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Check prices for these dates

Tonight
Mar 16 - Mar 17
Tomorrow
Mar 17 - Mar 18
This weekend
Mar 20 - Mar 22
Next weekend
Mar 27 - Mar 29

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Our top choices for Ashland hotels

Classic Double Room, 1 King Bed with Sofa bed, Non Smoking | Iron/ironing board, free WiFi, bed sheets

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 ￥39,933
￥43,128 total
includes taxes & fees
Mar 18 - Mar 19
The Outpost by Windham Mountain Club
Interior

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 ￥26,566
￥41,630 total
includes taxes & fees
Apr 2 - Apr 3
The Haüs Windham
Porch

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 ￥30,125
￥32,534 total
includes taxes & fees
Mar 17 - Mar 18
Beds on Clouds
Mountain view

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 ￥22,202
￥23,978 total
includes taxes & fees
Mar 17 - Mar 18
Cave Mountain Motel
View from property

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 ￥23,800
￥25,704 total
includes taxes & fees
Mar 18 - Mar 19
Black Bear Lodge
Exterior

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 ￥21,564
￥23,289 total
includes taxes & fees
Mar 17 - Mar 18
Antique Rose Inn Windham
Outdoor pool

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 ￥19,168
￥20,701 total
includes taxes & fees
Mar 17 - Mar 18
Moore's Motel
Front of property

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 ￥24,977
￥26,977 total
includes taxes & fees
Mar 17 - Mar 18
Albergo Allegria Hotel
Panoramic Single Room, Valley View | Premium bedding, desk, cribs/infant beds, rollaway beds

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 ￥29,403
￥31,755 total
includes taxes & fees
Mar 19 - Mar 20
The Perch Hotel
Front of property

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 ￥19,500
￥21,449 total
includes taxes & fees
Mar 19 - Mar 20
Meadowood Inn
Front of property

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 ￥19,924
￥21,917 total
includes taxes & fees
Apr 12 - Apr 13
Shadowcrest
Property amenity

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 ￥19,040
￥20,564 total
includes taxes & fees
Apr 6 - Apr 7
Mountain Treasure B&B
Exterior

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 ￥31,567
￥37,592 total
includes taxes & fees
Apr 3 - Apr 4
Kaatskill Mountain Club & Condos by Vail Resorts
Lushna Cabin | Free WiFi, bed sheets

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 ￥25,988
￥32,428 total
includes taxes & fees
Apr 9 - Apr 10
Eastwind Windham
Exterior detail

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 ￥14,376
￥16,101 total
includes taxes & fees
Apr 3 - Apr 4
The Wheelhouse Inn
Exterior

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 ￥26,994
￥29,154 total
includes taxes & fees
Mar 17 - Mar 18
Winwood Condominiums by Windham Mountain Club
Exterior

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 ￥25,186
￥35,187 total
includes taxes & fees
Mar 17 - Mar 18
Wylder Hotel Windham
Dinner served

Eastwind Oliverea Valley

Eastwind Oliverea Valley
2.0 star property
Big Indian
9.4 out of 10, Exceptional, (41 reviews)
"Overall is perfect! "
United States
Thanyarat
The price is ￥30,286
￥41,243 total
includes taxes & fees
Mar 17 - Mar 18
Eastwind Oliverea Valley
Classic Room | Premium bedding, memory foam beds, individually decorated, desk

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 traveler
The price is ￥28,435
￥31,279 total
includes taxes & fees
Mar 23 - Mar 24
The Vine on main
Reception

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 ￥11,540
￥15,251 total
includes taxes & fees
Mar 17 - Mar 18
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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Stay near popular Ashland attractions

Ashland Town Hall

Ashland Town Hall is just one of the places to see in Ashland, so why not enjoy the other things to explore during your travels?
See properties

Top Ashland Hotel Reviews

Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark

10/10 Excellent
"The lodge is lovely and updated. Rooms are so large- perfect for families with older children! The restaurant in the lodge was delicious, and we were so glad we didn't have to trek to other places after a day of skiing if we didn't want to. Would absolutely return."
Lauren 2-night trip
Posted 5 hours ago
Hunter Lodge, a Bluebird by Lark

More cheap stays in Ashland

The Colonial Motel

The Colonial Motel

37283 NY-23 Grand Gorge NY
The price is ￥13,806 per night from Mar 17 to Mar 18
￥13,806
￥15,186 total
Mar 17 - Mar 18
includes taxes & fees
9.6/10 Exceptional! (434 reviews)

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 traveler data. Two other options for your stay in the area are Hotel Vienna and Urban Cowboy Lodge. See all available top hotels, or vacation rentals in Ashland.
What's the top vacation rental that Ashland has to offer?
Magical Home Located in Windham and Catskills: You might want to consider this vacation home rental near Ashland, which offers a balcony, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. See all vacation rentals in Ashland.
If I need to cancel my hotel reservation in Ashland, will I receive a refund?
Yes! The majority of hotel room reservations are refundable provided that you cancel prior to the accommodation's cancellation deadline, which is often 24 or 48 hours before the scheduled arrival. If you have a non-refundable reservation, you might be able to still cancel and be given a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Ashland.
Where can I learn more about changing or cancelling my trip to Ashland?
For more information about rescheduling or cancelling your trip to Ashland, click here.
What are some accommodations 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 that feature an onsite pool. View all hotels with pools in Ashland.
What's the best accommodation near Albany International Airport (ALB)?
Albany Airport Inn and Suites is a popular 3-star hotel featuring free breakfast and an outdoor pool. It's located a short 1.2 mi (2 km) from Albany Intl. Airport. Other places to stay close to the airport are Hilton Garden Inn Albany Airport and Red Lion Hotel Albany.
What is staying in Ashland like?
Travelers to Ashland will find plenty to explore and enjoy. In Ashland, there are 7 hotels and other accommodations to choose from. Find out more about Ashland.
What should I see while I'm in Ashland?
A favorite place to visit is Ashland Town Hall. You'll also find Windham Mountain Resort and Windham Country Club in the area. Check out what more 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 temp of 65°F, while the coldest months are January and February with an average of 26°F. The snowiest months in Ashland are January, March, December, and November, with each month seeing an average of 7 inches of snowfall.

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