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Go beyond your typical stay in Ashland

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Check prices for these dates
Our top choices for Ashland hotels

1. 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 10 - Nov 11

2. Hotel Vienna
Hotel ViennaWindham
9.4 out of 10, Exceptional, (910 reviews)
The price is CA $159
CA $196 total
includes taxes & fees
Nov 15 - Nov 16

3. Moore's Motel
Moore's MotelPrattsville
8.6 out of 10, Excellent, (184 reviews)
The price is CA $170
CA $183 total
includes taxes & fees
Nov 10 - Nov 11

4. Black Bear Lodge
Black Bear LodgePrattsville
9.0 out of 10, Wonderful, (160 reviews)
The price is CA $211
CA $227 total
includes taxes & fees
Nov 10 - Nov 11

5. 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 10 - Nov 11

6. 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

7. 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 10 - Nov 11

8. The Colonial Motel
The Colonial MotelGrand Gorge
9.6 out of 10, Exceptional, (504 reviews)
The price is CA $112
CA $123 total
includes taxes & fees
Nov 10 - Nov 11

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. Wylder Hotel Windham
Wylder Hotel WindhamWindham
9.0 out of 10, Wonderful, (138 reviews)
The price is CA $307
CA $402 total
includes taxes & fees
Nov 29 - Nov 30

11. The Haüs Windham
The Haüs WindhamWindham
8.0 out of 10, Very good, (40 reviews)
The price is CA $220
CA $449 total
includes taxes & fees
Nov 16 - Nov 17

12. Hunter Lodge, a Bluebird by Lark
Hunter Lodge, a Bluebird by LarkHunter
9.2 out of 10, Wonderful, (1,011 reviews)
The price is CA $179
CA $224 total
includes taxes & fees
Dec 10 - Dec 11

13. Eastwind Windham
Eastwind WindhamWindham
9.2 out of 10, Wonderful, (122 reviews)
The price is CA $326
CA $394 total
includes taxes & fees
Nov 22 - Nov 23

14. Mountain Treasure B&B
Mountain Treasure B&BMaplecrest
9.4 out of 10, Exceptional, (307 reviews)
The price is CA $235
CA $253 total
includes taxes & fees
Nov 15 - Nov 16

15. Kaatskill Mountain Club & Condos by Vail Resorts
Kaatskill Mountain Club & Condos by Vail ResortsHunter
9.2 out of 10, Wonderful, (451 reviews)
The price is CA $240
CA $286 total
includes taxes & fees
Nov 22 - Nov 23

16. The Wheelhouse Inn
The Wheelhouse InnPine Hill
8.4 out of 10, Very good, (136 reviews)
The price is CA $141
CA $158 total
includes taxes & fees
Dec 4 - Dec 5

17. Shandaken Inn
Shandaken InnShandaken
10.0 out of 10, Exceptional, (334 reviews)
The price is CA $201
CA $225 total
includes taxes & fees
Nov 11 - Nov 12

18. The Perch Hotel
The Perch HotelEast Windham
9.6 out of 10, Exceptional, (47 reviews)
The price is CA $262
CA $283 total
includes taxes & fees
Nov 19 - Nov 20

19. SunView Motel
SunView MotelTannersville
8.6 out of 10, Excellent, (647 reviews)
The price is CA $187
CA $201 total
includes taxes & fees
Nov 10 - Nov 11

20. Shadowcrest
ShadowcrestFleischmanns
9.8 out of 10, Exceptional, (297 reviews)
The price is CA $179
CA $197 total
includes taxes & fees
Dec 9 - Dec 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.












































































