Find hotels in Ashland, NY from ฿3,090

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Our top choices for Ashland hotels

Fairlawn Inn

Fairlawn Inn
3.0 star property
Hunter
8.8 out of 10, Excellent, (437 reviews)
"Lovely stay"
United States
Deborah
The price is ฿8,165
฿8,819 total
includes taxes & fees
22 Feb - 23 Feb
Fairlawn Inn

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 ฿5,946
฿6,421 total
includes taxes & fees
9 Feb - 10 Feb
Beds on Clouds

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 ฿7,882
฿8,512 total
includes taxes & fees
11 Feb - 12 Feb
The Outpost by Windham Mountain Club

The Haüs Windham

The Haüs Windham
2.0 star property
Windham
7.8 out of 10, Good, (24 reviews)
"Loved the hot tub, peaceful surroundings and comfy bed!!"
United States
Kurt
The price is ฿7,111
฿7,679 total
includes taxes & fees
9 Feb - 10 Feb
The Haüs Windham

Cave Mountain Motel

Cave Mountain Motel
2.5 star property
Windham
9.4 out of 10, Exceptional, (138 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 ฿4,382
฿4,733 total
includes taxes & fees
9 Feb - 10 Feb
Cave Mountain Motel

Albergo Allegria Hotel & Breakfast Restaurant

Albergo Allegria Hotel & Breakfast Restaurant
3.5 star property
Windham
9.6 out of 10, Exceptional, (273 reviews)
"Such a lovely bed and breakfast. The bed was unbelievably comfortable we didn’t want to leave. Would absolutely return!"
United States
Kim
The price is ฿4,221
฿4,558 total
includes taxes & fees
9 Feb - 10 Feb
Albergo Allegria Hotel & Breakfast Restaurant

The Perch Hotel

The Perch Hotel
2.0 star property
Cornwallville
9.6 out of 10, Exceptional, (24 reviews)
"This place is great!! Awesome view with a pool table and fireplace in the common area. Very home feeling with the decor, place was clean and tidy."
United States
Michael
The price is ฿6,554
฿7,079 total
includes taxes & fees
12 Feb - 13 Feb
The Perch Hotel

Black Bear Lodge

Black Bear Lodge
2.5 star property
Prattsville
9.0 out of 10, Wonderful, (132 reviews)
"I always have a great stay."
United States
Kathlleen
The price is ฿4,698
฿5,073 total
includes taxes & fees
9 Feb - 10 Feb
Black Bear Lodge

Moore's Motel

Moore's Motel
2.5 star property
Prattsville
8.6 out of 10, Excellent, (164 reviews)
"Very friendly, very clean and close to the mountains. Would definitely stay here again!"
United States
Victoria
The price is ฿3,783
฿4,086 total
includes taxes & fees
9 Feb - 10 Feb
Moore's Motel

Antique Rose Inn Windham

Antique Rose Inn Windham
3.0 star property
Windham
9.0 out of 10, Wonderful, (127 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 ฿4,256
฿4,597 total
includes taxes & fees
9 Feb - 10 Feb
Antique Rose Inn Windham

Meadowood Inn

Meadowood Inn
3.0 star property
Arkville
9.6 out of 10, Exceptional, (273 reviews)
"Great experience. Highly recommend."
United States
Seweryn
The price is ฿3,849
฿4,233 total
includes taxes & fees
9 Feb - 10 Feb
Meadowood Inn

Shadowcrest

Shadowcrest
3.5 star property
Fleischmanns
9.8 out of 10, Exceptional, (269 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 ฿4,597
฿5,056 total
includes taxes & fees
22 Feb - 23 Feb
Shadowcrest

Eastwind Windham

Eastwind Windham
2.0 star property
Windham
9.2 out of 10, Wonderful, (88 reviews)
"Loved our stay. Our room was very cozy, I loved the easy access to the fireplace and the s’mores kit was a nice addition. Will come back to try out the Lushna suites. "
United States
Grisel
The price is ฿7,585
฿9,138 total
includes taxes & fees
18 Feb - 19 Feb
Eastwind Windham

Mountain Treasure B&B

Mountain Treasure B&B
3.0 star property
Maplecrest
9.4 out of 10, Exceptional, (292 reviews)
"Clean room, exceptional service. Will visit again. "
United States
Saurabh
The price is ฿4,187
฿4,522 total
includes taxes & fees
9 Feb - 10 Feb
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, (346 reviews)
"great location and everything you need! heated pool and hot tubs make it so amazing. "
United States
giuseppina
The price is ฿7,693
฿9,160 total
includes taxes & fees
11 Feb - 12 Feb
Kaatskill Mountain Club & Condos by Vail Resorts

The Wheelhouse Inn

The Wheelhouse Inn
2.5 star property
Pine Hill
8.6 out of 10, Excellent, (130 reviews)
"It is kept nice and clean, the room was warm and cozy "
United States
Erdal
The price is ฿5,675
฿6,356 total
includes taxes & fees
28 Feb - 1 Mar
The Wheelhouse Inn

Winwood Condominiums by Windham Mountain Club

Winwood Condominiums by Windham Mountain Club
3.0 star property
Windham
8.6 out of 10, Excellent, (347 reviews)
"convenient nice and clean residence with kitchen and market nearby."
United States
Jatin
The price is ฿6,274
฿6,776 total
includes taxes & fees
9 Feb - 10 Feb
Winwood Condominiums by Windham Mountain Club

Wylder Hotel Windham

Wylder Hotel Windham
3.5 star property
Windham
8.6 out of 10, Excellent, (92 reviews)
"Very nice hotel. Exactly what we needed."
United States
Nicolas
The price is ฿6,729
฿8,844 total
includes taxes & fees
24 Feb - 25 Feb
Wylder Hotel Windham

Catskill Motor Court Motel

Catskill Motor Court Motel
2.5 star property
Catskill
5.8 out of 10, (125 reviews)
"We like the playground just in front of the room. The pool is closes. The motel is degraded and used. The owner is kind. We like our stay for the activities nearby in the Catskill region."
Canada
Sarah
The price is ฿3,415
฿3,689 total
includes taxes & fees
9 Feb - 10 Feb
Catskill Motor Court Motel

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 Vine on main
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 Kaatskill Mountain Club & Condos by Vail Resorts. 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?
Visitors to Ashland will definitely find plenty to explore and enjoy. A top sight in the area is Hunter Mountain. In Ashland, there are 8 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. Additionally, you'll find Hunter Mountain 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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