A winding road through a forest with autumn foliage, a rocky cliff on the right, and a mountain in the background.

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Check prices for these dates

Next weekend
Sep 11 - Sep 13
In two weeks
Sep 18 - Sep 20
In one month
Oct 2 - Oct 4
In two months
Oct 30 - Nov 1
No exact matches found, but these alternatives could be just right

Recommended hotels in Windham

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1. Hotel Vienna

Hotel Vienna
3.0 star property
Windham
9.4 out of 10, Exceptional, (859 reviews)
"Clean, comfortable, spacious rooms with good service. Nice place to stay while in the area."
United States
Jerrold
The price is CA $156
CA $192 total
includes taxes & fees
Sep 2 - Sep 3
Hotel Vienna
Double Room, Mountain View | Exterior

2. Jimmy OConnors Windham Mountain Inn

Jimmy OConnors Windham Mountain Inn
Windham
8.6 out of 10, Excellent, (4 reviews)
"What a gem of a property! The brother and sister that own and operate this place are so sweet and hospitable, and the bar and motel are quaint and charming in a cozy, woodsy way. If I’m ever in the area I would absolutely stay here again."
United States
Amy
The price is CA $195
CA $211 total
includes taxes & fees
Sep 22 - Sep 23
Jimmy OConnors Windham Mountain Inn
Exterior

3. The Winwood Condominiums

The Winwood Condominiums
3.0 star property
Windham
8.8 out of 10, Excellent, (363 reviews)
"Great place for a couple."
United States
Abdul
The price is CA $207
CA $223 total
includes taxes & fees
Sep 8 - Sep 9
The Winwood Condominiums
Front of property

4. Antique Rose Inn Windham

Antique Rose Inn Windham
3.0 star property
Windham
9.0 out of 10, Wonderful, (136 reviews)
"A fantastic stay!"
United States
David
The price is CA $187
CA $202 total
includes taxes & fees
Sep 8 - Sep 9
Antique Rose Inn Windham
Interior

5. The Haüs Windham

The Haüs Windham
2.0 star property
Windham
7.8 out of 10, Good, (34 reviews)
"Firstly I would like to say communication with the staff is extremely difficult. Constantly having to call multiple times to get to someone. For example, the code given for room wasn’t correct and communication took forever. There was no toiletries whatsoever and since communication was so hard it forced us to buy our own paper towels, towels, rags, etc. The property was nice but it was clear no housekeeping had been in there before we came. The nature was probably the only thing that made up...
United States
Raven Jane
The price is CA $129
CA $460 total
includes taxes & fees
Sep 2 - Sep 3
The Haüs Windham
Exterior

6. Albergo Allegria Hotel

Albergo Allegria Hotel
3.5 star property
Windham
9.6 out of 10, Exceptional, (285 reviews)
"Amazing hotel, very clean and comfortable beds."
United States
Roy
The price is CA $205
CA $221 total
includes taxes & fees
Sep 2 - Sep 3
Albergo Allegria Hotel
Lushna Cabin

7. Eastwind Windham

Eastwind Windham
3.5 star property
Windham
9.2 out of 10, Wonderful, (116 reviews)
"The staff was friendly and the room was clean and comfortable. Would love to come back again!"
United States
Claire
The price is CA $348
CA $418 total
includes taxes & fees
Sep 20 - Sep 21
Eastwind Windham
Exterior

8. Wylder Hotel Windham

Wylder Hotel Windham
3.5 star property
Windham
8.8 out of 10, Excellent, (120 reviews)
"Elodie was an absolute angel!! So accommodating and helpful in everywhere. It was my second time visiting and will definitely be back again"
United States
Shardei
The price is CA $356
CA $454 total
includes taxes & fees
Sep 2 - Sep 3
Wylder Hotel Windham
Exterior

9. 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, (45 reviews)
"Perfect stay cozy and convenient "
United States
Ahmad O.
The price is CA $106
CA $189 total
includes taxes & fees
Sep 2 - Sep 3
Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter
Exterior

10. 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
9.0 out of 10, Wonderful, (63 reviews)
"Overall great experience. Very central location. Host lives in building, so is always available. They grow tomato's and cucumbers on the balcony that they invited us to "take as much as you want" My only discomfort with this place was the dust and dirty dishes. The people before us half-washed the things they used and the place seemed like it needed a pass with a vacuum cleaner. The floors were not very clean. In general, I greatly enjoyed my stay here."
United States
David
The price is CA $222
CA $356 total
includes taxes & fees
Sep 2 - Sep 3
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
Coffee/tea maker, fridge, microwave, oven

