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Hotels near Windham Vineyards and Winery

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Check prices for these dates

Tonight
22 Oct - 23 Oct
Tomorrow
23 Oct - 24 Oct
This weekend
23 Oct - 25 Oct
Next weekend
30 Oct - 1 Nov

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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 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.
A woman in a black swimsuit stepping out of a pool into a room with wooden ceiling beams, large windows, and wooden lounge chairs.

1. Hotel Vienna

Hotel Vienna
7.4 km from Windham Vineyards and Winery
United States
Hongtao
S$182
includes taxes & fees
8 Nov - 9 Nov
Hotel Vienna
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 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 swimming pool with a fenced deck, lounge chairs, and umbrellas.

2. The Colonial Motel

The Colonial Motel
15.6 km from Windham Vineyards and Winery
United States
Eric
S$115
includes taxes & fees
25 Oct - 26 Oct
The Colonial Motel
A large, two-story house with multiple porches and string lights.
A room with two beige armchairs, a blue and white patterned side table, and a floor lamp.
A modern bathroom with a large bathtub, a separate shower area, and a view of a living room through an open doorway.
A cozy living room with a patterned sofa, a small wooden table with chairs, a television mounted on the wall, and a decorative lamp.

3. Albergo Allegria Hotel

Albergo Allegria Hotel
7.1 km from Windham Vineyards and Winery
United States
Roy
S$240
includes taxes & fees
28 Oct - 29 Oct
Albergo Allegria Hotel
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 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.

4. Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark
17.3 km from Windham Vineyards and Winery
United States
Marina
S$180
includes taxes & fees
22 Nov - 23 Nov
Hunter Lodge, a Bluebird by Lark
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 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 compact living space with a kitchen, dining area, and seating.

5. The Winwood Condominiums

The Winwood Condominiums
6 km from Windham Vineyards and Winery
United States
Zihe
S$233
includes taxes & fees
5 Nov - 6 Nov
The Winwood Condominiums
A wooden cabin with a triangular roof, a wooden door, and a bench outside.
A wooden cabin with a balcony, surrounded by snow-covered trees.
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.

6. Eastwind Windham

Eastwind Windham
6.9 km from Windham Vineyards and Winery
United States
Danica
S$317
includes taxes & fees
22 Nov - 23 Nov
Eastwind Windham
A park with Adirondack chairs and a table, surrounded by trees.
A vintage car parked in front of a house surrounded by trees.
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.

7. Mountain Treasure B&B

Mountain Treasure B&B
11.4 km from Windham Vineyards and Winery
United States
Daniel
S$229
includes taxes & fees
27 Oct - 28 Oct
Mountain Treasure B&B
A room with a view of a landscape through a window, a chair, a table with a laptop, and a bed with books on it.
A staircase leading to a room with a stone floor, a potted plant, and a wooden chair.
A spacious indoor area with a long wooden floor, a central seating area with a sofa and chairs, and a pool table.
A chair with a blanket, a potted plant, and a view of a snowy landscape through a glass door.

8. The Perch Hotel

The Perch Hotel
12.8 km from Windham Vineyards and Winery
United States
Pushpavalli
S$241
includes taxes & fees
29 Oct - 30 Oct
The Perch Hotel
A two-story house with a stone chimney, a porch with flower boxes, and a well-maintained lawn.
A grassy field with a bench and a mountain in the background.
A hotel room with two beds, wooden paneling on the walls, and two framed pictures.
A kitchen with wooden cabinets, a refrigerator, and a window overlooking greenery.

9. Cave Mountain Motel

Cave Mountain Motel
3.8 km from Windham Vineyards and Winery
United States
Nancy
S$192
includes taxes & fees
1 Nov - 2 Nov
Cave Mountain Motel
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 multi-story hotel with a swimming pool, balconies, and outdoor seating areas.

10. 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
S$248
includes taxes & fees
22 Nov - 23 Nov
Kaatskill Mountain Club & Condos by Vail Resorts
A large, multi-story house with a wrap-around porch and a small tower-like structure on the roof.
A dining room with a wooden table, chairs, a chandelier, and a vase of flowers.
A garden with blooming pink flowers and green grass.
A covered outdoor seating area with wicker chairs and a table, surrounded by white railings and hanging planters.

