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Recommended hotels in Windham

1. Hotel Vienna
Hotel ViennaWindham
9.4 out of 10, Exceptional, (908 reviews)
The price is CA $159
CA $196 total
includes taxes & fees
Nov 15 - Nov 16

2. The Winwood Condominiums
The Winwood CondominiumsWindham
8.8 out of 10, Excellent, (377 reviews)
The price is CA $239
CA $258 total
includes taxes & fees
Nov 9 - Nov 10

3. Albergo Allegria Hotel
Albergo Allegria HotelWindham
9.6 out of 10, Exceptional, (289 reviews)
The price is CA $245
CA $265 total
includes taxes & fees
Nov 9 - Nov 10

4. Jimmy OConnors Windham Mountain Inn
Jimmy OConnors Windham Mountain InnWindham
9.2 out of 10, Wonderful, (10 reviews)
The price is CA $205
CA $222 total
includes taxes & fees
Nov 15 - Nov 16

5. Wylder Hotel Windham
Wylder Hotel WindhamWindham
9.0 out of 10, Wonderful, (136 reviews)
The price is CA $307
CA $402 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 $167 total
includes taxes & fees
Nov 9 - Nov 10

7. Cave Mountain Motel
Cave Mountain MotelWindham
9.4 out of 10, Exceptional, (152 reviews)
The price is CA $196
CA $212 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 $326
CA $394 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 $191
CA $206 total
includes taxes & fees
Nov 11 - Nov 12

10. The Haüs Windham
The Haüs WindhamWindham
8.0 out of 10, Very good, (40 reviews)
The price is CA $206
CA $434 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 $155
CA $262 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 $210
CA $260 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 $257
CA $723 total
includes taxes & fees
Nov 9 - Nov 10

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 $273
CA $728 total
includes taxes & fees
Nov 9 - Nov 10

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 $225
CA $668 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 $303
CA $1,031 total
includes taxes & fees
Nov 9 - Nov 10

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 $556
CA $893 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 $309
CA $372 total
includes taxes & fees
Nov 10 - Nov 11

19. Tiny House on Walnut Grove
Tiny House on Walnut GroveAshland
4.0 out of 10, (2 reviews)
The price is CA $286
CA $579 total
includes taxes & fees
Nov 9 - Nov 10

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 $514
CA $866 total
includes taxes & fees
Nov 9 - Nov 10
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.






















































































