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

Windham Bar Hotel

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Check availability on Windham Bar Hotel

This weekend
6 Nov - 8 Nov
Next weekend
13 Nov - 15 Nov

Our top choices for Windham hotels with a bar

A large, two-story house with multiple porches and string lights.

1. Albergo Allegria Hotel

Albergo Allegria Hotel
3.5 star property
Windham
9.6 out of 10, Exceptional, (289 reviews)
"Amazing hotel, very clean and comfortable beds."
United States
Roy
The price is HK$1,363
HK$1,472 total
includes taxes & fees
5 Nov - 6 Nov
Albergo Allegria Hotel
A log cabin with a deck, outdoor seating, and a view of a forest.

2. Hotel Vienna

Hotel Vienna
3.0 star property
Windham
9.4 out of 10, Exceptional, (906 reviews)
"Clean room and helpful staff, good location."
United States
Hongtao
The price is HK$883
HK$1,089 total
includes taxes & fees
5 Nov - 6 Nov
Hotel Vienna
A two-story house with a stone chimney, a porch with flower boxes, and a well-maintained lawn.

3. Cave Mountain Motel

Cave Mountain Motel
2.5 star property
Windham
9.4 out of 10, Exceptional, (152 reviews)
"the rooms were spotless. the owners were great. Had a wonderful stay"
United States
Nancy
The price is HK$1,091
HK$1,178 total
includes taxes & fees
5 Nov - 6 Nov
Cave Mountain Motel
A rustic stone building with a sign for Windham Mountain Inn, surrounded by autumn foliage.

4. Jimmy OConnors Windham Mountain Inn

Jimmy OConnors Windham Mountain Inn
Windham
9.2 out of 10, Wonderful, (10 reviews)
"We had a wedding in the area and this place was perfect for our needs. There’s a bar to the front of the property, which was fun to hang out and play pool. The beds were comfortable and the rooms were clean."
United States
Robin
The price is HK$1,165
HK$1,258 total
includes taxes & fees
12 Nov - 13 Nov
Jimmy OConnors Windham Mountain Inn
A large, white, multi-story building with a central courtyard, surrounded by lush greenery and a hilly landscape.

5. Wylder Hotel Windham

Wylder Hotel Windham
3.5 star property
Windham
9.0 out of 10, Wonderful, (135 reviews)
"Room super clean and beautiful property!"
United States
Daniela
The price is HK$1,795
HK$2,331 total
includes taxes & fees
3 Dec - 4 Dec
Wylder Hotel Windham
A large, multi-story house with a wrap-around porch and a small tower-like structure on the roof.

6. Antique Rose Inn Windham

Antique Rose Inn Windham
3.0 star property
Windham
9.0 out of 10, Wonderful, (138 reviews)
"A fantastic stay!"
United States
David
The price is HK$1,059
HK$1,144 total
includes taxes & fees
5 Nov - 6 Nov
Antique Rose Inn Windham
A two-story building with a balcony, surrounded by well-maintained lawns and trees.

7. The Winwood Condominiums

The Winwood Condominiums
3.0 star property
Windham
8.8 out of 10, Excellent, (373 reviews)
"Loved it - cozy room, convenient location, beautiful view, and even breakfast offered :)"
United States
Zihe
The price is HK$1,326
HK$1,432 total
includes taxes & fees
5 Nov - 6 Nov
The Winwood Condominiums
A bedroom with a large window, a bed, and a view of a forest.

8. The Haüs Windham

The Haüs Windham
2.0 star property
Windham
8.0 out of 10, Very good, (40 reviews)
"Easy check in, nice layout of the apt, comfortable bed, nice to have a kitchen. Nearby lots of restaurants and mountain access. "
United States
Erica
The price is HK$1,144
HK$2,412 total
includes taxes & fees
9 Nov - 10 Nov
The Haüs Windham
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

The Winwood Condominiums

The Winwood Condominiums

10/10 Excellent
"Very nice room."
Stephen 2-night trip
Posted 3 days ago
The Winwood Condominiums
Albergo Allegria Hotel

Albergo Allegria Hotel

10/10 Excellent
"What a find!! Impeccably clean. Beautiful Victorian architecture, super friendly and helpful owners. So many cozy nooks to hang out and relax. Restaurants within walking distance. I wish we came this way more often so I could stay again."
Staci 1-night trip
Posted 1 month ago
Albergo Allegria Hotel

Frequently asked questions

Searching for hotels with bars in Windham?
Windham offers 268 hotels and other accommodation options to choose from, and likely many will have a bar where you can enjoy an evening cocktail after sightseeing. 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 are a few of the top Windham hotels 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 Windham Vineyards and Winery, and then find a cosy spot for a nightcap. Other places to see include Catskill State Park and Huntersfield State Forest. Windham is known for its ski slopes and coffee shops.
When is the best time to visit Windham?
Visiting local bars in Windham is better when you know what the weather holds. These temperatures and rainfall averages can help you determine the best time for bar-hopping. The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Windham are January, March, December and November, with each month seeing an average of 18 cm 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 city centre. If you'd like to explore around the area, consider renting a car to explore more sights.

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