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Recommended hotels in Windham

1. Hotel Vienna
Hotel ViennaWindham
9.4 out of 10, Exceptional, (907 reviews)
The price is CA $158
CA $195 total
includes taxes & fees
Nov 15 - Nov 16

2. The Winwood Condominiums
The Winwood CondominiumsWindham
8.8 out of 10, Excellent, (376 reviews)
The price is CA $237
CA $256 total
includes taxes & fees
Nov 8 - Nov 9

3. Albergo Allegria Hotel
Albergo Allegria HotelWindham
9.6 out of 10, Exceptional, (289 reviews)
The price is CA $244
CA $263 total
includes taxes & fees
Nov 8 - Nov 9

4. Jimmy OConnors Windham Mountain Inn
Jimmy OConnors Windham Mountain InnWindham
9.2 out of 10, Wonderful, (10 reviews)
The price is CA $208
CA $225 total
includes taxes & fees
Nov 12 - Nov 13

5. Wylder Hotel Windham
Wylder Hotel WindhamWindham
9.0 out of 10, Wonderful, (136 reviews)
The price is CA $305
CA $399 total
includes taxes & fees
Nov 29 - Nov 30

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 HunterWindham
9.2 out of 10, Wonderful, (46 reviews)
The price is CA $95
CA $166 total
includes taxes & fees
Nov 8 - Nov 9

7. Cave Mountain Motel
Cave Mountain MotelWindham
9.4 out of 10, Exceptional, (152 reviews)
The price is CA $195
CA $210 total
includes taxes & fees
Nov 9 - Nov 10

8. Eastwind Windham
Eastwind WindhamWindham
9.2 out of 10, Wonderful, (122 reviews)
The price is CA $324
CA $391 total
includes taxes & fees
Nov 15 - Nov 16

9. Antique Rose Inn Windham
Antique Rose Inn WindhamWindham
9.0 out of 10, Wonderful, (138 reviews)
The price is CA $189
CA $204 total
includes taxes & fees
Nov 12 - Nov 13

10. The Haüs Windham
The Haüs WindhamWindham
8.0 out of 10, Very good, (40 reviews)
The price is CA $204
CA $431 total
includes taxes & fees
Nov 9 - Nov 10

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 storesWindham
8.8 out of 10, Excellent, (66 reviews)
The price is CA $154
CA $260 total
includes taxes & fees
Nov 9 - Nov 10

12. 1BR Suite with Full Kitchen and Fireplace, 3 Min to Windham Mountain
1BR Suite with Full Kitchen and Fireplace, 3 Min to Windham MountainWindham
7.6 out of 10, Good, (5 reviews)
The price is CA $208
CA $258 total
includes taxes & fees
Nov 9 - Nov 10

13. 2 Min Walk to Windham Town | Hot Tub | Fire Pit
2 Min Walk to Windham Town | Hot Tub | Fire PitWindham
10.0 out of 10, Exceptional, (3 reviews)
The price is CA $255
CA $718 total
includes taxes & fees
Nov 11 - Nov 12

14. Pines Vignette • Modern 3BR Home in Windham
Pines Vignette • Modern 3BR Home in WindhamWindham
10.0 out of 10, Exceptional, (2 reviews)
The price is CA $271
CA $722 total
includes taxes & fees
Nov 8 - Nov 9

15. Windham Mountain Slope-Side Escape w/ Private Hot Tub| Pets Welcome
Windham Mountain Slope-Side Escape w/ Private Hot Tub| Pets WelcomeWindham
9.0 out of 10, Wonderful, (9 reviews)
The price is CA $242
CA $686 total
includes taxes & fees
Nov 9 - Nov 10

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 & WMCWindham
10.0 out of 10, Exceptional, (1 review)
The price is CA $301
CA $1,017 total
includes taxes & fees
Nov 8 - Nov 9

17. Beautiful Windham Chalet 2 minutes to Town and the Mountain
Beautiful Windham Chalet 2 minutes to Town and the MountainWindham
10.0 out of 10, Exceptional, (3 reviews)
The price is CA $564
CA $901 total
includes taxes & fees
Nov 17 - Nov 18

18. Secluded Glass Cabin for Two with Fire Pit and Sauna near Windham Mountain
Secluded Glass Cabin for Two with Fire Pit and Sauna near Windham MountainWindham
7.8 out of 10, Good, (6 reviews)
The price is CA $356
CA $429 total
includes taxes & fees
Nov 12 - Nov 13

19. Tiny House on Walnut Grove
Tiny House on Walnut GroveAshland
4.0 out of 10, (2 reviews)
The price is CA $284
CA $575 total
includes taxes & fees
Nov 8 - Nov 9

20. 5BR Chalet Sleeps 12 with Jacuzzi, Sauna and Gym, 3 Min to Windham Mtn
5BR Chalet Sleeps 12 with Jacuzzi, Sauna and Gym, 3 Min to Windham MtnWindham
The price is CA $510
CA $859 total
includes taxes & fees
Nov 10 - Nov 11
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.
Learn more about Windham
Nestled in the Catskills, this mountain town transforms from a powdery ski paradise to a lush hiking haven with seasons. Visit Windham Mountain for thrilling slopes in winter or explore the scenic Rail Trail when summer's wildflowers frame perfect mountain views.






















































































