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
Aug 7 - Aug 9
In two weeks
Aug 14 - Aug 16
In one month
Aug 28 - Aug 30
In two months
Sep 25 - Sep 27
No exact matches found, but these alternatives could be just right

Recommended hotels in Windham

View from room

1. Hotel Vienna

Hotel Vienna
3.0 star property
Windham
9.4 out of 10, Exceptional, (835 reviews)
"The property was super clean , friendly staff and great amenities! Can wait to get back there ."
United States
Laszlo
The price is ￥21,250
￥25,709 total
includes taxes & fees
Aug 9 - Aug 10
Hotel Vienna
Double Room, Mountain View | Exterior

2. Jimmy OConnors Windham Mountain Inn

Jimmy OConnors Windham Mountain Inn
Windham
8.8 out of 10, Excellent, (3 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 ￥19,625
￥21,195 total
includes taxes & fees
Aug 30 - Aug 31
Jimmy OConnors Windham Mountain Inn
Exterior

3. The Winwood Condominiums

The Winwood Condominiums
3.0 star property
Windham
8.8 out of 10, Excellent, (358 reviews)
"It was so comfortable to stay there, we skied and was the perfect place to stay for a couple nights. "
United States
Nicoletta
The price is ￥26,334
￥28,441 total
includes taxes & fees
Aug 2 - Aug 3
The Winwood Condominiums
Lushna Cabin | WiFi (free), bed sheets

4. Eastwind Windham

Eastwind Windham
3.5 star property
Windham
9.2 out of 10, Wonderful, (112 reviews)
"The place is perfect for couples, very quiet and relaxing. The cabin was clean and well mantained, the property has bikes that you can use. They welcome you with a smores kit. I recommend this place a lot!"
United States
Marta
The price is ￥26,231
￥32,695 total
includes taxes & fees
Aug 12 - Aug 13
Eastwind Windham
Front of property

5. Cave Mountain Motel

Cave Mountain Motel
2.5 star property
Windham
9.4 out of 10, Exceptional, (146 reviews)
"Staff was friendly and helpful. While the property was dated, it was clean and comfortable. Would definitely stay again at this place should I return to Windham"
United States
Sarah
The price is ￥22,186
￥23,961 total
includes taxes & fees
Aug 2 - Aug 3
Cave Mountain Motel
Front of property

6. Antique Rose Inn Windham

Antique Rose Inn Windham
3.0 star property
Windham
9.0 out of 10, Wonderful, (133 reviews)
"A fantastic stay!"
United States
David
The price is ￥21,547
￥23,271 total
includes taxes & fees
Aug 12 - Aug 13
Antique Rose Inn Windham
Exterior

7. Albergo Allegria Hotel

Albergo Allegria Hotel
3.5 star property
Windham
9.6 out of 10, Exceptional, (284 reviews)
"Amazing hotel, very clean and comfortable beds."
United States
Roy
The price is ￥27,732
￥29,951 total
includes taxes & fees
Aug 6 - Aug 7
Albergo Allegria Hotel
Exterior

8. Wylder Hotel Windham

Wylder Hotel Windham
3.5 star property
Windham
8.8 out of 10, Excellent, (108 reviews)
"It’s our favorite place, third summer we have been here. It’s heavenly!!"
United States
Linda
The price is ￥34,828
￥45,595 total
includes taxes & fees
Aug 24 - Aug 25
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 ￥15,163
￥24,995 total
includes taxes & fees
Aug 2 - Aug 3
Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter
Interior

10. The Haüs Windham

The Haüs Windham
2.0 star property
Windham
7.8 out of 10, Good, (33 reviews)
"Can’t complain one bit"
United States
Christopher
The price is ￥29,966
￥32,364 total
includes taxes & fees
Aug 4 - Aug 5
The Haüs Windham
Exterior

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
9.0 out of 10, Wonderful, (62 reviews)
"Good size space in a great location. Would definitely stay here again "
United States
Michael C.
The price is ￥20,749
￥35,165 total
includes taxes & fees
Aug 3 - Aug 4
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
Dining

12. 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 ￥43,893
￥102,221 total
includes taxes & fees
Aug 4 - Aug 5
2 Min Walk to Windham Town | Hot Tub | Fire Pit
Smart TV, fireplace

13. King Suite · Full Kitchen · Fireplace · Private Deck · Sleeps 4

King Suite · Full Kitchen · Fireplace · Private Deck · Sleeps 4
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 ￥24,971
￥32,493 total
includes taxes & fees
Aug 5 - Aug 6
King Suite · Full Kitchen · Fireplace · Private Deck · Sleeps 4
Exterior

14. 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.
Pines Vignette • Modern 3BR Home in Windham
Exterior

15. 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 ￥32,580
￥99,137 total
includes taxes & fees
Aug 3 - Aug 4
Hot Tub, Fire pit, Fireplace - Large Chalet Just Minutes to Town + WMC
TV, fireplace

16. 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 ￥43,095
￥99,463 total
includes taxes & fees
Aug 4 - Aug 5
Windham Mountain Slope-Side Escape w/ Private Hot Tub| Pets Welcome
In-room safe, bed sheets

17. Iconic Glass Mirror Cabin · Forest View · Private Fire Pit · Catskills Hideaway

Iconic Glass Mirror Cabin · Forest View · Private Fire Pit · Catskills Hideaway
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 ￥34,955
￥45,453 total
includes taxes & fees
Aug 4 - Aug 5
Iconic Glass Mirror Cabin · Forest View · Private Fire Pit · Catskills Hideaway
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 ￥71,825
￥108,427 total
includes taxes & fees
Aug 5 - Aug 6
Charming 2-bedroom townhome in lovely Windham Mountain Village. Walk to skiing.
Interior

19. Modern Mountain View Chalet in Windham

Modern Mountain View Chalet in Windham
Windham
10.0 out of 10, Exceptional, (7 reviews)
"Highly recommend staying here. The house is beautiful, spacious yet cozy, very clean, and well stocked with everything you need. We really enjoyed our stay and would stay again! "
United States
Charles C.
Modern Mountain View Chalet in Windham
Smart TV, fireplace

20. Condo in Windham Mountain Village

Condo in Windham Mountain Village
Windham
10.0 out of 10, Exceptional, (16 reviews)
"Location is great"
United States
Jennifer M.
The price is ￥106,141
￥162,726 total
includes taxes & fees
Aug 2 - Aug 3
Condo in Windham Mountain Village
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

The Graham & Co.

The Graham & Co.

10/10 Excellent
"Beautiful location with the vibe of a vintage motel, but the updates and amenities of a more pampered stay. The staff were very helpful and kind, and floating in the pool after a long-day's drive was so refreshing. We definitely be staying here on future trips to the area!"
Kathleen 1-night trip
Posted 3 days ago
The Graham & Co.

Find out more about Windham

Windham Resorts information

Number of reviews
1,298
Accommodation
0 Resorts
Lowest Price
￥21,195
Highest Price
￥162,726

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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