Title: Book the Best Hotels with BARS in Windham in 2026 | Expedia.ca

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![Amazing foliage upstate New York. Morning sunlight spills over the golden foliage. Windham NY is one of the most popular destination for scenic drives, bike trails, foliage and nature lovers.; Shutter](https://images.trvl-media.com/place/175529/3d9b5210-4eb0-422c-87cb-eedcfc9fa09e.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/175529/3d9b5210-4eb0-422c-87cb-eedcfc9fa09e.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check availability on Windham Hotels with Bar

## Our top choices for Windham hotels with a bar

![Exterior](https://images.trvl-media.com/lodging/103000000/102240000/102239500/102239431/6a98f43b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![The Windham Mountain View King with Balcony](https://images.trvl-media.com/lodging/103000000/102240000/102239500/102239431/247f19f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/103000000/102240000/102239500/102239431/79463c1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/103000000/102240000/102239500/102239431/d6f0773d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Wylder Hotel Windham

[](https://www.expedia.ca/Windham-Hotels-Wylder-Hotel-Windham.h102239431.Hotel-Information)

Windham

8.6/10

Excellent

(93 reviews)

"Very nice hotel. Exactly what we needed."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Nicolas

CA $216

CA $302 total

includes taxes & fees

Mar 16 - Mar 17

[](https://www.expedia.ca/Windham-Hotels-Wylder-Hotel-Windham.h102239431.Hotel-Information)

![Lushna Cabin](https://images.trvl-media.com/lodging/92000000/91910000/91907200/91907167/0651036f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lushna Cabin](https://images.trvl-media.com/lodging/92000000/91910000/91907200/91907167/9c390ee2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bars/lounges](https://images.trvl-media.com/lodging/92000000/91910000/91907200/91907167/2d841cb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lushna Suite](https://images.trvl-media.com/lodging/92000000/91910000/91907200/91907167/f705b020.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Eastwind Windham

[](https://www.expedia.ca/Windham-Hotels-Eastwind-Windham.h91907167.Hotel-Information)

Windham

9.2/10

Wonderful

(92 reviews)

"I loved our stay!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Erika

CA $225

CA $281 total

includes taxes & fees

Mar 16 - Mar 17

[](https://www.expedia.ca/Windham-Hotels-Eastwind-Windham.h91907167.Hotel-Information)

![Dinner served](https://images.trvl-media.com/lodging/65000000/64240000/64238700/64238678/02250b56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/65000000/64240000/64238700/64238678/68d90dfc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from room](https://images.trvl-media.com/lodging/65000000/64240000/64238700/64238678/77d71c17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/65000000/64240000/64238700/64238678/5d23e425.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hunter Lodge, a Bluebird by Lark

[](https://www.expedia.ca/Kingston-Hotels-The-Hunter-Inn.h64238678.Hotel-Information)

Hunter

9.2/10

Wonderful

(882 reviews)

"So close to Hunter Mountain, we made first chairs everyday! Very clean, great restaurant, perfect location! King Room with Patio was very large and comfortable. Great pillows too! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Rachel

CA $159

CA $202 total

includes taxes & fees

Mar 22 - Mar 23

[](https://www.expedia.ca/Kingston-Hotels-The-Hunter-Inn.h64238678.Hotel-Information)

![Reception](https://images.trvl-media.com/lodging/73000000/72590000/72584900/72584897/c6ce3139.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, down comforters, Tempur-Pedic beds, in-room safe](https://images.trvl-media.com/lodging/73000000/72590000/72584900/72584897/eef5b40c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/73000000/72590000/72584900/72584897/562c72d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/73000000/72590000/72584900/72584897/75a25972.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### AutoCamp Catskills

[](https://www.expedia.ca/Saugerties-Hotels-AutoCamp-Catskills.h72584897.Hotel-Information)

Saugerties

9.0/10

Wonderful

(463 reviews)

"Best place and relaxing environment 😇😇"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Keralynn

CA $185

CA $261 total

includes taxes & fees

Apr 8 - Apr 9

[](https://www.expedia.ca/Saugerties-Hotels-AutoCamp-Catskills.h72584897.Hotel-Information)

![Standard Single Room, Shared Bathroom](https://images.trvl-media.com/lodging/125000000/124330000/124325000/124324946/1db44210.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/125000000/124330000/124325000/124324946/8c7aafe6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/125000000/124330000/124325000/124324946/55b14277.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Single Room, Private Bathroom | Bathroom](https://images.trvl-media.com/lodging/125000000/124330000/124325000/124324946/33d8328e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Howland House

[](https://www.expedia.ca/Mount-Tremper-Hotels-Howland-House.h124324946.Hotel-Information)

Mount Tremper

10/10

Exceptional

(1 review)

"Our room was perfect for our family — charming, and the staff were excellent, making us feel completely at home."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Alexandra

CA $234

CA $262 total

includes taxes & fees

Mar 21 - Mar 22

[](https://www.expedia.ca/Mount-Tremper-Hotels-Howland-House.h124324946.Hotel-Information)

![Indoor pool](https://images.trvl-media.com/lodging/1000000/30000/20500/20423/bd464bb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hallway](https://images.trvl-media.com/lodging/1000000/30000/20500/20423/1ddd342e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 2 Double Beds, Accessible, Non Smoking](https://images.trvl-media.com/lodging/1000000/30000/20500/20423/6e7ed3d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/1000000/30000/20500/20423/2cdc8bdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Howard Johnson by Wyndham Saugerties

[](https://www.expedia.ca/Kingston-Hotels-Howard-Johnson-By-Wyndham-Saugerties.h20423.Hotel-Information)

