Ashland Hotels from S$122

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Our top choices for Ashland hotels

The Outpost by Windham Mountain Club

The Outpost by Windham Mountain Club
2.5 star property
Windham
8.4 out of 10, Very good, (5 reviews)
"Cozy and warm. I think it would be better to visit during the winter season"
United States
TAEJUN
The price is S$346
includes taxes & fees
18 Mar - 19 Mar
The Outpost by Windham Mountain Club

The Haüs Windham

The Haüs Windham
2.0 star property
Windham
7.6 out of 10, Good, (25 reviews)
"Loved the hot tub, peaceful surroundings and comfy bed!!"
United States
Kurt
The price is S$334
includes taxes & fees
2 Apr - 3 Apr
The Haüs Windham

Beds on Clouds

Beds on Clouds
3.0 star property
Windham
7.4 out of 10, Good, (68 reviews)
"Great spot for a weekend getaway"
United States
Bertrand
The price is S$261
includes taxes & fees
17 Mar - 18 Mar
Beds on Clouds

Cave Mountain Motel

Cave Mountain Motel
2.5 star property
Windham
9.4 out of 10, Exceptional, (140 reviews)
"I enjoyed my stay here. I found the owner to have a good sense of humor. They have a light breakfast and coffee available. The room had everything I needed to have a comfortable stay. Check in went smoothly."
United States
Alexander
The price is S$193
includes taxes & fees
17 Mar - 18 Mar
Cave Mountain Motel

Black Bear Lodge

Black Bear Lodge
2.5 star property
Prattsville
9.0 out of 10, Wonderful, (133 reviews)
"I always have a great stay."
United States
Kathlleen
The price is S$206
includes taxes & fees
18 Mar - 19 Mar
Black Bear Lodge

Antique Rose Inn Windham

Antique Rose Inn Windham
3.0 star property
Windham
9.0 out of 10, Wonderful, (128 reviews)
"Very entertaining owner, comfortable bed, quiet at night, bathroom shareable with the other two rooms, all very clean and cure for details. Great breakfast, not very far from Windham. "
United States
Simona
The price is S$187
includes taxes & fees
17 Mar - 18 Mar
Antique Rose Inn Windham

Moore's Motel

Moore's Motel
2.5 star property
Prattsville
8.8 out of 10, Excellent, (165 reviews)
"Very friendly, very clean and close to the mountains. Would definitely stay here again!"
United States
Victoria
The price is S$166
includes taxes & fees
17 Mar - 18 Mar
Moore's Motel

Albergo Allegria Hotel

Albergo Allegria Hotel
3.5 star property
Windham
9.6 out of 10, Exceptional, (276 reviews)
"Room is very clean, staff is extremely friendly, very close to ski mountain "
United States
Valery
The price is S$217
includes taxes & fees
17 Mar - 18 Mar
Albergo Allegria Hotel

The Perch Hotel

The Perch Hotel
2.0 star property
Cornwallville
9.6 out of 10, Exceptional, (27 reviews)
"Lovely stay"
United States
Barry
The price is S$255
includes taxes & fees
19 Mar - 20 Mar
The Perch Hotel

Meadowood Inn

Meadowood Inn
3.0 star property
Arkville
9.6 out of 10, Exceptional, (279 reviews)
"Cozy place, kind host & the best breakfast"
United States
Jessy
The price is S$172
includes taxes & fees
19 Mar - 20 Mar
Meadowood Inn

Shadowcrest

Shadowcrest
3.5 star property
Fleischmanns
9.8 out of 10, Exceptional, (272 reviews)
"Room was clean and cozy, bathroom was very nice with heated floors. Comfy bed. Brendan was awesome! Very charming, would definitely stay again."
United States
Peter
The price is S$176
includes taxes & fees
12 Apr - 13 Apr
Shadowcrest

Mountain Treasure B&B

Mountain Treasure B&B
3.0 star property
Maplecrest
9.4 out of 10, Exceptional, (293 reviews)
"Clean room, exceptional service. Will visit again. "
United States
Saurabh
The price is S$165
includes taxes & fees
6 Apr - 7 Apr
Mountain Treasure B&B

