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Check prices for these dates

Tonight
4 Oct - 5 Oct
Tomorrow
5 Oct - 6 Oct
Next weekend
9 Oct - 11 Oct
In two weeks
16 Oct - 18 Oct

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Our top choices for Windham Vineyards and Winery hotels

A log cabin with a deck, outdoor seating, and a view of a forest.
A cozy cabin interior with a stone fireplace, wooden walls, a dining area with a red and black checkered tablecloth, and a television mounted above the fireplace.
A wooden covered bridge in a forested area with a paved path leading to it.
A modern building with large glass doors, a staircase leading up to the entrance, and a potted plant beside the door.

1. Hotel Vienna

Hotel Vienna
7.4 km from Windham Vineyards and Winery
United States
Paul
2.732.572 ₫
3.400.231 ₫ total
includes taxes & fees
6 Oct - 7 Oct
Hotel Vienna
A large, two-story house with multiple porches and string lights.
A room with a wooden floor, a chair, a lamp, and a view through a window with a decorative frame.
A building with a porch and outdoor seating area.
A grassy field with a wooden structure overhead, possibly a gazebo or pavilion.

2. Albergo Allegria Hotel

Albergo Allegria Hotel
7.1 km from Windham Vineyards and Winery
United States
Roy
4.515.241 ₫
4.876.460 ₫ total
includes taxes & fees
5 Oct - 6 Oct
Albergo Allegria Hotel
A two-story building with a balcony, surrounded by well-maintained lawns and trees.
A view from a room with a glass door onto an outdoor patio. The patio has a metal table and two chairs, a small pumpkin decoration, and a metal fence.
A dining area with wooden chairs and a table, a kitchen with a window and a blackboard, and a staircase leading to another level.
A compact living space with a kitchen, dining area, and seating.

3. The Winwood Condominiums

The Winwood Condominiums
6 km from Windham Vineyards and Winery
United States
Abdul
3.293.852 ₫
3.557.360 ₫ total
includes taxes & fees
1 Nov - 2 Nov
The Winwood Condominiums
A park with Adirondack chairs and a table, surrounded by trees.
A well-lit hallway with a wooden staircase, a decorative vase, and a dining area with a table and chairs.
A lamp post in a grassy area with autumn foliage in the background.
A dining table set with breakfast items, a red mug, and a glass of orange juice.

4. Mountain Treasure B&B

Mountain Treasure B&B
11.4 km from Windham Vineyards and Winery
United States
Daniel
4.313.842 ₫
4.658.949 ₫ total
includes taxes & fees
20 Oct - 21 Oct
Mountain Treasure B&B
A bar area with wooden stools, a stone wall, and a view of the outdoor seating area.
A cozy lounge area with a sofa, armchairs, a coffee table, and a bookshelf.
A circular fire pit with chairs around it, set on a grassy area with a wooden fence and trees in the background.
A modern living room with a large window, a blue sofa, a wooden coffee table, and a rustic wooden wall.

5. Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark
17.3 km from Windham Vineyards and Winery
United States
Shubhangi
3.512.143 ₫
4.354.432 ₫ total
includes taxes & fees
1 Nov - 2 Nov
Hunter Lodge, a Bluebird by Lark
A covered porch with outdoor seating, a staircase, and potted plants.
A sign for The Colonial Motel with a green and white color scheme, surrounded by lush greenery and flowering trees.
A swimming pool with a fenced deck, lounge chairs, and umbrellas.
A white colonial-style building with green shutters, a porch with a swing, and hanging flower baskets.

6. The Colonial Motel

The Colonial Motel
15.6 km from Windham Vineyards and Winery
United States
Eric
2.315.442 ₫
2.546.985 ₫ total
includes taxes & fees
5 Oct - 6 Oct
The Colonial Motel
A large, multi-story house with a wrap-around porch and a small tower-like structure on the roof.
A covered outdoor seating area with wicker chairs and a table, surrounded by white railings and hanging planters.
A dining room with a wooden table, chairs, a chandelier, and a vase of flowers.
A garden with blooming pink flowers and green grass.

