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
Nov 6 - Nov 8
In two weeks
Nov 13 - Nov 15
In one month
Nov 27 - Nov 29
In two months
Dec 25 - Dec 27
No exact matches found, but these alternatives could be just right

Recommended hotels in Windham

A log cabin with a deck, outdoor seating, and a view of a forest.

1. Hotel Vienna

Hotel Vienna
3.0 star property
Windham
9.4 out of 10, Exceptional, (899 reviews)
"Clean room and helpful staff, good location."
United States
Hongtao
The price is ￥17,737
￥21,881 total
includes taxes & fees
Nov 4 - Nov 5
Hotel Vienna
A large, white, multi-story building with a central courtyard, surrounded by lush greenery and a hilly landscape.

2. Wylder Hotel Windham

Wylder Hotel Windham
3.5 star property
Windham
9.0 out of 10, Wonderful, (134 reviews)
"Loved our stay, will go anytime for a little weekend getaway from nyc!"
United States
Yassaman Modarres
The price is ￥22,578
￥32,273 total
includes taxes & fees
Oct 31 - Nov 1
Wylder Hotel Windham
A rustic cabin with a stone foundation, a wooden roof, and a small porch.

3. Jimmy OConnors Windham Mountain Inn

Jimmy OConnors Windham Mountain Inn
Windham
9.2 out of 10, Wonderful, (10 reviews)
"We had a wedding in the area and this place was perfect for our needs. There’s a bar to the front of the property, which was fun to hang out and play pool. The beds were comfortable and the rooms were clean."
United States
Robin
The price is ￥22,112
￥23,880 total
includes taxes & fees
Nov 24 - Nov 25
Jimmy OConnors Windham Mountain Inn
A two-story building with a balcony, surrounded by well-maintained lawns and trees.

4. The Winwood Condominiums

The Winwood Condominiums
3.0 star property
Windham
8.8 out of 10, Excellent, (372 reviews)
"Loved it - cozy room, convenient location, beautiful view, and even breakfast offered :)"
United States
Zihe
The price is ￥26,645
￥28,777 total
includes taxes & fees
Nov 4 - Nov 5
The Winwood Condominiums
A wooden cabin with a triangular roof, a wooden door, and a bench outside.

5. Eastwind Windham

Eastwind Windham
3.5 star property
Windham
9.2 out of 10, Wonderful, (122 reviews)
"Loved the stay here as well as the friendly staff. Jamie who had helped us check in was very friendly, helpful and made us feel welcome. Location was very dog friendly. Our room was very clean, quiet and had a beautiful scene of nature. Nice place to choose for a quiet get away stay."
United States
Danica
The price is ￥34,325
￥41,677 total
includes taxes & fees
Nov 19 - Nov 20
Eastwind Windham
A two-story building with large windows and a storefront.

6. 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 ￥11,825
￥21,285 total
includes taxes & fees
Nov 5 - Nov 6
Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter
A large, two-story house with multiple porches and string lights.

7. Albergo Allegria Hotel

Albergo Allegria Hotel
3.5 star property
Windham
9.6 out of 10, Exceptional, (289 reviews)
"Amazing hotel, very clean and comfortable beds."
United States
Roy
The price is ￥27,393
￥29,584 total
includes taxes & fees
Nov 2 - Nov 3
Albergo Allegria Hotel
A two-story house with a stone chimney, a porch with flower boxes, and a well-maintained lawn.

8. Cave Mountain Motel

Cave Mountain Motel
2.5 star property
Windham
9.4 out of 10, Exceptional, (151 reviews)
"the rooms were spotless. the owners were great. Had a wonderful stay"
United States
Nancy
The price is ￥21,915
￥23,668 total
includes taxes & fees
Nov 2 - Nov 3
Cave Mountain Motel
A large, multi-story house with a wrap-around porch and a small tower-like structure on the roof.

9. Antique Rose Inn Windham

Antique Rose Inn Windham
3.0 star property
Windham
9.0 out of 10, Wonderful, (138 reviews)
"A fantastic stay!"
United States
David
The price is ￥21,284
￥22,987 total
includes taxes & fees
Nov 5 - Nov 6
Antique Rose Inn Windham
A bedroom with a large window, a bed, and a view of a forest.

10. The Haüs Windham

The Haüs Windham
2.0 star property
Windham
8.0 out of 10, Very good, (40 reviews)
"Easy check in, nice layout of the apt, comfortable bed, nice to have a kitchen. Nearby lots of restaurants and mountain access. "
United States
Erica
The price is ￥26,582
￥52,372 total
includes taxes & fees
Nov 4 - Nov 5
The Haüs Windham
A two-story building with large windows and a storefront.

