Best Resorts in Windham

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Dec 26 - Dec 28
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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
Windham
9.4 out of 10, Exceptional, (709)
"Really great spot!"
United States
Aria
$157 nightly
The price is $170
Dec 14 - Dec 15
Total with taxes and fees
Hotel Vienna
Front of property
Cave Mountain Motel

Cave Mountain Motel

2.5 star property
Windham
9.4 out of 10, Exceptional, (134)
"Great stay"
United States
Greg
$139 nightly
The price is $150
Nov 27 - Nov 28
Total with taxes and fees
Cave Mountain Motel
Front of property
Antique Rose Inn Windham

Antique Rose Inn Windham

3.0 star property
Windham
9.0 out of 10, Wonderful, (125)
"Well kept historical home. Convenient location. Comfortable bed. Good breakfast. Exceptional host."
United States
thomas
$135 nightly
The price is $146
Dec 1 - Dec 2
Total with taxes and fees
Antique Rose Inn Windham
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
Windham
8.8 out of 10, Excellent, (83)
"Really nice restored resort. Rooms were great, staff was friendly. The food is very good."
United States
Shane
$191 nightly
The price is $206
Nov 27 - Nov 28
Total with taxes and fees
Wylder Hotel Windham
Room 15 | Premium bedding, down comforters, individually decorated
Albergo Allegria Hotel & Breakfast Restaurant

Albergo Allegria Hotel & Breakfast Restaurant

3.5 star property
Windham
9.6 out of 10, Exceptional, (270)
"Nice people and great breakfast. "
United States
Remelin
$224 nightly
The price is $242
Nov 27 - Nov 28
Total with taxes and fees
Albergo Allegria Hotel & Breakfast Restaurant
Pet-friendly
Eastwind Windham

Eastwind Windham

2.0 star property
Windham
9.2 out of 10, Wonderful, (70)
"I loved our stay!"
United States
Erika
$199 nightly
The price is $214
Nov 30 - Dec 1
Total with taxes and fees
Eastwind Windham
Presidential Duplex, Fireplace, Mountain View | 1 bedroom, premium bedding, down comforters, memory foam beds
The Haüs Windham

The Haüs Windham

2.0 star property
Windham
8.6 out of 10, Excellent, (17)
"Great place nice and clean"
United States
henry
$217 nightly
The price is $235
Dec 2 - Dec 3
Total with taxes and fees
The Haüs Windham
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

Windham
9.2 out of 10, Wonderful, (40)
"Great place for an incredible price. We would definitely stay here again."
United States
Jason
$122 nightly
The price is $132
Nov 30 - Dec 1
Total with taxes and fees
Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter
Seasonal outdoor pool
Winwood Condominiums by Windham Mountain Club

Winwood Condominiums by Windham Mountain Club

3.0 star property
Windham
8.8 out of 10, Excellent, (343)
"Wonderful property "
United States
Irina
$169 nightly
The price is $183
Nov 27 - Nov 28
Total with taxes and fees
Winwood Condominiums by Windham Mountain Club
Porch
Beds on Clouds

Beds on Clouds

3.0 star property
Windham
7.4 out of 10, Good, (68)
"Great spot for a weekend getaway"
United States
Bertrand
$206 nightly
The price is $222
Nov 27 - Nov 28
Total with taxes and fees
Beds on Clouds
1 bedroom, free WiFi
LUXURY SUITE WITH 2 FULL BEDS

LUXURY SUITE WITH 2 FULL BEDS

Windham
$145 nightly
The price is $164
Dec 1 - Dec 2
Total with taxes and fees
LUXURY SUITE WITH 2 FULL BEDS
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

Windham
8.8 out of 10, Excellent, (53)
"Check in & checkout and communication super easy. Location is excellent. A/C and hot water great. For 4 guys on a 2 day golf trip it worked fine. "
United States
david d.
$181 nightly
The price is $195
Nov 30 - Dec 1
Total with taxes and fees
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
Exterior
Unwind Windham, Chalet

Unwind Windham, Chalet

Windham
10.0 out of 10, Exceptional, (2)
"We stayed only one night and we thought that should stay more nights because of the comfort of the house, the location, the amenities and the Property Host was there for answer any question. Definitely we come back now with the conviction that we have everything we need for an escape from New York city. I recommend this place in a 100% for sure. "
United States
Karla R.
$593 nightly
The price is $598
Dec 7 - Dec 8
Total with taxes and fees
Unwind Windham, Chalet
Room
MIRROR CABIN IN THE FOREST WITH HOT TUB

MIRROR CABIN IN THE FOREST WITH HOT TUB

Windham
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.
$278 nightly
The price is $315
Dec 8 - Dec 9
Total with taxes and fees
MIRROR CABIN IN THE FOREST WITH HOT TUB
Lobby sitting area
The Outpost by Windham Mountain Club

The Outpost by Windham Mountain Club

2.5 star property
Windham
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
$200 nightly
The price is $216
Nov 27 - Nov 28
Total with taxes and fees
The Outpost by Windham Mountain Club
Terrace/patio
5 Min to Skiing | Hot Tub | Fire Pit | Pool Table

5 Min to Skiing | Hot Tub | Fire Pit | Pool Table

Windham
10.0 out of 10, Exceptional, (5)
"Beautiful property, very accurately represented in listing photos. Very well stocked with every thing you need to host. Lots of fun activities to do in the home. Would definitely recommend"
United States
Andrea S.
$341 nightly
The price is $344
Dec 3 - Dec 4
Total with taxes and fees
5 Min to Skiing | Hot Tub | Fire Pit | Pool Table
TV
LUXURY DUPLEX SUITE WITH JACUZZI

LUXURY DUPLEX SUITE WITH JACUZZI

Windham
$221 nightly
The price is $251
Dec 15 - Dec 16
Total with taxes and fees
LUXURY DUPLEX SUITE WITH JACUZZI
Terrace/patio
Drift Haus|4.5BR+ Mountain Lodge

Drift Haus|4.5BR+ Mountain Lodge

Windham
8.0 out of 10, Very Good, (1)
"The property was beautiful and peaceful. The kitchen was amazing and there were so many common areas that were great to socialize in. We did encounter some garbage left by the previous guests, but Will was responsive when we flagged it. There were a few repairs needed on the sliding doors, but overall it was a luxurious place to stay while we enjoyed the nature. "
United States
Grace H.
$666 nightly
The price is $671
Dec 1 - Dec 2
Total with taxes and fees
Drift Haus|4.5BR+ Mountain Lodge
Interior
Windham Mountain Slope-Side Escape w/ Private Hot Tub| Pets Welcome

Windham Mountain Slope-Side Escape w/ Private Hot Tub| Pets Welcome

Windham
$430 nightly
The price is $464
Dec 1 - Dec 2
Total with taxes and fees
Windham Mountain Slope-Side Escape w/ Private Hot Tub| Pets Welcome
Outdoor spa tub
2 Min Walk to Windham Town | Hot Tub | Fire Pit

2 Min Walk to Windham Town | Hot Tub | Fire Pit

Windham
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.
$472 nightly
The price is $510
Dec 3 - Dec 4
Total with taxes and fees
2 Min Walk to Windham Town | Hot Tub | Fire Pit
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

Eastwind Windham

Eastwind Windham

10/10 Excellent
"Would absolutely stay here again. Place was clean, the amenities were great and the staff was the best!"
Lydia 1-night trip
Posted 2 days ago
Eastwind Windham

Find out more about Windham

Windham Resorts information

Number of reviews
1,917
Accommodation
0 Resorts
Lowest Price
$132
Highest Price
$671

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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