7. Antique Rose Inn Windham

Antique Rose Inn Windham
8.5 km from Windham Vineyards and Winery
United States
David
3.508.245 ₫
3.788.905 ₫ total
includes taxes & fees
12 Oct - 13 Oct
Antique Rose Inn Windham
A wooden cabin with a triangular roof, a wooden door, and a bench outside.
A bar area with wooden beams, a bar counter, and four bar stools.
A triangular wooden room with a bed and pillows, a window, and a view of a forested hill.
A round wooden table with a hanging light fixture, surrounded by four stools, set against a backdrop of a large window with a view of trees and a wooden deck.

8. Eastwind Windham

Eastwind Windham
6.9 km from Windham Vineyards and Winery
United States
Sharon
6.527.129 ₫
7.839.068 ₫ total
includes taxes & fees
5 Oct - 6 Oct
Eastwind Windham
A multi-story building with outdoor seating and a stone-paved patio.
A cozy cabin interior with a wooden ceiling, two sofas, a coffee table, a fireplace, and a television.
A cozy lounge area with leather sofas, a fireplace, and a large window overlooking a garden.
A large hotel with multiple floors, a parking lot, and a mountainous backdrop.

9. Kaatskill Mountain Club & Condos by Vail Resorts

Kaatskill Mountain Club & Condos by Vail Resorts
16.3 km from Windham Vineyards and Winery
United Kingdom
Ryan
4.633.894 ₫
5.518.109 ₫ total
includes taxes & fees
2 Nov - 3 Nov
Kaatskill Mountain Club & Condos by Vail Resorts
A rustic stone building with a sign for Windham Mountain Inn, surrounded by autumn foliage.
A bar with wooden chairs, a bar counter, and various bottles and glasses.
A pool table with balls and a cue stick.
A glass of beer with a logo on it, placed on a straw surface.

10. Jimmy OConnors Windham Mountain Inn

Jimmy OConnors Windham Mountain Inn
6.3 km from Windham Vineyards and Winery
United States
Robin
3.859.070 ₫
4.167.794 ₫ total
includes taxes & fees
5 Oct - 6 Oct
Jimmy OConnors Windham Mountain Inn
A large, white, multi-story building with a central courtyard, surrounded by lush greenery and a hilly landscape.
A swimming pool with lounge chairs and umbrellas, a wooden fence, and a backdrop of a hill with trees.
Outdoor seating with tables and chairs, a fire pit, and a wooden bridge in a park setting.
A restaurant setting with neatly arranged tables, each with a menu, plates, and glasses.

11. Wylder Hotel Windham

Wylder Hotel Windham
6.9 km from Windham Vineyards and Winery
United States
Yousung
6.958.019 ₫
8.814.011 ₫ total
includes taxes & fees
29 Oct - 30 Oct
Wylder Hotel Windham
A river flowing through a forested area with rocks and autumn-colored trees.
A front door with a WiFi sign, a Christmas wreath, and a bear statue.
Two white Adirondack chairs in a forest with fallen leaves.
A wooden sign for Black Bear Lodge with a phone number.

12. Black Bear Lodge

Black Bear Lodge
10.9 km from Windham Vineyards and Winery
United States
Gerald
3.872.063 ₫
4.181.828 ₫ total
includes taxes & fees
5 Oct - 6 Oct
Black Bear Lodge
A swimming pool with lounge chairs and potted plants.
A two-story building with a large front porch, a chimney, and a balcony.
A wooden bed with a floral bedspread, a small table with a vase, and a poster on the wall.
A hotel room with two beds, a desk, a chair, and a TV on a stand.

13. Moore's Motel

Moore's Motel
10.8 km from Windham Vineyards and Winery
United States
Marika
3.118.440 ₫
3.367.915 ₫ total
includes taxes & fees
6 Oct - 7 Oct
Moore's Motel
A bedroom with a large window, a bed, and a view of a forest.
A large, multi-story wooden house with a snow-covered roof and several lit windows, surrounded by bare trees and snow.
A wooden cabin with a door, surrounded by greenery and a stone pathway.
A spacious living room with a stone fireplace, wooden staircase, and modern furniture.