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

NEW OUTDOOR HOT TUB! 1-Bedroom Luxury Suite + Full Kitch - Haus Windham
Windham
7.6 out of 10, Good, (5 reviews)
"Excellent accommodations, close to everything you could need. My wife and I had a perfect evening "
United States
Anthony M.
The price is CA $217
CA $278 total
includes taxes & fees
Sep 2 - Sep 3
NEW OUTDOOR HOT TUB! 1-Bedroom Luxury Suite + Full Kitch - Haus Windham
Exterior

12. Hot Tub, Fire pit, Fireplace - Large Chalet Just Minutes to Town + WMC

Hot Tub, Fire pit, Fireplace - Large Chalet Just Minutes to Town + WMC
Windham
The price is CA $226
CA $789 total
includes taxes & fees
Sep 3 - Sep 4
Hot Tub, Fire pit, Fireplace - Large Chalet Just Minutes to Town + WMC
TV, fireplace

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

Windham Mountain Slope-Side Escape w/ Private Hot Tub| Pets Welcome
Windham
9.6 out of 10, Exceptional, (8 reviews)
"We loved ,.. place was very clean and organized "
United States
Cristina L.
The price is CA $284
CA $750 total
includes taxes & fees
Sep 8 - Sep 9
Windham Mountain Slope-Side Escape w/ Private Hot Tub| Pets Welcome
Dining

14. 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, (3 reviews)
"Great location, perfect layout and responsive host! Thanks for hosting - would gladly stay again. "
United States
Melissa R.
The price is CA $278
CA $760 total
includes taxes & fees
Sep 22 - Sep 23
2 Min Walk to Windham Town | Hot Tub | Fire Pit
In-room safe, bed sheets

15. MIRROR CABIN IN THE FOREST WITH HOT TUB

MIRROR CABIN IN THE FOREST WITH HOT TUB
Windham
8.0 out of 10, Very good, (4 reviews)
"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.
The price is CA $303
CA $392 total
includes taxes & fees
Sep 3 - Sep 4
MIRROR CABIN IN THE FOREST WITH HOT TUB
Exterior

16. Pines Vignette • Modern 3BR Home in Windham

Pines Vignette • Modern 3BR Home in Windham
Windham
10.0 out of 10, Exceptional, (2 reviews)
"House is cozy and has everything you need. We enjoyed our stay."
United States
William H.
The price is CA $284
CA $757 total
includes taxes & fees
Sep 2 - Sep 3
Pines Vignette • Modern 3BR Home in Windham
Smart TV, fireplace, DVD player, books

17. Beautiful Windham Chalet 2 minutes to Town and the Mountain

Beautiful Windham Chalet 2 minutes to Town and the Mountain
Windham
10.0 out of 10, Exceptional, (3 reviews)
"Very easy to check in and check out. Very excellent instructions and welcoming atmosphere. "
United States
John K.
The price is CA $557
CA $945 total
includes taxes & fees
Sep 8 - Sep 9
Beautiful Windham Chalet 2 minutes to Town and the Mountain
Indoor pool, a heated pool

18. Charming 2-bedroom townhome in lovely Windham Mountain Village. Walk to skiing.

Charming 2-bedroom townhome in lovely Windham Mountain Village. Walk to skiing.
Windham
10.0 out of 10, Exceptional, (1 review)
"Host had an amazing response time. Very easy to talk with via email. She had very clear and easy instructions on check in and check out. The place had lots of bedding, it was warm and inviting, had everything we needed. My daughter thought the “balcony” on the second floor which over looked the kitchen was cool! "
United States
Soonae S.
The price is CA $624
CA $917 total
includes taxes & fees
Sep 2 - Sep 3
Charming 2-bedroom townhome in lovely Windham Mountain Village. Walk to skiing.
Property grounds

19. NEW OUTDOOR HOT TUB!! 5 BEDROOM/3 BATH CHALET - HAUS WINDHAM

NEW OUTDOOR HOT TUB!! 5 BEDROOM/3 BATH CHALET - HAUS WINDHAM
Windham
The price is CA $484
CA $865 total
includes taxes & fees
Sep 3 - Sep 4
NEW OUTDOOR HOT TUB!! 5 BEDROOM/3 BATH CHALET - 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

Howard Johnson by Wyndham Saugerties

Howard Johnson by Wyndham Saugerties

8/10 Good
"Clean comfortable room and restaurant."
Richard 1-night trip
Posted 16 hours ago
Howard Johnson by Wyndham Saugerties

Find out more about Windham

Windham Resorts information

Number of reviews
1,025
Accommodation
0 Resorts
Lowest Price
CA $189
Highest Price
CA $945

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 Catskill State Park or Windham Vineyards and Winery.
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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