winwood Inn & Condominiums
Beds on Clouds
Exterior
Beds on Clouds
3.0 star property
7.6 out of 10, Good, (64)
"Loved the quirky decor and the coziness. I slept like the dead when I stayed here. It was awesome."
The price is SAR 772
SAR 834 total
includes taxes & fees
27 Jun - 28 Jun
Beds on Clouds
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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.

Frequently asked questions

Searching for hotels with bars in Windham?
Windham offers 255 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 in the area, you can check out Hunter Mountain.
How many hotels with bars on site are there in Windham?
Expedia has 7 hotels with a bar in Windham.
What is there to do in Windham?
To experience the area’s highlights, consider visiting Hunter Mountain, Windham Country Club, and Windham Mountain Resort, and then find a cozy spot for a nightcap. Other places to see include Windham Vineyards and Winery and Ashland Park. 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 April, 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.

Recent reviews of Windham hotels
Expedia verified reviews

Albergo Allegria Hotel & Breakfast Restaurant

Albergo Allegria Hotel & Breakfast Restaurant

5/5 Excellent
"Nice to stay in a quaint hotel instead of the generic large name places. Friendly staff. Clean rooms and very comfortable beds"
A verified traveler from Madisonville stayed at Albergo Allegria Hotel & Breakfast Restaurant
Posted 3 days ago
Albergo Allegria Hotel & Breakfast Restaurant
Winwood Inn & Condominiums

Winwood Inn & Condominiums

5/5 Excellent
Great for family for ski trips
"It was an amazing stay for our ski trip. Very clean and comfortable beds. Convenient with a good quality food market next door. Kids love the game room as an after ski activity. Only wish the kitchen was equipped with dishwasher and stocked with cooking oil."
A verified traveler stayed at Winwood Inn & Condominiums
Posted 7 months ago
Winwood Inn & Condominiums