14. The Haüs Windham

The Haüs Windham
7.6 km from Windham Vineyards and Winery
United States
Erica
3.211.586 ₫
7.366.302 ₫ total
includes taxes & fees
7 Oct - 8 Oct
The Haüs Windham
Front of property
Terrace/patio
Private kitchen
Terrace/patio

15. Windham NY Escape

Windham NY Escape
8.4 km from Windham Vineyards and Winery
United States
Miguel
11.148.423 ₫
14.093.270 ₫ total
includes taxes & fees
5 Oct - 6 Oct
Windham NY Escape
View all properties

Compare popular hotels close to Windham Vineyards and Winery

Property
Property class
Guest rating
Breakfast included
Pool
Spa
Pet-friendly
WiFi included
A log cabin with a deck, outdoor seating, and a view of a forest.
Hotel Vienna
9.4
Exceptional
881 reviews
View
A large, two-story house with multiple porches and string lights.
Albergo Allegria Hotel
9.6
Exceptional
288 reviews
View
A two-story building with a balcony, surrounded by well-maintained lawns and trees.
The Winwood Condominiums
8.8
Excellent
365 reviews
View
A park with Adirondack chairs and a table, surrounded by trees.
Mountain Treasure B&B
9.4
Exceptional
303 reviews
View
A bar area with wooden stools, a stone wall, and a view of the outdoor seating area.
Hunter Lodge, a Bluebird by Lark
9.2
Wonderful
1,001 reviews
View

Top Windham Vineyards and Winery Hotel Reviews

Hotel Vienna

Hotel Vienna

8/10 Good
"Very clean and well kept place. The pool area is lovely as well. The breakfast was mostly sugar stuff though… with lots of pastries and sweetened yogurts, and only caffeinated coffee available. Be sure to prepare accordingly if you have dietary restrictions. We enjoyed our stay and the location."
Cindi 1-night trip
Posted 3 hours ago
Hotel Vienna
Cave Mountain Motel

Cave Mountain Motel

10/10 Excellent
"The motel was clean. Staff friendly and very helpful. Staff went out of way to be helpful even for disabled."
Anthony 2-night trip
Posted 1 month ago
Cave Mountain Motel

Other attractions near Windham Vineyards and Winery

Ashland Town Hall

Ashland Town Hall is just one of the places to see in Ashland, so why not enjoy the other things to explore during your travels?
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Huntersfield State Forest

You can take time to visit Huntersfield State Forest during your travels to Windham. Discover the mountain views and cafes in this relaxing area.
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Ashland Park

Explore the great outdoors at Ashland Park, a lovely green space in Windham. Discover the mountain views and cafes in this relaxing area.
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Windham Mountain Resort

9.0/10 (313 reviews)
Hit the slopes in Windham with a visit to Windham Mountain Resort. Discover the mountain views in this relaxing area.
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Windham Country Club

8.4/10 (20 reviews)
Enjoy a round of golf in Windham at Windham Country Club. Discover the mountain views in this relaxing area.
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Elm Ridge Wild Forest

Commune with nature and explore the great outdoors at Elm Ridge Wild Forest during your travels in Windham. Discover the mountain views and cafes in this relaxing area.
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Pratt Museum

You can spend time exploring the galleries in Pratt Museum in Prattsville.
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Zadock Pratt Museum

You can spend time exploring the galleries in Zadock Pratt Museum during your trip to Prattsville.
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Frequently asked questions

What's the area like around Windham Vineyards and Winery?
Windham Vineyards and Winery is located in an area of Windham that travellers like for its mountain views, coffee shops and skiing. If you're looking for a convenient place to stay, take a look at the 8 hotels and other accommodation options you'll find within a mile.
How many hotels can I expect to find near Windham Vineyards and Winery?
Expedia has 8 hotels and other accommodation options within a mile from Windham Vineyards and Winery.
If I need to cancel the hotel reservation for my stay near Windham Vineyards and Winery, will I receive a refund?
Yes! You'll find that most hotel bookings are fully refundable provided that you cancel before the accommodation's cancellation deadline, which is usually within 24-48 hours of check in. If you have a non-refundable reservation, it might still be possible to cancel it and be given a refund within 24 hours of your booking. Enter your dates, click on "Search", then you can use the "fully refundable" filter to review top deals close to Windham Vineyards and Winery.