11. Antique Rose Inn Windham

Antique Rose Inn Windham
8.5 km from Windham Vineyards and Winery
United States
David
S$186
includes taxes & fees
28 Oct - 29 Oct
Antique Rose Inn Windham
A large, white, multi-story building with a central courtyard, surrounded by lush greenery and a hilly landscape.
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.
A swimming pool with lounge chairs and umbrellas, a wooden fence, and a backdrop of a hill with trees.

12. Wylder Hotel Windham

Wylder Hotel Windham
6.9 km from Windham Vineyards and Winery
United States
Yassaman Modarres
S$274
includes taxes & fees
30 Oct - 31 Oct
Wylder Hotel Windham
A river flowing through a forested area with rocks and autumn-colored trees.
A wooden sign for Black Bear Lodge with a phone number.
A dining area with a wooden table and a single green chair.
A front door with a WiFi sign, a Christmas wreath, and a bear statue.

13. Black Bear Lodge

Black Bear Lodge
10.9 km from Windham Vineyards and Winery
United States
Adam
S$206
includes taxes & fees
25 Oct - 26 Oct
Black Bear Lodge
A swimming pool with lounge chairs and potted plants.
A hotel room with two beds, a desk, a chair, and a TV on a stand.
A two-story motel with a central staircase, balconies, and a grassy front yard.
A wooden bed with a floral bedspread, a small table with a vase, and a poster on the wall.

14. Moore's Motel

Moore's Motel
10.8 km from Windham Vineyards and Winery
United States
Marika
S$166
includes taxes & fees
25 Oct - 26 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 modern bedroom with a large bed, a view of greenery through floor-to-ceiling windows, and a wooden ceiling.
A wooden cabin with a door, surrounded by greenery and a stone pathway.

15. The Haüs Windham

The Haüs Windham
7.6 km from Windham Vineyards and Winery
United States
Erica
S$440
includes taxes & fees
3 Nov - 4 Nov
The Haüs Windham
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
890 reviews
View
A covered porch with outdoor seating, a staircase, and potted plants.
The Colonial Motel
9.6
Exceptional
500 reviews
View
A large, two-story house with multiple porches and string lights.
Albergo Allegria Hotel
9.6
Exceptional
289 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
1,006 reviews
View
A two-story building with a balcony, surrounded by well-maintained lawns and trees.
The Winwood Condominiums
8.8
Excellent
370 reviews
View

Hotels recommended for families near Windham Vineyards and Winery

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 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 compact living space with a kitchen, dining area, and seating.

The Winwood Condominiums

The Winwood Condominiums
Windham
S$233
includes taxes & fees
5 Nov - 6 Nov
The Winwood Condominiums
A large, white, multi-story building with a central courtyard, surrounded by lush greenery and a hilly landscape.
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.
A swimming pool with lounge chairs and umbrellas, a wooden fence, and a backdrop of a hill with trees.

Wylder Hotel Windham

Wylder Hotel Windham
Windham
S$274
includes taxes & fees
30 Oct - 31 Oct
Wylder Hotel Windham
A wooden cabin with a triangular roof, a wooden door, and a bench outside.
A wooden cabin with a balcony, surrounded by snow-covered trees.
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.

Eastwind Windham

Eastwind Windham
Windham
S$317
includes taxes & fees
22 Nov - 23 Nov
Eastwind Windham

Top Windham Vineyards and Winery Hotel Reviews

The Winwood Condominiums

The Winwood Condominiums

8/10 Good
"Great spot to stay if you want to be within walking distance of the town. Limited breakfast, small rooms, not really many amenities….amazing market and gas station next door!"
Eliot 2-night trip
Posted 21 hours ago
The Winwood Condominiums
Cave Mountain Motel

Cave Mountain Motel

10/10 Excellent
"Room was very clean and quiet would be nice to have a small microwave . It was very convenient to restaurants and Hunter Mountain."
Cindy 4-night trip
Posted 2 weeks 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.
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.