Best Resorts in Windham

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Nov 14 - Nov 16
In two weeks
Nov 21 - Nov 23
In one month
Dec 5 - Dec 7
In two months
Jan 2 - Jan 4

Resorts in Windham

No exact matches found, but these alternatives could be just right

Recommended hotels in Windham

Exterior
Hotel Vienna
Hotel Vienna
2.5 star property
9.4 out of 10, Exceptional, (693)
"Beautiful hotel "
United States
Chali
$111 nightly
The price is $120
Nov 17 - Nov 18
Total with taxes and fees
Hotel Vienna
Front of property
Cave Mountain Motel
Cave Mountain Motel
2.5 star property
9.4 out of 10, Exceptional, (133)
"Great stay"
United States
Greg
$139 nightly
The price is $150
Nov 9 - Nov 10
Total with taxes and fees
Cave Mountain Motel
Presidential Duplex, Fireplace, Mountain View | 1 bedroom, premium bedding, down comforters, memory foam beds
The Haüs Windham
The Haüs Windham
2.0 star property
8.8 out of 10, Excellent, (16)
"Great view!"
United States
Kyle
$220 nightly
The price is $238
Nov 12 - Nov 13
Total with taxes and fees
The Haüs Windham
Front of property
Antique Rose Inn Windham
Antique Rose Inn Windham
3.0 star property
9.0 out of 10, Wonderful, (124)
"The proprietor was friendly and informative! The location was wonderful. Convenient to all restaurants. Room and common spaces were clean and comfortable. All of all of the lovely antiques and paintings were fascinating. Just a wonderful place to stay. Will plan to come back again. "
United States
Malabika
$135 nightly
The price is $146
Nov 10 - Nov 11
Total with taxes and fees
Antique Rose Inn Windham
Room 15 | Premium bedding, down comforters, individually decorated
Albergo Allegria Hotel & Breakfast Restaurant
Albergo Allegria Hotel & Breakfast Restaurant
3.5 star property
9.6 out of 10, Exceptional, (270)
"Nice people and great breakfast. "
United States
Remelin
$156 nightly
The price is $169
Nov 24 - Nov 25
Total with taxes and fees
Albergo Allegria Hotel & Breakfast Restaurant
Exterior
Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter
Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter
9.2 out of 10, Wonderful, (40)
"Wonderful coszy spot perfect location for singles and couples even family "
United States
Ahmad O.
$122 nightly
The price is $132
Nov 9 - Nov 10
Total with taxes and fees
Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter
Pet-friendly
Eastwind Windham
Eastwind Windham
2.0 star property
9.2 out of 10, Wonderful, (64)
"excellent place to stay with great surrounding areas to explore and helpful friendly staff. "
United States
Calista
$173 nightly
The price is $187
Nov 12 - Nov 13
Total with taxes and fees
Eastwind Windham
Property grounds
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
8.8 out of 10, Excellent, (53)
"Very good location and host."
United States
Alexander
$171 nightly
The price is $185
Nov 9 - Nov 10
Total with taxes and fees
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
Hot stone massages, deep-tissue massages, Swedish massages
Mountainside by Windham Mountain Club
Mountainside by Windham Mountain Club
3.0 star property
$1,320 nightly
The price is $1,426
Nov 14 - Nov 15
Total with taxes and fees
Mountainside by Windham Mountain Club
The Windham Mountain View King with Balcony | In-room safe, iron/ironing board, free cribs/infant beds, rollaway beds
Wylder Hotel Windham
Wylder Hotel Windham
3.5 star property
8.8 out of 10, Excellent, (78)
"Really nice restored resort. Rooms were great, staff was friendly. The food is very good."
United States
Shane
$225 nightly
The price is $243
Nov 16 - Nov 17
Total with taxes and fees
Wylder Hotel Windham
Seasonal outdoor pool
Winwood Condominiums by Windham Mountain Club
Winwood Condominiums by Windham Mountain Club
3.0 star property
8.8 out of 10, Excellent, (342)
"Great location and great property"
United States
Joel
$169 nightly
The price is $183
Nov 9 - Nov 10
Total with taxes and fees
Winwood Condominiums by Windham Mountain Club
Porch
Beds on Clouds
Beds on Clouds
3.0 star property
7.4 out of 10, Good, (67)
"Simple but charming and clean"
United States
yana
$206 nightly
The price is $222
Nov 7 - Nov 8
Total with taxes and fees
Beds on Clouds
Exterior
Unwind Windham, Chalet
Unwind Windham, Chalet
10.0 out of 10, Exceptional, (1)
$547 nightly
The price is $551
Nov 24 - Nov 25
Total with taxes and fees
Unwind Windham, Chalet
Fridge, microwave, oven, stovetop
Spacious Cabin near Hunter & Windham Mountains - 5-25-minute drive - 6 Bedrooms
Spacious Cabin near Hunter & Windham Mountains - 5-25-minute drive - 6 Bedrooms
10.0 out of 10, Exceptional, (1)
"Great spacious property, inside and out. Great host, Communicative and organized. Special place."
United States
Bryan F.
$3,009 nightly
The price is $3,250
Nov 12 - Nov 13
Total with taxes and fees
Spacious Cabin near Hunter & Windham Mountains - 5-25-minute drive - 6 Bedrooms
Lobby sitting area
The Outpost by Windham Mountain Club
The Outpost by Windham Mountain Club
2.5 star property
8.0 out of 10, Very Good, (3)
"The room was pretty but not that clean. The bathroom door would not close. The door to the room was crooked . The shower didn’t have a lot of pressure and the water didn’t get super hot. "
United States
Macaire
$179 nightly
The price is $193
Nov 9 - Nov 10
Total with taxes and fees
The Outpost by Windham Mountain Club
1 bedroom, free WiFi
LUXURY SUITE WITH 2 FULL BEDS
LUXURY SUITE WITH 2 FULL BEDS
$145 nightly
The price is $164
Nov 11 - Nov 12
Total with taxes and fees
LUXURY SUITE WITH 2 FULL BEDS
Property grounds
Ski retreat near Hunter and Windham. Mountain views! Family and pet friendly!
Ski retreat near Hunter and Windham. Mountain views! Family and pet friendly!
9.2 out of 10, Wonderful, (5)
"We really enjoyed staying here just because how relaxing it felt, to be outside enjoying the nice weather and having the horses run by. Just overall very soothing and quiet at night."
United States
Richard S.
$364 nightly
The price is $393
Nov 17 - Nov 18
Total with taxes and fees
Ski retreat near Hunter and Windham. Mountain views! Family and pet friendly!
Outdoor spa tub
2 Min Walk to Windham Town | Hot Tub | Fire Pit
2 Min Walk to Windham Town | Hot Tub | Fire Pit
10.0 out of 10, Exceptional, (1)
"It was amazing for a big family! Tons of space, and everything was very clean! The hosts were also very pleasant to deal with."
United States
Hadassah S.
$432 nightly
The price is $467
Nov 17 - Nov 18
Total with taxes and fees
2 Min Walk to Windham Town | Hot Tub | Fire Pit
Room
MIRROR CABIN IN THE FOREST WITH HOT TUB
MIRROR CABIN IN THE FOREST WITH HOT TUB
8.0 out of 10, Very Good, (2)
"This was a unique and fun VRBO experience. The cabin was cozy and comfortable.So delightful to wake up to deer walking right by the window! Absolutely a gem of a property!"
United States
Erin J.
$285 nightly
The price is $323
Dec 1 - Dec 2
Total with taxes and fees
MIRROR CABIN IN THE FOREST WITH HOT TUB
TV
LUXURY DUPLEX SUITE WITH JACUZZI
LUXURY DUPLEX SUITE WITH JACUZZI
$203 nightly
The price is $231
Dec 1 - Dec 2
Total with taxes and fees
LUXURY DUPLEX SUITE WITH JACUZZI
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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Top Windham Hotel Reviews

