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Check prices for these dates

Next weekend
23 Oct - 25 Oct
In two weeks
30 Oct - 1 Nov
In one month
13 Nov - 15 Nov
In two months
11 Dec - 13 Dec
No exact matches found, but these alternatives could be just right

Recommended hotels in Ashland

A motel with a covered porch, neatly arranged lounge chairs, and a well-maintained garden with yellow flowers.

1. Cave Mountain Motel

Cave Mountain Motel
2.5 star property
Windham
9.4 out of 10, Exceptional, (151 reviews)
"the rooms were spotless. the owners were great. Had a wonderful stay"
United States
Nancy
The price is AED 511
AED 551 total
includes taxes & fees
1 Nov - 2 Nov
Cave Mountain Motel
A two-story building with a large front porch, a chimney, and a balcony.

2. Moore's Motel

Moore's Motel
2.5 star property
Prattsville
8.6 out of 10, Excellent, (182 reviews)
"For such a small motel surprisingly clean and cozy. I will recommend this place without any hesitation."
United States
Marika
The price is AED 441
AED 476 total
includes taxes & fees
19 Oct - 20 Oct
Moore's Motel
A wooden sign for Black Bea Lodge with a green roof building in the background.

3. Black Bear Lodge

Black Bear Lodge
2.5 star property
Prattsville
9.0 out of 10, Wonderful, (157 reviews)
"We had a nice stay at the Black Bear. Great location and Kim was very accommodating."
United States
Adam
The price is AED 547
AED 591 total
includes taxes & fees
19 Oct - 20 Oct
Black Bear Lodge
A log cabin with a deck, outdoor seating, and a view of a forest.

4. Hotel Vienna

Hotel Vienna
3.0 star property
Windham
9.4 out of 10, Exceptional, (887 reviews)
"Clean room and helpful staff, good location."
United States
Hongtao
The price is AED 426
AED 524 total
includes taxes & fees
29 Oct - 30 Oct
Hotel Vienna
A two-story building with a balcony, surrounded by well-maintained lawns and trees.

5. The Winwood Condominiums

The Winwood Condominiums
3.0 star property
Windham
8.8 out of 10, Excellent, (368 reviews)
"Loved it - cozy room, convenient location, beautiful view, and even breakfast offered :)"
United States
Zihe
The price is AED 621
AED 670 total
includes taxes & fees
1 Nov - 2 Nov
The Winwood Condominiums
A rustic stone building with a sign for Windham Mountain Inn, surrounded by autumn foliage.

6. Jimmy OConnors Windham Mountain Inn

Jimmy OConnors Windham Mountain Inn
Windham
9.2 out of 10, Wonderful, (10 reviews)
"We had a wedding in the area and this place was perfect for our needs. There’s a bar to the front of the property, which was fun to hang out and play pool. The beds were comfortable and the rooms were clean."
United States
Robin
The price is AED 491
AED 530 total
includes taxes & fees
19 Oct - 20 Oct
Jimmy OConnors Windham Mountain Inn
A white colonial-style building with green shutters, a porch with a swing, and hanging flower baskets.

7. The Colonial Motel

The Colonial Motel
2.5 star property
Grand Gorge
9.6 out of 10, Exceptional, (499 reviews)
"Great place to stay!"
United States
Eric
The price is AED 278
AED 306 total
includes taxes & fees
18 Nov - 19 Nov
The Colonial Motel
A two-story house with a wrap-around porch, a steeply pitched roof, and a small tower-like structure on the roof.

8. Antique Rose Inn Windham

Antique Rose Inn Windham
3.0 star property
Windham
9.0 out of 10, Wonderful, (138 reviews)
"A fantastic stay!"
United States
David
The price is AED 496
AED 536 total
includes taxes & fees
19 Oct - 20 Oct
Antique Rose Inn Windham
A large, two-story house with multiple porches and string lights.

9. Albergo Allegria Hotel

Albergo Allegria Hotel
3.5 star property
Windham
9.6 out of 10, Exceptional, (289 reviews)
"Amazing hotel, very clean and comfortable beds."
United States
Roy
The price is AED 638
AED 689 total
includes taxes & fees
19 Oct - 20 Oct
Albergo Allegria Hotel
A large, white, multi-story building with a central courtyard, surrounded by lush greenery and a hilly landscape.

