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Check prices for these dates

Next weekend
6 Nov - 8 Nov
In two weeks
13 Nov - 15 Nov

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Our top choices for Windham Vineyards and Winery hotels

A multi-story building with outdoor seating and a stone-paved patio.

1. Kaatskill Mountain Club & Condos by Vail Resorts

Kaatskill Mountain Club & Condos by Vail Resorts
2.0 star property
16.3 km from Windham Vineyards and Winery
9.2 out of 10, Wonderful, (445 reviews)
"Good overall stay, convenient location and would stay again if we visit the area."
United States
Nabeel
The price is ฿5,746
฿6,842 total
includes taxes & fees
22 Nov - 23 Nov
Kaatskill Mountain Club & Condos by Vail Resorts
A park with Adirondack chairs and a table, surrounded by trees.

2. Mountain Treasure B&B

Mountain Treasure B&B
3.0 star property
11.4 km from Windham Vineyards and Winery
9.4 out of 10, Exceptional, (307 reviews)
"Service and breakfast were very good"
United States
Daniel
The price is ฿5,607
฿6,056 total
includes taxes & fees
1 Nov - 2 Nov
Mountain Treasure B&B
A large, two-story house with multiple porches and string lights.

3. Albergo Allegria Hotel

Albergo Allegria Hotel
3.5 star property
7.1 km from Windham Vineyards and Winery
9.6 out of 10, Exceptional, (289 reviews)
"Amazing hotel, very clean and comfortable beds."
United States
Roy
The price is ฿5,862
฿6,331 total
includes taxes & fees
10 Nov - 11 Nov
Albergo Allegria Hotel
A two-story building with a balcony, surrounded by well-maintained lawns and trees.

4. The Winwood Condominiums

The Winwood Condominiums
3.0 star property
6 km from Windham Vineyards and Winery
8.8 out of 10, Excellent, (372 reviews)
"Loved it - cozy room, convenient location, beautiful view, and even breakfast offered :)"
United States
Zihe
The price is ฿5,702
฿6,158 total
includes taxes & fees
5 Nov - 6 Nov
The Winwood Condominiums
A bedroom with a large bed, a desk, and a chair.

5. Wylder Hotel Windham

Wylder Hotel Windham
3.5 star property
6.9 km from Windham Vineyards and Winery
9.0 out of 10, Wonderful, (134 reviews)
"Loved our stay, will go anytime for a little weekend getaway from nyc!"
United States
Yassaman Modarres
The price is ฿5,142
฿7,242 total
includes taxes & fees
1 Nov - 2 Nov
Wylder Hotel Windham
A rustic stone building with a sign for Windham Mountain Inn, surrounded by autumn foliage.

6. Jimmy OConnors Windham Mountain Inn

Jimmy OConnors Windham Mountain Inn
6.3 km from Windham Vineyards and Winery
9.2 out of 10, Wonderful, (10 reviews)
"We had a wedding in the area and this place was perfect for our needs. There’s a bar to the front of the property, which was fun to hang out and play pool. The beds were comfortable and the rooms were clean."
United States
Robin
The price is ฿5,567
฿6,012 total
includes taxes & fees
12 Nov - 13 Nov
Jimmy OConnors Windham Mountain Inn
Front of property

7. Windham NY Escape

Windham NY Escape
3.0 star property
8.4 km from Windham Vineyards and Winery
10.0 out of 10, Exceptional, (3 reviews)
"The best "
United States
Miguel
The price is ฿14,474
฿18,298 total
includes taxes & fees
1 Nov - 2 Nov
Windham NY Escape
A bedroom with a large window, a bed, and a view of a forest.

8. The Haüs Windham

The Haüs Windham
2.0 star property
7.6 km from Windham Vineyards and Winery
8.0 out of 10, Very good, (40 reviews)
"Easy check in, nice layout of the apt, comfortable bed, nice to have a kitchen. Nearby lots of restaurants and mountain access. "
United States
Erica
The price is ฿5,335
฿10,828 total
includes taxes & fees
2 Nov - 3 Nov
The Haüs Windham
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.
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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 multi-story building with outdoor seating and a stone-paved patio.
Kaatskill Mountain Club & Condos by Vail Resorts
2.0 star property
9.2
Wonderful
445 reviews
View
A park with Adirondack chairs and a table, surrounded by trees.
Mountain Treasure B&B
3.0 star property
9.4
Exceptional
307 reviews
View
A large, two-story house with multiple porches and string lights.
Albergo Allegria Hotel
3.5 star property
9.6
Exceptional
289 reviews
View
A two-story building with a balcony, surrounded by well-maintained lawns and trees.
The Winwood Condominiums
3.0 star property
8.8
Excellent
372 reviews
View
A bedroom with a large bed, a desk, and a chair.
Wylder Hotel Windham
3.5 star property
9.0
Wonderful
134 reviews
View

Hotels recommended for families near Windham Vineyards and Winery

A wooden cabin with a triangular roof, a wooden door, and a bench outside.

Eastwind Windham

Eastwind Windham
3.5 star property
Windham
9.2 out of 10, Wonderful, (122)
The price is ฿7,533
฿9,129 total
includes taxes & fees
16 Nov - 17 Nov
Eastwind Windham

Top Windham Vineyards and Winery Hotel Reviews

Hotel Vienna

Hotel Vienna

10/10 Excellent
"We booked Hotel Vienna at the last moment and it turned out to be such a pleasant and beautiful stay. The location is simply mesmerizing and true treat to the eyes. We loved the walk behind the hotel which leads to a creek and meadow. It’s a hidden gem in Catskills. The staff ‘ Jessica’ was very nice and guided us to a lovely restaurant nearby. The breakfast is top notch . Fresh out of oven . Loved everything about our stay We will go back and recommend ."
Varsha 1-night trip
Posted 17 hours ago
Hotel Vienna

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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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.