Best Resorts in Windham

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Resorts in Windham

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Recommended hotels in Windham

Hotel Vienna

2.5 star property
9.4 out of 10, Exceptional, (660)
"Very nice hotel. Excellent staff, comfortable room with nice continental breakfast. "
$111 nightly
The price is $120
Nov 12 - Nov 13
Total with taxes and fees
Hotel Vienna

Cave Mountain Motel

2.5 star property
9.4 out of 10, Exceptional, (132)
"Beautiful view in The Catskills."
$139 nightly
The price is $150
Oct 13 - Oct 14
Total with taxes and fees
Cave Mountain Motel

Antique Rose Inn Windham

3.0 star property
9.0 out of 10, Wonderful, (124)
"We did not expect to share a bathroom. We should of done our homework on the place. Its a lovely place to stay. Owner is very friendly, breakfast was accommodating to our wishes."
$135 nightly
The price is $146
Oct 16 - Oct 17
Total with taxes and fees
Antique Rose Inn Windham

The Haüs Windham

2.0 star property
8.6 out of 10, Excellent, (14)
"Great place nice and clean"
$220 nightly
The price is $238
Oct 14 - Oct 15
Total with taxes and fees
The Haüs Windham

Winwood Condominiums by Windham Mountain Club

3.0 star property
8.8 out of 10, Excellent, (340)
"Clean rooms"
$179 nightly
The price is $193
Oct 13 - Oct 14
Total with taxes and fees
Winwood Condominiums by Windham Mountain Club

Albergo Allegria Hotel & Breakfast Restaurant

3.5 star property
9.6 out of 10, Exceptional, (269)
"Nice people and great breakfast. "
$156 nightly
The price is $169
Oct 13 - Oct 14
Total with taxes and fees
Albergo Allegria Hotel & Breakfast Restaurant

The Outpost by Windham Mountain Club

2.5 star property
8.0 out of 10, Very Good, (3)
"Cozy and warm. I think it would be better to visit during the winter season"
$199 nightly
The price is $215
Oct 13 - Oct 14
Total with taxes and fees
The Outpost by Windham Mountain Club

Wylder Hotel Windham

3.5 star property
8.8 out of 10, Excellent, (72)
"Absolutely friendly welcome in the Hotel, very good food, cozy and clean rooms, in a very nice area in the nature. Will get back to this place"
$234 nightly
The price is $253
Oct 22 - Oct 23
Total with taxes and fees
Wylder Hotel Windham

Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter

9.2 out of 10, Wonderful, (38)
"Great place for an incredible price. We would definitely stay here again."
$122 nightly
The price is $132
Oct 13 - Oct 14
Total with taxes and fees
Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter

Beds on Clouds

3.0 star property
7.4 out of 10, Good, (67)
"Great spot for a weekend getaway"
$183 nightly
The price is $197
Oct 13 - Oct 14
Total with taxes and fees
Beds on Clouds

TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores

9.0 out of 10, Wonderful, (51)
"Great communication with host Nice spacious clean apartment. Good location "
$183 nightly
The price is $198
Nov 2 - Nov 3
Total with taxes and fees
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores

Mountainside by Windham Mountain Club

3.0 star property
$1,320 nightly
The price is $1,426
Nov 7 - Nov 8
Total with taxes and fees
Mountainside by Windham Mountain Club

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."
$2,965 nightly
The price is $3,202
Oct 21 - Oct 22
Total with taxes and fees
Spacious Cabin near Hunter & Windham Mountains - 5-25-minute drive - 6 Bedrooms

Ski retreat near Hunter and Windham. Mountain views! Family and pet friendly!

9.2 out of 10, Wonderful, (5)
"Great place to stay very accommodating more than expected "
$358 nightly
The price is $386
Oct 20 - Oct 21
Total with taxes and fees
Ski retreat near Hunter and Windham. Mountain views! Family and pet friendly!

LUXURY SUITE WITH 2 FULL BEDS

$145 nightly
The price is $164
Oct 14 - Oct 15
Total with taxes and fees
LUXURY SUITE WITH 2 FULL BEDS

Lux Chalet-Ski View. 2 Fireplaces. Pool. Hot Tub. Sauna. Pizza Oven

10.0 out of 10, Exceptional, (2)
"Great for two families. The main room is awesome to hang out in. The house is clean, and the owner super helpful."
$1,381 nightly
The price is $1,491
Oct 14 - Oct 15
Total with taxes and fees
Lux Chalet-Ski View. 2 Fireplaces. Pool. Hot Tub. Sauna. Pizza Oven

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."
$452 nightly
The price is $488
Oct 28 - Oct 29
Total with taxes and fees
2 Min Walk to Windham Town | Hot Tub | Fire Pit

Unwind Windham, Chalet

$629 nightly
The price is $635
Oct 14 - Oct 15
Total with taxes and fees
Unwind Windham, Chalet

NEW OUTDOOR HOT TUB! 1-Bedroom Luxury Suite + Full Kitch - Haus Windham

7.6 out of 10, Good, (5)
"Excellent accommodations, close to everything you could need. My wife and I had a perfect evening "
$203 nightly
The price is $231
Nov 3 - Nov 4
Total with taxes and fees
NEW OUTDOOR HOT TUB! 1-Bedroom Luxury Suite + Full Kitch - Haus 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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Top Windham Hotel Reviews

Find out more about Windham

Windham Resorts information

Number of reviews
1,835
Accommodation
0 Resorts
Lowest Price
$120
Highest Price
$3,202

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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