Wylder Hotel Windham

Wylder Hotel Windham

10/10 Excellent
"Really nice restored resort. Rooms were great, staff was friendly. The food is very good."
Shane 1-night trip
Posted 4 days ago
Wylder Hotel Windham

Find out more about Windham

Windham Resorts information

Number of reviews
1,878
Accommodation
0 Resorts
Lowest Price
$120
Highest Price
$3,250

Frequently asked questions

What can I expect from a resort vacation in Windham?
You deserve some time off, and a resort is the ideal place to indulge in all the amenities and services you need for a relaxing stay in Windham. One of the comfortable resorts in the area could be just what you're looking for, whether you want great restaurants on site, shopping possibilities, or fun activities to try.
What can I do in Windham?
Travelers like the mountain scenery in Windham, and enjoy its skiing and other winter sports. Grab your golf clubs for a game at Windham Country Club, or head for the ski slopes at Windham Mountain Resort. For more to see in the area, you can spend time at Windham Vineyards and Winery or Catskill State Park.
What's the seasonal weather like in Windham?
The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 27°F. The snowiest months in Windham are January, March, December, and November, with each month seeing an average of 7 inches of snowfall.
What's the best way to get to and around Windham?
Fly into Hudson, NY (HCC-Columbia County), which is located 27.6 mi (44.4 km) away from the heart of the city. If you'd like to venture out around the area, consider renting a car to take in more sights.

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