Find hotels near Windham Vineyards and Winery, Windham from ₩144,794

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Our top choices for Windham Vineyards and Winery hotels

Cave Mountain Motel

Cave Mountain Motel
2.5 star property
3.8 km from Windham Vineyards and Winery
9.4 out of 10, Exceptional, (134)
"Great stay"
United States
Greg
The price is ₩205,371
₩221,801 total
includes taxes & fees
Dec 22 - Dec 23
Cave Mountain Motel

Hotel Vienna

Hotel Vienna
3.0 star property
7.4 km from Windham Vineyards and Winery
9.4 out of 10, Exceptional, (721)
"Great place to stay with family room it's very clear 👌"
United States
jaisson
Hotel Vienna

Albergo Allegria Hotel & Breakfast Restaurant

Albergo Allegria Hotel & Breakfast Restaurant
3.5 star property
7 km from Windham Vineyards and Winery
9.6 out of 10, Exceptional, (270)
"Nice people and great breakfast. "
United States
Remelin
The price is ₩197,792
₩213,631 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Albergo Allegria Hotel & Breakfast Restaurant

Eastwind Windham

Eastwind Windham
2.0 star property
6.9 km from Windham Vineyards and Winery
9.4 out of 10, Exceptional, (74)
"I loved our stay!"
United States
Erika
The price is ₩358,454
₩431,575 total
includes taxes & fees
Dec 22 - Dec 23
Eastwind Windham

Winwood Condominiums by Windham Mountain Club

Winwood Condominiums by Windham Mountain Club
3.0 star property
6 km from Windham Vineyards and Winery
8.8 out of 10, Excellent, (344)
"convenient nice and clean residence with kitchen and market nearby."
United States
Jatin
The price is ₩279,319
₩301,659 total
includes taxes & fees
Dec 22 - Dec 23
Winwood Condominiums by Windham Mountain Club

Antique Rose Inn Windham

Antique Rose Inn Windham
3.0 star property
8.5 km from Windham Vineyards and Winery
9.0 out of 10, Wonderful, (125)
"Well kept historical home. Convenient location. Comfortable bed. Good breakfast. Exceptional host."
United States
thomas
The price is ₩199,461
₩215,418 total
includes taxes & fees
Dec 22 - Dec 23
Antique Rose Inn Windham

Wylder Hotel Windham

Wylder Hotel Windham
3.5 star property
6.9 km from Windham Vineyards and Winery
8.6 out of 10, Excellent, (89)
"Spotless room and great staff "
United States
Josue
The price is ₩281,440
₩377,829 total
includes taxes & fees
Dec 22 - Dec 23
Wylder Hotel Windham

The Haüs Windham

The Haüs Windham
2.0 star property
7.6 km from Windham Vineyards and Winery
8.6 out of 10, Excellent, (19)
"Very good"
United States
Sophia
The price is ₩268,076
₩409,200 total
includes taxes & fees
Jan 13 - Jan 14, 2026
The Haüs Windham

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, (287)
"Great location, nice and peaceful"
United States
Noel
The price is ₩219,156
₩236,679 total
includes taxes & fees
Dec 23 - Dec 24
Mountain Treasure B&B

Beds on Clouds

Beds on Clouds
3.0 star property
5.6 km from Windham Vineyards and Winery
7.4 out of 10, Good, (68)
"Great spot for a weekend getaway"
United States
Bertrand
The price is ₩278,655
₩300,936 total
includes taxes & fees
Dec 22 - Dec 23
Beds on Clouds

Black Bear Lodge

Black Bear Lodge
2.5 star property
10.9 km from Windham Vineyards and Winery
9.0 out of 10, Wonderful, (131)
"Great place. Would definitely stay again."
United States
Ryan
The price is ₩220,146
₩237,758 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Black Bear Lodge

Moore's Motel

Moore's Motel
2.5 star property
10.8 km from Windham Vineyards and Winery
8.6 out of 10, Excellent, (158)
"Stay here every time we are in the area. And its always a great stay and a good time down the street at the prattsville tavern. Moores is excellent"
United States
John
The price is ₩177,299
₩191,483 total
includes taxes & fees
Dec 22 - Dec 23
Moore's Motel

The Colonial Motel

The Colonial Motel
2.5 star property
15.6 km from Windham Vineyards and Winery
9.4 out of 10, Exceptional, (406)
"Comfortable, quiet and good value vs other options in the region. "
United States
Karl
The price is ₩131,644
₩144,794 total
includes taxes & fees
Dec 22 - Dec 23
The Colonial Motel

The Outpost by Windham Mountain Club

The Outpost by Windham Mountain Club
2.5 star property
6 km from Windham Vineyards and Winery
8.0 out of 10, Very Good, (3)
"Cozy and warm. I think it would be better to visit during the winter season"
United States
TAEJUN
The price is ₩369,373
₩398,923 total
includes taxes & fees
Dec 24 - Dec 25
The Outpost by Windham Mountain Club

Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark
3.0 star property
17.3 km from Windham Vineyards and Winery
9.2 out of 10, Wonderful, (827)
"Wonderful views, location, and accommodations. I would gladly return to Hunter Lodge"
United States
Russel
The price is ₩227,859
₩278,003 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Hunter Lodge, a Bluebird by Lark

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, (322)
"Beautiful resort. "
United States
Kelly
The price is ₩323,570
₩385,315 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Kaatskill Mountain Club & Condos by Vail Resorts
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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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 travelers like for its mountain views, coffeehouses, and skiing. If you're looking for a convenient place to stay, check out the 9 hotels and other accommodations you'll find within a mile.
What's the best hotel to stay near Windham Vineyards and Winery?
Hotel Vienna is one of the top choices for your stay based on our traveler data, and this hotel offers free breakfast and an indoor pool. It's located 4.6 mi (7.4 km) from Windham Vineyards and Winery. Another good option is Cave Mountain Motel, located 0.9 mi (1.5 km) away.
How many hotels will I be able to find near Windham Vineyards and Winery?
Expedia has 9 hotels and other accommodations 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 if you cancel before the accommodation's cancellation deadline, which often is within 24-48 hours of the scheduled arrival. If you booked a non-refundable reservation, you might be able to still cancel and receive a refund within a 24-hour period of your booking. Enter your dates, click on "Search", then you can use the "fully refundable" filter to review the best deals available near Windham Vineyards and Winery.
Where can I learn more about changing or cancelling my trip in the area near Windham Vineyards and Winery?
For additional details about rescheduling or cancelling your stay near Windham Vineyards and Winery, go to https://www.expedia.com/service/.