Saugerties

7.6/10

Good

(1,002 reviews)

"Staff very courteous. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Eileen

CA $122

CA $137 total

includes taxes & fees

Mar 16 - Mar 17

[](https://www.expedia.ca/Kingston-Hotels-Howard-Johnson-By-Wyndham-Saugerties.h20423.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/39000000/38030000/38029000/38028935/c39e9582.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Sauna, hot tub, steam room, hot stone massages, deep-tissue massages](https://images.trvl-media.com/lodging/39000000/38030000/38029000/38028935/f1e8860d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/39000000/38030000/38029000/38028935/fbbd36bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/39000000/38030000/38029000/38028935/7caf9bb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Emerson Resort & Spa

[](https://www.expedia.ca/Kingston-Hotels-Emerson-Resort-Spa.h38028935.Hotel-Information)

Mount Tremper

9.4/10

Exceptional

(54 reviews)

"The Emerson exceeded my expectations! Property was beautiful, room was beautiful, staff beyond friendly. Will definitely return"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Margaret

CA $227

CA $255 total

includes taxes & fees

Mar 23 - Mar 24

[](https://www.expedia.ca/Kingston-Hotels-Emerson-Resort-Spa.h38028935.Hotel-Information)

![Interior detail](https://images.trvl-media.com/lodging/43000000/42570000/42566500/42566439/7bbfb7b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, down comforters, memory foam beds, minibar](https://images.trvl-media.com/lodging/43000000/42570000/42566500/42566439/fbd3a7a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, down comforters, memory foam beds, minibar](https://images.trvl-media.com/lodging/43000000/42570000/42566500/42566439/a2f8f641.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/43000000/42570000/42566500/42566439/2e88a7dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Urban Cowboy Lodge

[](https://www.expedia.ca/Big-Indian-Hotels-Urban-Cowboy-Lodge.h42566439.Hotel-Information)

Big Indian

9.2/10

Wonderful

(213 reviews)

"The staff were nice, food was great but not too many options and they close too early. The last thing to eat is at 9pm. Parking was good. They had to play pool and board games. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Desiree

CA $181

CA $203 total

includes taxes & fees

Mar 19 - Mar 20

[](https://www.expedia.ca/Big-Indian-Hotels-Urban-Cowboy-Lodge.h42566439.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/84000000/83510000/83500600/83500582/0b6af7f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![The Catskill Room](https://images.trvl-media.com/lodging/84000000/83510000/83500600/83500582/c158ae45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![The Daffodil](https://images.trvl-media.com/lodging/84000000/83510000/83500600/83500582/fc515ecb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![The Catskill Room](https://images.trvl-media.com/lodging/84000000/83510000/83500600/83500582/b749eb6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Hidden Inn

[](https://www.expedia.ca/South-Kortright-Hotels-The-Hidden-Inn.h83500582.Hotel-Information)

South Kortright

9.0/10

Wonderful

(57 reviews)

"Perfect accommodations when visiting relatives in the area. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kurt

CA $204

CA $225 total

includes taxes & fees

Apr 14 - Apr 15

[](https://www.expedia.ca/South-Kortright-Hotels-The-Hidden-Inn.h83500582.Hotel-Information)

![Superior Room, Fireplace, River View | View from room](https://images.trvl-media.com/lodging/92000000/91580000/91577900/91577819/f0a67aac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Room, Fireplace, River View](https://images.trvl-media.com/lodging/92000000/91580000/91577900/91577819/a7440a5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/92000000/91580000/91577900/91577819/7c157835.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium Room, 1 King Bed with Sofa bed | View from room](https://images.trvl-media.com/lodging/92000000/91580000/91577900/91577819/52c28e6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Woodstock Way Hotel

[](https://www.expedia.ca/Woodstock-Hotels-Woodstock-Way-Hotel.h91577819.Hotel-Information)

Woodstock

9.6/10

Exceptional

(245 reviews)

"Had a excellent time on the property. Staff was extremely nice. Room was great!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Dazell

CA $254

CA $338 total

includes taxes & fees

Mar 17 - Mar 18

[](https://www.expedia.ca/Woodstock-Hotels-Woodstock-Way-Hotel.h91577819.Hotel-Information)

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](https://expedia.ca/Hotel-Search?startDate=2026-03-29&endDate=2026-03-30&regionId=175529&adults=2&amenities=BAR&sort=RECOMMENDED&openPlayBack=true)

![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh)

## 

The Annual Vacation Sale 

Members save up to 40% on hotels and homes. Plan this year’s big trip and save. 

[Book now](https://expedia.ca/deals?rfrr=AFFINITY_SPRING_PROMO_175529)

## Top Windham Hotel Reviews

![Winwood Condominiums by Windham Mountain Club ](https://images.trvl-media.com/lodging/16000000/15410000/15409800/15409739/06763b2f_y.jpg)

### Winwood Condominiums by Windham Mountain Club 

10/10 Excellent

"Great option for visiting Windham mountain! "

[](https://expedia.ca/Kingston-Hotels-Winwood-Inn-Condominiums.h15409739.Hotel-Information)

![Albergo Allegria Hotel & Breakfast Restaurant](https://images.trvl-media.com/lodging/1000000/40000/37400/37320/5a1b8544_y.jpg)

### Albergo Allegria Hotel & Breakfast Restaurant

10/10 Excellent

"Room is very clean, staff is extremely friendly, very close to ski mountain "

[](https://expedia.ca/Kingston-Hotels-Albergo-Allegria-Hotel-Breakfast-Restaurant.h37320.Hotel-Information)

## Frequently asked questions

### Searching for hotels with bars in Windham?

### What are the best hotels with bars in Windham?

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