10. Wylder Hotel Windham

Wylder Hotel Windham
3.5 star property
Windham
9.0 out of 10, Wonderful, (131 reviews)
"Loved our stay, will go anytime for a little weekend getaway from nyc!"
United States
Yassaman Modarres
The price is AED 559
AED 788 total
includes taxes & fees
30 Oct - 31 Oct
Wylder Hotel Windham
A two-story building with large windows and a storefront.

11. 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.
The price is AED 275
AED 496 total
includes taxes & fees
1 Nov - 2 Nov
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.

12. 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)
"Very nice hosts! Will come back again. Thanks very much!!"
United States
juneid a.
The price is AED 404
AED 718 total
includes taxes & fees
2 Nov - 3 Nov
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
An outdoor patio with a wooden deck, a stone table, and a yellow umbrella.

13. Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark
3.0 star property
Hunter
9.2 out of 10, Wonderful, (1,001 reviews)
"Always a nice stay."
United States
Marina
The price is AED 461
AED 577 total
includes taxes & fees
18 Nov - 19 Nov
Hunter Lodge, a Bluebird by Lark
A wooden cabin with a door, surrounded by greenery and a stone pathway.

14. The Haüs Windham

The Haüs Windham
2.0 star property
Windham
8.0 out of 10, Very good, (39 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
The price is AED 705
AED 1,312 total
includes taxes & fees
20 Oct - 21 Oct
The Haüs Windham
A vintage car parked in front of a house surrounded by trees.

15. Mountain Treasure B&B

Mountain Treasure B&B
3.0 star property
Maplecrest
9.4 out of 10, Exceptional, (304 reviews)
"Service and breakfast were very good"
United States
Daniel
The price is AED 610
AED 659 total
includes taxes & fees
20 Oct - 21 Oct
Mountain Treasure B&B
A cozy wooden interior with a sofa, coffee table, and a view of a deck and greenery outside.

16. Eastwind Windham

Eastwind Windham
3.5 star property
Windham
9.2 out of 10, Wonderful, (121 reviews)
"The cabin was adorable, everything at Dandies was delicious and Jamie was extremely helpful"
United States
Sharon
The price is AED 825
AED 1,000 total
includes taxes & fees
18 Nov - 19 Nov
Eastwind Windham
A rustic cabin with a gravel driveway, surrounded by trees.

17. Cozy Cabin-Catskills secluded Mountain retreat

Cozy Cabin-Catskills secluded Mountain retreat
Gilboa
9.8 out of 10, Exceptional, (11 reviews)
"Great place to get away. "
United States
Joshua
The price is AED 441
AED 1,053 total
includes taxes & fees
16 Nov - 17 Nov
Cozy Cabin-Catskills secluded Mountain retreat
A deck with a fire pit, outdoor seating, and a view of the landscape.

18. Romantic Catskill Getaway | HotTub w/Mountain View

Romantic Catskill Getaway | HotTub w/Mountain View
Prattsville
10.0 out of 10, Exceptional, (3 reviews)
"Really beautiful place"
United States
Ramsey
The price is AED 1,147
AED 2,095 total
includes taxes & fees
10 Nov - 11 Nov
Romantic Catskill Getaway | HotTub w/Mountain View
A two-story cabin with a front porch, a chimney, and a deck with outdoor seating.

19. Kaatskill Mountain Club & Condos by Vail Resorts

Kaatskill Mountain Club & Condos by Vail Resorts
2.0 star property
Hunter
9.2 out of 10, Wonderful, (438 reviews)
"Great stay, beautiful place"
United Kingdom
Ryan
The price is AED 554
AED 660 total
includes taxes & fees
18 Nov - 19 Nov
Kaatskill Mountain Club & Condos by Vail Resorts
Front of property - evening/night

20. The Wheelhouse Inn

The Wheelhouse Inn
2.5 star property
Pine Hill
8.6 out of 10, Excellent, (134 reviews)
"I have nothing negative to say about my stay! The inn was clean and safe and Cinthia was very responsive and accommodating. It is a perfect location to access various hikes and other interests in the Catskills area."
United States
Victoria
The price is AED 331
AED 370 total
includes taxes & fees
30 Oct - 31 Oct
The Wheelhouse Inn
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 Ashland Hotel Reviews

Starlite Motel

Starlite Motel

10/10 Excellent
"The special game room in the back yard that is screened is excellent 👌."
Stephen 7-night trip
Posted 8 hours ago
Starlite Motel