11. 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, (66 reviews)
"The pictures are not accurate. The two full and one twin bed are in one room upstairs, they are not separated as pictures would lead you to believe. Then three twins are in the living room with the couch, next to the dining room table and kitchen. The unit was dusty and not swept clean. There were dead bugs on the floor and party poppers from previous guest. I have never experienced something like this with Expedia, this was a zero star experience honestly."
United States
April
The price is ￥17,343
￥30,990 total
includes taxes & fees
Nov 5 - Nov 6
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
A hot tub on a wooden deck with a view of a forest and mountains.

12. 1 Bedroom Luxury Suite + Full Kitchen | Haus Windham

1 Bedroom Luxury Suite + Full Kitchen | 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 ￥23,855
￥30,721 total
includes taxes & fees
Nov 4 - Nov 5
1 Bedroom Luxury Suite + Full Kitchen | Haus Windham
A dining area with a wooden table, six chairs, a chandelier, and a wall-mounted shelf.

13. 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 ￥28,694
￥84,796 total
includes taxes & fees
Nov 10 - Nov 11
2 Min Walk to Windham Town | Hot Tub | Fire Pit
A spacious living area with a wooden dining table, a sofa, a fireplace, and a view of the outdoors.

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

Windham Mountain Slope-Side Escape w/ Private Hot Tub| Pets Welcome
Windham
9.0 out of 10, Wonderful, (9 reviews)
"What a great stay. I rented the space with my teenage son and dog. The place was very clean and spacious. All questions were answered in a timely fashion. We will definitely be back."
United States
Natasha M.
The price is ￥34,236
￥86,900 total
includes taxes & fees
Nov 1 - Nov 2
Windham Mountain Slope-Side Escape w/ Private Hot Tub| Pets Welcome
A two-story cabin with a balcony and a chimney, surrounded by a snowy forest.

15. 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 ￥30,428
￥85,647 total
includes taxes & fees
Nov 5 - Nov 6
Pines Vignette • Modern 3BR Home in Windham
A large, two-story house with a stone facade, a wooden deck, and a clear sky.

16. Large Chalet w/ Hot Tub, Fire Pit & 2 Living Rooms + Mins to Town & WMC

Large Chalet w/ Hot Tub, Fire Pit & 2 Living Rooms + Mins to Town & WMC
Windham
10.0 out of 10, Exceptional, (1 review)
"My stay was very short but we maximized our time by enjoying the properties endless offerings. Lots of things to do and board games were available. Plenty of room and beds every one. View from jacuzzi was phenomenal to see the stars at night. I’d recommend definitely and will revisit during winter"
United States
Lobid C.
The price is ￥31,344
￥116,774 total
includes taxes & fees
Nov 16 - Nov 17
Large Chalet w/ Hot Tub, Fire Pit & 2 Living Rooms + Mins to Town & WMC
A cozy living room with wooden walls, a stone fireplace, and a television.

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 ￥62,193
￥105,337 total
includes taxes & fees
Nov 3 - Nov 4
Beautiful Windham Chalet 2 minutes to Town and the Mountain
A modern bedroom with a large bed, a dining table, and a view of a forest through large windows.

18. Mirror Cabin in the Forest | Haus Windham

Mirror Cabin in the Forest | Haus Windham
Windham
7.6 out of 10, Good, (5 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 ￥46,384
￥59,586 total
includes taxes & fees
Nov 17 - Nov 18
Mirror Cabin in the Forest | Haus Windham
A modern living room with a sectional sofa, a coffee table, and a TV.

19. 5 Bedroom/3 Bath Chalet | Haus Windham

5 Bedroom/3 Bath Chalet | Haus Windham
Windham
The price is ￥55,015
￥97,536 total
includes taxes & fees
Nov 3 - Nov 4
5 Bedroom/3 Bath Chalet | Haus Windham
An outdoor patio area with a pergola, seating, and a barbecue grill.

20. Tiny House on Walnut Grove

Tiny House on Walnut Grove
Ashland
4.0 out of 10, (2 reviews)
"Many problems with this listing, first the fire alarm was low on battery, I had to physically climb to reach the smoke detector to detach and remove the battery, a sharp beeping noise went off every 90 seconds and we wouldn’t have been able to sleep without stopping it. There were no spare batteries to change. There were spiders everywhere. My friend used the shower and saw 11 of them moving around the ceiling. They were in the main bed and on the counter and sink as well. The tenant was nice...
United States
Trevor C.
The price is ￥31,926
￥68,194 total
includes taxes & fees
Nov 5 - Nov 6
Tiny House on Walnut Grove
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

Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

10/10 Excellent
"Wish they had better choice of drinks and snacks very limited"
Daniel 3-night trip
Posted less than an hour ago
Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

Find out more about Windham

Windham Resorts information

Number of reviews
2,291
Accommodation
0 Resorts
Lowest Price
￥21,285
Highest Price
￥116,774

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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