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Go beyond your typical stay in Ashland

Pet friendly

Pool
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 AU$219
includes taxes & fees
10 Nov - 11 Nov

2. Hotel Vienna
Hotel ViennaWindham
9.4 out of 10, Exceptional, (910 reviews)
The price is AU$202
includes taxes & fees
16 Nov - 17 Nov

3. Moore's Motel
Moore's MotelPrattsville
8.6 out of 10, Excellent, (184 reviews)
The price is AU$189
includes taxes & fees
10 Nov - 11 Nov

4. Black Bear Lodge
Black Bear LodgePrattsville
9.0 out of 10, Wonderful, (160 reviews)
The price is AU$234
includes taxes & fees
10 Nov - 11 Nov

5. The Winwood Condominiums
The Winwood CondominiumsWindham
8.8 out of 10, Excellent, (377 reviews)
The price is AU$266
includes taxes & fees
10 Nov - 11 Nov

6. Albergo Allegria Hotel
Albergo Allegria HotelWindham
9.6 out of 10, Exceptional, (289 reviews)
The price is AU$273
includes taxes & fees
10 Nov - 11 Nov

7. Jimmy OConnors Windham Mountain Inn
Jimmy OConnors Windham Mountain InnWindham
9.2 out of 10, Wonderful, (10 reviews)
The price is AU$223
includes taxes & fees
18 Nov - 19 Nov

8. Antique Rose Inn Windham
Antique Rose Inn WindhamWindham
9.0 out of 10, Wonderful, (138 reviews)
The price is AU$212
includes taxes & fees
11 Nov - 12 Nov

9. The Colonial Motel
The Colonial MotelGrand Gorge
9.6 out of 10, Exceptional, (504 reviews)
The price is AU$124
includes taxes & fees
12 Nov - 13 Nov

10. Hunter Lodge, a Bluebird by Lark
Hunter Lodge, a Bluebird by LarkHunter
9.2 out of 10, Wonderful, (1,011 reviews)
The price is AU$233
includes taxes & fees
10 Dec - 11 Dec

11. The Haüs Windham
The Haüs WindhamWindham
8.0 out of 10, Very good, (40 reviews)
The price is AU$463
includes taxes & fees
17 Nov - 18 Nov

12. Wylder Hotel Windham
Wylder Hotel WindhamWindham
9.0 out of 10, Wonderful, (138 reviews)
The price is AU$404
includes taxes & fees
2 Dec - 3 Dec

13. Eastwind Windham
Eastwind WindhamWindham
9.2 out of 10, Wonderful, (122 reviews)
The price is AU$392
includes taxes & fees
10 Dec - 11 Dec

14. Mountain Treasure B&B
Mountain Treasure B&BMaplecrest
9.4 out of 10, Exceptional, (307 reviews)
The price is AU$261
includes taxes & fees
15 Nov - 16 Nov

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 AU$295
includes taxes & fees
22 Nov - 23 Nov

16. Shandaken Inn
Shandaken InnShandaken
10.0 out of 10, Exceptional, (334 reviews)
The price is AU$232
includes taxes & fees
11 Nov - 12 Nov

17. The Wheelhouse Inn
The Wheelhouse InnPine Hill
8.4 out of 10, Very good, (136 reviews)
The price is AU$163
includes taxes & fees
4 Dec - 5 Dec

18. Shadowcrest
ShadowcrestFleischmanns
9.8 out of 10, Exceptional, (297 reviews)
The price is AU$205
includes taxes & fees
10 Dec - 11 Dec

19. The Perch Hotel
The Perch HotelEast Windham
9.6 out of 10, Exceptional, (47 reviews)
The price is AU$298
includes taxes & fees
12 Nov - 13 Nov

20. Starlite Motel
Starlite MotelBig Indian
9.2 out of 10, Wonderful, (321 reviews)
The price is AU$237
includes taxes & fees
10 Nov - 11 Nov
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.
Compare top hotels in Ashland
![]() Cave Mountain MotelWindham | ![]() Hotel ViennaWindham | ![]() Moore's MotelPrattsville | ![]() Black Bear LodgePrattsville | ![]() The Winwood CondominiumsWindham |
|---|---|---|---|---|
9.4 Exceptional 152 reviews | 9.4 Exceptional 910 reviews | 8.6 Excellent 184 reviews | 9.0 Wonderful 160 reviews | 8.8 Excellent 377 reviews |
The price is AU$219 includes taxes & fees 10 Nov - 11 Nov | The price is AU$202 includes taxes & fees 16 Nov - 17 Nov | The price is AU$189 includes taxes & fees 10 Nov - 11 Nov | The price is AU$234 includes taxes & fees 10 Nov - 11 Nov | The price is AU$266 includes taxes & fees 10 Nov - 11 Nov |
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