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

Best Resorts in Windham

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Check prices for these dates

Next weekend
Aug 14 - Aug 16
In two weeks
Aug 21 - Aug 23
In one month
Sep 4 - Sep 6
In two months
Oct 2 - Oct 4
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, (837 reviews)
"The property was super clean , friendly staff and great amenities! Can wait to get back there ."
United States
Laszlo
$160 nightly
The price is $172
Aug 10 - Aug 11
Total with taxes and fees
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
$135 nightly
The price is $146
Aug 18 - Aug 19
Total with taxes and fees
Jimmy OConnors Windham Mountain Inn
Exterior

3. The Winwood Condominiums

The Winwood Condominiums
3.0 star property
Windham
8.8 out of 10, Excellent, (359 reviews)
"It was so comfortable to stay there, we skied and was the perfect place to stay for a couple nights. "
United States
Nicoletta
$167 nightly
The price is $180
Aug 11 - Aug 12
Total with taxes and fees
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
$228 nightly
The price is $246
Aug 9 - Aug 10
Total with taxes and fees
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
$139 nightly
The price is $150
Aug 9 - Aug 10
Total with taxes and fees
Cave Mountain Motel
Exterior

6. Wylder Hotel Windham

Wylder Hotel Windham
3.5 star property
Windham
8.8 out of 10, Excellent, (112 reviews)
"It’s our favorite place, third summer we have been here. It’s heavenly!!"
United States
Linda
$303 nightly
The price is $327
Aug 12 - Aug 13
Total with taxes and fees
Wylder Hotel 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
$174 nightly
The price is $188
Aug 9 - Aug 10
Total with taxes and fees
Albergo Allegria Hotel
Front of property

8. 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
$135 nightly
The price is $146
Aug 10 - Aug 11
Total with taxes and fees
Antique Rose Inn 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.
$136 nightly
The price is $146
Aug 9 - Aug 10
Total with taxes and fees
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
$194 nightly
The price is $210
Aug 31 - Sep 1
Total with taxes and fees
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.
$203 nightly
The price is $219
Aug 9 - Aug 10
Total with taxes and fees
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
Smart TV, fireplace

12. 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.
$191 nightly
The price is $217
Aug 17 - Aug 18
Total with taxes and fees
King Suite · Full Kitchen · Fireplace · Private Deck · Sleeps 4
Exterior

13. 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
$529 nightly
The price is $572
Sep 2 - Sep 3
Total with taxes and fees
Hot Tub, Fire pit, Fireplace - Large Chalet Just Minutes to Town + WMC
In-room safe, bed sheets

14. 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.
$272 nightly
The price is $309
Sep 1 - Sep 2
Total with taxes and fees
Iconic Glass Mirror Cabin · Forest View · Private Fire Pit · Catskills Hideaway
Exterior

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.
$492 nightly
The price is $531
Sep 2 - Sep 3
Total with taxes and fees
Pines Vignette • Modern 3BR Home in Windham
Dining

16. 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.
$533 nightly
The price is $576
Aug 12 - Aug 13
Total with taxes and fees
2 Min Walk to Windham Town | Hot Tub | Fire Pit
TV, fireplace

17. 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.
$563 nightly
The price is $608
Aug 10 - Aug 11
Total with taxes and fees
Windham Mountain Slope-Side Escape w/ Private Hot Tub| Pets Welcome
Outdoor dining

18. 'The Mountain House:' Windham Retreat w/ Hot Tub!

'The Mountain House:' Windham Retreat w/ Hot Tub!
Windham
10.0 out of 10, Exceptional, (36 reviews)
"Great stay Very comfortable "
United States
Teresa G.
$747 nightly
The price is $807
Aug 23 - Aug 24
Total with taxes and fees
'The Mountain House:' Windham Retreat w/ Hot Tub!
Smart TV, fireplace

19. 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.
$626 nightly
The price is $676
Aug 9 - Aug 10
Total with taxes and fees
Condo in Windham Mountain Village
House (4 Bedrooms) | Interior

20. 'the Mountain House:' Windham Retreat w/ Hot Tub!

'the Mountain House:' Windham Retreat w/ Hot Tub!
3.0 star property
Windham
$732 nightly
The price is $790
Aug 23 - Aug 24
Total with taxes and fees
'the Mountain House:' Windham Retreat w/ Hot Tub!
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

Spark by Hilton West Coxsackie

Spark by Hilton West Coxsackie

10/10 Excellent
"All staff was friendly and very helpful."
Carolyn 1-night trip
Posted 6 hours ago
Spark by Hilton West Coxsackie

Find out more about Windham

Windham Resorts information

Number of reviews
1,799
Accommodation
0 Resorts
Lowest Price
$146
Highest Price
$807

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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