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

Windham Castle Hotels

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Check prices for these dates

Next weekend
Oct 9 - Oct 11
In two weeks
Oct 16 - Oct 18
In one month
Oct 30 - Nov 1
In two months
Nov 27 - Nov 29
No exact matches found, but these alternatives could be just right

Recommended hotels in Windham

A hotel with a wooden deck, outdoor seating, and a staircase leading to the upper level.

1. Hotel Vienna

Hotel Vienna
3.0 star property
Windham
9.4 out of 10, Exceptional, (878 reviews)
"Very nice property with very nice rooms and great staff. Would definitely recommend!"
United States
Paul
$145 nightly
The price is $157
Oct 1 - Oct 2
Total with taxes and fees
Hotel Vienna
A two-story building with a balcony, surrounded by well-maintained lawns and trees.

2. The Winwood Condominiums

The Winwood Condominiums
3.0 star property
Windham
8.8 out of 10, Excellent, (365 reviews)
"Great place for a couple."
United States
Abdul
$167 nightly
The price is $180
Oct 4 - Oct 5
Total with taxes and fees
The Winwood Condominiums
A rustic stone building with a sign for Windham Mountain Inn, surrounded by autumn foliage.

3. Jimmy OConnors Windham Mountain Inn

Jimmy OConnors Windham Mountain Inn
Windham
9.4 out of 10, Exceptional, (9 reviews)
"The staff was super friendly and helpful. Mel took great care of us at the bar and got us checked in smoothly. She was happy to help us with local shopping and events. We will definitely come back next year!!! :-)"
United States
James
$135 nightly
The price is $146
Oct 5 - Oct 6
Total with taxes and fees
Jimmy OConnors Windham Mountain Inn
A two-story house with a wrap-around porch, a steeply pitched roof, and a small tower-like structure on the roof.

4. Antique Rose Inn Windham

Antique Rose Inn Windham
3.0 star property
Windham
9.0 out of 10, Wonderful, (137 reviews)
"A fantastic stay!"
United States
David
$135 nightly
The price is $146
Oct 5 - Oct 6
Total with taxes and fees
Antique Rose Inn Windham
A large, two-story house with multiple porches and string lights.

5. Albergo Allegria Hotel

Albergo Allegria Hotel
3.5 star property
Windham
9.6 out of 10, Exceptional, (288 reviews)
"Amazing hotel, very clean and comfortable beds."
United States
Roy
$174 nightly
The price is $188
Oct 1 - Oct 2
Total with taxes and fees
Albergo Allegria Hotel
A modern cabin in a snowy forest.

6. Eastwind Windham

Eastwind Windham
3.5 star property
Windham
9.2 out of 10, Wonderful, (120 reviews)
"The cabin was adorable, everything at Dandies was delicious and Jamie was extremely helpful"
United States
Sharon
$319 nightly
The price is $344
Oct 1 - Oct 2
Total with taxes and fees
Eastwind Windham
A large, white, multi-story building with a central courtyard, surrounded by lush greenery and a hilly landscape.

7. Wylder Hotel Windham

Wylder Hotel Windham
3.5 star property
Windham
8.8 out of 10, Excellent, (128 reviews)
"Wonderful stay"
United States
Yousung
$361 nightly
The price is $390
Oct 29 - Oct 30
Total with taxes and fees
Wylder Hotel Windham
A two-story building with large windows and a storefront.

8. 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.
$140 nightly
The price is $151
Oct 4 - Oct 5
Total with taxes and fees
Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter
A two-story building with large windows and a storefront.

9. 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, (64 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
$238 nightly
The price is $257
Oct 5 - Oct 6
Total with taxes and fees
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
A modern bathroom with a glass shower enclosure, a wooden wall, a large mirror, and a black sink.

10. Presidential Duplex with Jacuzzi, Steam Shower and Private Terrace

Presidential Duplex with Jacuzzi, Steam Shower and Private Terrace
Windham
$247 nightly
The price is $282
Oct 1 - Oct 2
Total with taxes and fees
Presidential Duplex with Jacuzzi, Steam Shower and Private Terrace
A large, multi-story wooden house with a snow-covered roof and several lit windows, surrounded by bare trees and snow.

11. The Haüs Windham

The Haüs Windham
2.0 star property
Windham
7.8 out of 10, Good, (35 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
$349 nightly
The price is $377
Oct 14 - Oct 15
Total with taxes and fees
The Haüs Windham
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.

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.
$521 nightly
The price is $563
Oct 27 - Oct 28
Total with taxes and fees
2 Min Walk to Windham Town | Hot Tub | Fire Pit
A modern bedroom with a large bed, a dining table, and a view of a forest through large windows.

13. 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.
$236 nightly
The price is $268
Oct 1 - Oct 2
Total with taxes and fees
Secluded Glass Cabin in the Woods, 3 Minutes to Windham Mountain
A residential area with houses, a snow-covered driveway, and a clear sky.

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

Windham Mountain Slope-Side Escape w/ Private Hot Tub| Pets Welcome
Windham
9.6 out of 10, Exceptional, (8 reviews)
"We loved ,.. place was very clean and organized "
United States
Cristina L.
$488 nightly
The price is $527
Oct 6 - Oct 7
Total with taxes and fees
Windham Mountain Slope-Side Escape w/ Private Hot Tub| Pets Welcome
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.
$496 nightly
The price is $536
Oct 1 - Oct 2
Total with taxes and fees
Pines Vignette • Modern 3BR Home in Windham
A modern two-story building with a blue door and large windows.

16. 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.
$606 nightly
The price is $654
Oct 1 - Oct 2
Total with taxes and fees
Charming 2-bedroom townhome in lovely Windham Mountain Village. Walk to skiing.
A two-story house with a porch, a garage, and a driveway.

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

Private 5BR Chalet Sleeping 12 with Fire Pit near Windham Mtn
Windham
$563 nightly
The price is $619
Oct 26 - Oct 27
Total with taxes and fees
Private 5BR Chalet Sleeping 12 with Fire Pit near Windham Mtn
A modern house with a large pond, a grassy area, and a clear sky.

18. 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.
$733 nightly
The price is $792
Oct 1 - Oct 2
Total with taxes and fees
Condo in Windham Mountain Village
A two-story house with a wooden deck and a chimney.

19. 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.
$624 nightly
The price is $673
Oct 6 - Oct 7
Total with taxes and fees
Beautiful Windham Chalet 2 minutes to Town and the Mountain
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

8/10 Good
"The continental breakfast was typical. The coffee was fantastic though - freshly ground beans and brewed by the cup. The shower water pressure and temperature were average at best. Beautiful view if your room is on the back side of the building. Easy to locate and park."
Deborah 2-night trip
Posted 1 day ago
Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

Find out more about Windham

Windham Castles information

Number of reviews
1,399
Accommodation
0 Castles
Lowest Price
$146
Highest Price
$792

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