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Check prices for these dates

Tonight
3 Sept - 4 Sept
Tomorrow
4 Sept - 5 Sept
This weekend
4 Sept - 6 Sept
Next weekend
11 Sept - 13 Sept

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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 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.

1. Hotel Vienna

Hotel Vienna
7.4 km from Windham Vineyards and Winery
United States
Jerrold
Rp1.852.123
Rp2.307.238 total
includes taxes & fees
20 Sept - 21 Sept
Hotel Vienna
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 chair with a blanket, a potted plant, and a view of a snowy landscape through a glass door.
A spacious indoor area with a long wooden floor, a central seating area with a sofa and chairs, and a pool table.
A staircase leading to a room with a stone floor, a potted plant, and a wooden chair.

2. The Perch Hotel

The Perch Hotel
12.8 km from Windham Vineyards and Winery
United States
Jason
Rp2.883.601
Rp3.114.289 total
includes taxes & fees
10 Sept - 11 Sept
The Perch Hotel
A bar area with wooden stools, a stone wall, and a view of the outdoor seating area.
A circular fire pit with chairs around it, set on a grassy area with a wooden fence and trees in the background.
A cozy lounge area with a sofa, armchairs, a coffee table, and a bookshelf.
A bedroom with a large window offering a view of a forested mountain.

3. Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark
17.3 km from Windham Vineyards and Winery
United States
Yaacov
Rp2.249.684
Rp2.813.341 total
includes taxes & fees
13 Sept - 14 Sept
Hunter Lodge, a Bluebird by Lark
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 building with a porch and outdoor seating area.
A room with a wooden floor, a chair, a lamp, and a view through a window with a decorative frame.

4. Albergo Allegria Hotel

Albergo Allegria Hotel
7.1 km from Windham Vineyards and Winery
United States
Roy
Rp3.083.020
Rp3.329.662 total
includes taxes & fees
7 Sept - 8 Sept
Albergo Allegria Hotel
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 swimming pool with a fenced deck, lounge chairs, and umbrellas.

5. The Colonial Motel

The Colonial Motel
15.6 km from Windham Vineyards and Winery
United States
Eric
Rp1.580.990
Rp1.739.088 total
includes taxes & fees
10 Sept - 11 Sept
The Colonial Motel
A park with Adirondack chairs and a table, surrounded by trees.
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.
A vintage car parked in front of a house surrounded by trees.

6. Mountain Treasure B&B

Mountain Treasure B&B
11.4 km from Windham Vineyards and Winery
United States
Daniel
Rp2.998.736
Rp3.238.635 total
includes taxes & fees
23 Sept - 24 Sept
Mountain Treasure B&B
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
8.5 km from Windham Vineyards and Winery
United States
David
Rp2.398.005
Rp2.589.845 total
includes taxes & fees
8 Sept - 9 Sept
Antique Rose Inn Windham
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 kitchen with a central island, a black refrigerator, pendant lights, and a view through large windows.
A compact living space with a kitchen, dining area, and seating.

8. The Winwood Condominiums

The Winwood Condominiums
6 km from Windham Vineyards and Winery
United States
Abdul
Rp2.648.292
Rp2.860.155 total
includes taxes & fees
10 Sept - 11 Sept
The Winwood Condominiums
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.

9. Kaatskill Mountain Club & Condos by Vail Resorts

Kaatskill Mountain Club & Condos by Vail Resorts
16.3 km from Windham Vineyards and Winery
United States
jason
Rp3.506.569
Rp4.175.518 total
includes taxes & fees
8 Sept - 9 Sept
Kaatskill Mountain Club & Condos by Vail Resorts
A wooden cabin with a triangular roof, a wooden door, and a bench outside.
A triangular wooden room with a bed and pillows, a window, and a view of a forested hill.
A bar area with wooden beams, a bar counter, and four bar stools.
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.

10. Eastwind Windham

Eastwind Windham
6.9 km from Windham Vineyards and Winery
United States
Claire
Rp4.205.035
Rp5.072.402 total
includes taxes & fees
4 Oct - 5 Oct
Eastwind Windham
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 building with a large front porch, a chimney, and a balcony.
A hotel room with two beds, a desk, a chair, and a TV on a stand.

11. Moore's Motel

Moore's Motel
10.8 km from Windham Vineyards and Winery
United States
Cory
Rp2.129.280
Rp2.299.622 total
includes taxes & fees
10 Sept - 11 Sept
Moore's Motel
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
Rp2.643.856
Rp2.855.364 total
includes taxes & fees
10 Sept - 11 Sept
Black Bear Lodge
A rustic stone building with a sign for Windham Mountain Inn, surrounded by autumn foliage.
A pool table with balls and a cue stick.
A bar with wooden chairs, a bar counter, and various bottles and glasses.
A wooden room with a bed, a nightstand with a lamp, and a wall with tree decorations.

13. Jimmy OConnors Windham Mountain Inn

Jimmy OConnors Windham Mountain Inn
6.3 km from Windham Vineyards and Winery
United States
Amy
Rp2.637.806
Rp2.848.830 total
includes taxes & fees
6 Sept - 7 Sept
Jimmy OConnors Windham Mountain Inn
A bedroom with a large window, a bed, and a view of a forest.
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.
A modern bedroom with a large bed, a view of greenery through floor-to-ceiling windows, and a wooden ceiling.

14. The Haüs Windham

The Haüs Windham
7.6 km from Windham Vineyards and Winery
United States
Raven Jane
Rp2.055.057
Rp4.883.733 total
includes taxes & fees
30 Sept - 1 Oct
The Haüs Windham

15. Windham NY Escape

Windham NY Escape
8.4 km from Windham Vineyards and Winery
United States
Miguel
Rp7.620.327
Rp9.633.230 total
includes taxes & fees
10 Sept - 11 Sept
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
862 reviews
View
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.
The Perch Hotel
9.6
Exceptional
40 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
1,011 reviews
View
A large, two-story house with multiple porches and string lights.
Albergo Allegria Hotel
9.6
Exceptional
286 reviews
View
A covered porch with outdoor seating, a staircase, and potted plants.
The Colonial Motel
9.6
Exceptional
486 reviews
View

Top Windham Vineyards and Winery Hotel Reviews

Hotel Vienna

Hotel Vienna

10/10 Excellent
"The rooms are very nice and new. You can tell a lot of work was put in to redesigning this hotel. The grounds are well kept and beautiful. The breakfast is simple but effective, but most importantly the property itself is very well-maintained and the rooms are really nice."
Enrique 1-night trip
Posted 17 hours ago
Hotel Vienna
Cave Mountain Motel

Cave Mountain Motel

10/10 Excellent
"Very nostalgic and quaint Catskills motel. Very clean. Old style furniture was in excellent condition. Did not hear any noise from the adjoining rooms. Enjoyed the porch with chairs in the evenings. 2 miles from downtown Windham which had at least a half dozen restaurant/bars, a brewery, and other eating establishments (Subway,pizza, etc.)"
vance 3-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.