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, (351 reviews)
"Ski, spa and staff made my trip enjoyable thank you."
United States
Gen
The price is S$302
includes taxes & fees
2 Apr - 3 Apr
Kaatskill Mountain Club & Condos by Vail Resorts

Eastwind Windham

Eastwind Windham
2.0 star property
Windham
9.2 out of 10, Wonderful, (92 reviews)
"I loved our stay!"
United States
Erika
The price is S$263
includes taxes & fees
17 Mar - 18 Mar
Eastwind Windham

The Wheelhouse Inn

The Wheelhouse Inn
2.5 star property
Pine Hill
8.6 out of 10, Excellent, (131 reviews)
"The location is convenient for Belleyare skiers."
United States
Allen
The price is S$129
includes taxes & fees
3 Apr - 4 Apr
The Wheelhouse Inn

Winwood Condominiums by Windham Mountain Club

Winwood Condominiums by Windham Mountain Club
3.0 star property
Windham
8.8 out of 10, Excellent, (351 reviews)
"Great option for visiting Windham mountain! "
United States
Maria
The price is S$234
includes taxes & fees
17 Mar - 18 Mar
Winwood Condominiums by Windham Mountain Club

Wylder Hotel Windham

Wylder Hotel Windham
3.5 star property
Windham
8.6 out of 10, Excellent, (93 reviews)
"Very nice hotel. Exactly what we needed."
United States
Nicolas
The price is S$283
includes taxes & fees
17 Mar - 18 Mar
Wylder Hotel Windham

Eastwind Oliverea Valley

Eastwind Oliverea Valley
2.0 star property
Big Indian
9.4 out of 10, Exceptional, (41 reviews)
"we love the heated pool and sauna so much!! we stay there 2 nights."
United States
MING WAI
The price is S$331
includes taxes & fees
17 Mar - 18 Mar
Eastwind Oliverea Valley

The Vine on main

The Vine on main
2.0 star property
Stamford
8.0 out of 10, Very good, (93 reviews)
"Clean easy place to stay in a cute town. "
United States
Anonymous traveller
The price is S$254
includes taxes & fees
15 Apr - 16 Apr
The Vine on main

Margaretville Motel

Margaretville Motel
2.5 star property
Margaretville
6.8 out of 10, (192 reviews)
"Rooms need to be updated, but for one night to ski it was ok. "
United States
Gennaro
The price is S$122
includes taxes & fees
17 Mar - 18 Mar
Margaretville Motel
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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Frequently asked questions

What's the best place for a stay in Ashland?
Hunter Lodge, a Bluebird by Lark, located 11.5 mi (18.4 km) from the heart of Ashland, is a top choice for your stay, based on our traveller data. Two other options for your visit to the area are Hotel Vienna and Urban Cowboy Lodge. See all available top hotels, or vacation rentals in Ashland.
If I need to cancel my hotel reservation in Ashland, will I receive a refund?
Yes, most hotel room reservations are fully refundable provided that you cancel prior to the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of your scheduled arrival. If you have a reservation that's non-refundable, it might still be possible to cancel it and be given a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Ashland.
What are some accommodation options with pools in Ashland?
Hotel Vienna: Hotel located near Windham Mountain Resort. Offers daily, an indoor pool and free self parking. Kaatskill Mountain Club & Condos by Vail Resorts and Wylder Hotel Windham are two additional hotels with an on-site pool. View all hotels with pools in Ashland.
What is staying in Ashland like?
Travellers to Ashland will find plenty to explore and enjoy. In Ashland, there are 7 hotels and other accommodation options to choose from. Find out more about Ashland.
What should I do while I'm visiting Ashland?
A favourite place to visit is Ashland Town Hall. You'll also find Windham Mountain Resort and Windham Country Club in the area. Take a look at what more there is to see and do in Expedia's Ashland guide.
What's the weather like in Ashland?
The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Ashland are January, March, December and November, with each month seeing an average of 18 cm of snowfall.

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