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Check prices for these dates

Tonight
30 Sept - 1 Oct
Tomorrow
1 Oct - 2 Oct
This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 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 modern building with large glass doors, a staircase leading up to the entrance, and a potted plant beside the door.
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.

1. Hotel Vienna

Hotel Vienna
4.6 mi from Windham Vineyards and Winery
United States
Paul
£108
includes taxes & fees
1 Oct - 2 Oct
Hotel Vienna
A large, two-story house with multiple porches and string lights.
A grassy field with a wooden structure overhead, possibly a gazebo or pavilion.
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.

2. Albergo Allegria Hotel

Albergo Allegria Hotel
4.4 mi from Windham Vineyards and Winery
United States
Roy
£142
includes taxes & fees
6 Oct - 7 Oct
Albergo Allegria Hotel
A bar area with wooden stools, a stone wall, and a view of the outdoor seating area.
A modern living room with a large window, a blue sofa, a wooden coffee table, and a rustic wooden wall.
A bedroom with a large window offering a view of a forested mountain.
A circular fire pit with chairs around it, set on a grassy area with a wooden fence and trees in the background.

3. Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark
10.8 mi from Windham Vineyards and Winery
United States
Shubhangi
£133
includes taxes & fees
26 Oct - 27 Oct
Hunter Lodge, a Bluebird by Lark
A park with Adirondack chairs and a table, surrounded by trees.
A dining table set with breakfast items, a red mug, and a glass of orange juice.
A lamp post in a grassy area with autumn foliage in the background.
A well-lit hallway with a wooden staircase, a decorative vase, and a dining area with a table and chairs.

4. Mountain Treasure B&B

Mountain Treasure B&B
7.1 mi from Windham Vineyards and Winery
United States
Daniel
£135
includes taxes & fees
21 Oct - 22 Oct
Mountain Treasure B&B
A two-story building with a balcony, surrounded by well-maintained lawns and trees.
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.
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.

5. The Winwood Condominiums

The Winwood Condominiums
3.7 mi from Windham Vineyards and Winery
United States
Abdul
£122
includes taxes & fees
12 Oct - 13 Oct
The Winwood Condominiums
A covered porch with outdoor seating, a staircase, and potted plants.
A white colonial-style building with green shutters, a porch with a swing, and hanging flower baskets.
A cozy room with a white sofa, a wooden table with a lamp, and a chair with a patterned cushion. There's a reception desk with a computer and a sign that says "Welcome".
A sign for The Colonial Motel with a green and white color scheme, surrounded by lush greenery and flowering trees.

6. The Colonial Motel

The Colonial Motel
9.7 mi from Windham Vineyards and Winery
United States
Eric
£67
includes taxes & fees
12 Oct - 13 Oct
The Colonial Motel
A large, multi-story house with a wrap-around porch and a small tower-like structure on the roof.
A garden with blooming pink flowers and green grass.
A dining room with a wooden table, chairs, a chandelier, and a vase of flowers.
A wooden staircase leading to a second floor, a red sofa with floral cushions, and a wooden floor.

7. Antique Rose Inn Windham

Antique Rose Inn Windham
5.3 mi from Windham Vineyards and Winery
£110
includes taxes & fees
5 Oct - 6 Oct
Antique Rose Inn Windham
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 glass of beer with a logo on it, placed on a straw surface.
A pool table with balls and a cue stick.

8. Jimmy OConnors Windham Mountain Inn

Jimmy OConnors Windham Mountain Inn
3.9 mi from Windham Vineyards and Winery
United States
James
£107
includes taxes & fees
5 Oct - 6 Oct
Jimmy OConnors Windham Mountain Inn
A wooden cabin with a triangular roof, a wooden door, and a bench outside.
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.
A triangular wooden room with a bed and pillows, a window, and a view of a forested hill.
A wooden cabin with a balcony, surrounded by snow-covered trees.

9. Eastwind Windham

Eastwind Windham
4.3 mi from Windham Vineyards and Winery
£221
includes taxes & fees
7 Oct - 8 Oct
Eastwind Windham
A multi-story building with outdoor seating and a stone-paved patio.
A large hotel with multiple floors, a parking lot, and a mountainous backdrop.
A cozy lounge area with leather sofas, a fireplace, and a large window overlooking a garden.
A cozy cabin interior with a wooden ceiling, two sofas, a coffee table, a fireplace, and a television.

10. Kaatskill Mountain Club & Condos by Vail Resorts

Kaatskill Mountain Club & Condos by Vail Resorts
10.1 mi from Windham Vineyards and Winery
United Kingdom
Ryan
£180
includes taxes & fees
28 Oct - 29 Oct
Kaatskill Mountain Club & Condos by Vail Resorts
A large, white, multi-story building with a central courtyard, surrounded by lush greenery and a hilly landscape.
A restaurant setting with neatly arranged tables, each with a menu, plates, and glasses.
Outdoor seating with tables and chairs, a fire pit, and a wooden bridge in a park setting.
A swimming pool with lounge chairs and umbrellas, a wooden fence, and a backdrop of a hill with trees.

11. Wylder Hotel Windham

Wylder Hotel Windham
4.3 mi from Windham Vineyards and Winery
United States
Yousung
£256
includes taxes & fees
29 Oct - 30 Oct
Wylder Hotel Windham
A river flowing through a forested area with rocks and autumn-colored trees.
Two white Adirondack chairs in a forest with fallen leaves.
A dining area with a wooden table and a single green chair.
A wooden sign for Black Bear Lodge with a phone number.

12. Black Bear Lodge

Black Bear Lodge
6.8 mi from Windham Vineyards and Winery
United States
Gerald
£121
includes taxes & fees
12 Oct - 13 Oct
Black Bear Lodge
A swimming pool with lounge chairs and potted plants.
A wooden bed with a floral bedspread, a small table with a vase, and a poster on the wall.
A two-story motel with a central staircase, balconies, and a grassy front yard.
A two-story building with a large front porch, a chimney, and a balcony.

13. Moore's Motel

Moore's Motel
6.7 mi from Windham Vineyards and Winery
United States
Marika
£98
includes taxes & fees
1 Oct - 2 Oct
Moore's Motel
A bedroom with a large window, a bed, and a view of a forest.
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.
A large, multi-story wooden house with a snow-covered roof and several lit windows, surrounded by bare trees and snow.

14. The Haüs Windham

The Haüs Windham
4.7 mi from Windham Vineyards and Winery
United States
Erica
£256
includes taxes & fees
6 Oct - 7 Oct
The Haüs Windham
Front of property
Room
Terrace/patio
Terrace/patio

15. Windham NY Escape

Windham NY Escape
5.2 mi from Windham Vineyards and Winery
United States
Miguel
£409
includes taxes & fees
13 Oct - 14 Oct
Windham NY Escape
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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
878 reviews
View
A large, two-story house with multiple porches and string lights.
Albergo Allegria Hotel
9.6
Exceptional
288 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
1,022 reviews
View
A park with Adirondack chairs and a table, surrounded by trees.
Mountain Treasure B&B
9.4
Exceptional
303 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

Top Windham Vineyards and Winery Hotel Reviews

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.
What's the best place to stay near Windham Vineyards and Winery?
Located 2.4 mi (3.8 km) from Windham Vineyards and Winery, Cave Mountain Motel is one of the top choices for your stay based on our traveller data.
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.