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
Oct 30 - Nov 1
In two weeks
Nov 6 - Nov 8
In one month
Nov 20 - Nov 22
In two months
Dec 18 - Dec 20
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, (894 reviews)
"Clean room and helpful staff, good location."
United States
Hongtao
The price is CA $163
CA $200 total
includes taxes & fees
Nov 8 - Nov 9
Hotel Vienna
A rustic stone building with a sign for Windham Mountain Inn, surrounded by autumn foliage.

2. 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 CA $188
CA $203 total
includes taxes & fees
Oct 25 - Oct 26
Jimmy OConnors Windham Mountain Inn
A two-story building with a balcony, surrounded by well-maintained lawns and trees.

3. The Winwood Condominiums

The Winwood Condominiums
3.0 star property
Windham
8.8 out of 10, Excellent, (370 reviews)
"Loved it - cozy room, convenient location, beautiful view, and even breakfast offered :)"
United States
Zihe
The price is CA $237
CA $256 total
includes taxes & fees
Nov 1 - Nov 2
The Winwood Condominiums
A large, white, multi-story building with a central courtyard, surrounded by lush greenery and a hilly landscape.

4. Wylder Hotel Windham

Wylder Hotel Windham
3.5 star property
Windham
8.8 out of 10, Excellent, (133 reviews)
"Loved our stay, will go anytime for a little weekend getaway from nyc!"
United States
Yassaman Modarres
The price is CA $214
CA $301 total
includes taxes & fees
Oct 30 - Oct 31
Wylder Hotel Windham
A two-story house with a wrap-around porch, a steeply pitched roof, and a small tower-like structure on the roof.

5. 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 CA $190
CA $205 total
includes taxes & fees
Oct 26 - Oct 27
Antique Rose Inn Windham
A large, two-story house with multiple porches and string lights.

6. 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 CA $244
CA $264 total
includes taxes & fees
Oct 25 - Oct 26
Albergo Allegria Hotel
A cozy wooden interior with a sofa, coffee table, and a view of a deck and greenery outside.

7. 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 CA $314
CA $381 total
includes taxes & fees
Nov 15 - Nov 16
Eastwind Windham
A motel with a covered porch, neatly arranged lounge chairs, and a well-maintained garden with yellow flowers.

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 CA $195
CA $211 total
includes taxes & fees
Nov 1 - Nov 2
Cave Mountain Motel
A two-story building with large windows and a storefront.

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 $105
CA $190 total
includes taxes & fees
Nov 1 - Nov 2
Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter
A wooden cabin with a door, surrounded by greenery and a stone pathway.

10. The Haüs Windham

The Haüs Windham
2.0 star property
Windham
8.0 out of 10, Very good, (39 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 CA $253
CA $484 total
includes taxes & fees
Nov 3 - Nov 4
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, (65 reviews)
"Very nice hosts! Will come back again. Thanks very much!!"
United States
juneid a.
The price is CA $155
CA $275 total
includes taxes & fees
Nov 2 - Nov 3
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
A modern bathroom with a large mirror, dual sinks, a toilet, and a shower area.

12. 1BR Suite with Full Kitchen and Fireplace, 3 Min to Windham Mtn

1BR Suite with Full Kitchen and Fireplace, 3 Min to Windham Mtn
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 $227
CA $292 total
includes taxes & fees
Nov 3 - Nov 4
1BR Suite with Full Kitchen and Fireplace, 3 Min to Windham Mtn
A modern building with large windows, a covered outdoor area with seating, and a pool.

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

Windham Mountain Slope-Side Escape w/ Private Hot Tub| Pets Welcome
Windham
9.0 out of 10, Wonderful, (9 reviews)
"We loved ,.. place was very clean and organized "
United States
Cristina L.
The price is CA $250
CA $707 total
includes taxes & fees
Nov 3 - Nov 4
Windham Mountain Slope-Side Escape w/ Private Hot Tub| Pets Welcome
A single-story house with a front porch, a chimney, and a small front yard with two trimmed bushes and a stone pathway leading to the door.

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 $281
CA $768 total
includes taxes & fees
Oct 26 - Oct 27
2 Min Walk to Windham Town | Hot Tub | Fire Pit
A cabin in a snowy forest with a snow-covered ground and tall trees.

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 CA $258
CA $733 total
includes taxes & fees
Oct 26 - Oct 27
Pines Vignette • Modern 3BR Home in Windham
A modern bedroom with a large bed, a dining table, and a view of a forest through large windows.

16. Secluded Glass Cabin in the Woods, 3 Minutes to Windham Mountain

Secluded Glass Cabin in the Woods, 3 Minutes to Windham Mountain
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 CA $294
CA $380 total
includes taxes & fees
Oct 28 - Oct 29
Secluded Glass Cabin in the Woods, 3 Minutes to Windham Mountain
A large, two-story house with a stone facade, a wooden deck, and a clear sky.

17. 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 CA $279
CA $1,050 total
includes taxes & fees
Oct 25 - Oct 26
Large Chalet w/ Hot Tub, Fire Pit & 2 Living Rooms + Mins to Town & WMC
A snowy landscape with a wooden deck and a house in the background.

18. 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 $550
CA $935 total
includes taxes & fees
Nov 1 - Nov 2
Beautiful Windham Chalet 2 minutes to Town and the Mountain
A two-story house with a stone chimney, wooden balconies, and a stone facade.

19. Luxury Windham Escape w/ Hot Tub, Views & Walk to Mountain

Luxury Windham Escape w/ Hot Tub, Views & Walk to Mountain
Windham
The price is CA $654
CA $1,457 total
includes taxes & fees
Nov 9 - Nov 10
Luxury Windham Escape w/ Hot Tub, Views & Walk to Mountain
A two-story house with a porch, a garage, and a driveway.

20. Private 5BR Chalet Sleeping 12 with Fire Pit near Windham Mtn

Private 5BR Chalet Sleeping 12 with Fire Pit near Windham Mtn
Windham
The price is CA $490
CA $877 total
includes taxes & fees
Oct 26 - Oct 27
Private 5BR Chalet Sleeping 12 with Fire Pit near Windham Mtn
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

Hotel Vienna

Hotel Vienna

10/10 Excellent
"Good Staff"
Siva Kumar 3-night trip
Posted 1 hour ago
Hotel Vienna

Find out more about Windham

Windham Ranches information

Number of reviews
2,278
Accommodation
0 Ranches
Lowest Price
CA $190
Highest Price
CA $1,457

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