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Check prices for these dates

Tonight
7 Feb - 8 Feb
Tomorrow
8 Feb - 9 Feb
Next weekend
13 Feb - 15 Feb
In two weeks
20 Feb - 22 Feb

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Our top choices for Ashland hotels

Exterior

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 AU$399
includes taxes & fees
22 Feb - 23 Feb
Fairlawn Inn
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 AU$290
includes taxes & fees
9 Feb - 10 Feb
Beds on Clouds
Classic Double Room, 1 King Bed with Sofa bed, Non Smoking

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 AU$385
includes taxes & fees
11 Feb - 12 Feb
The Outpost by Windham Mountain Club
Interior

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 AU$323
includes taxes & fees
11 Feb - 12 Feb
The Haüs Windham
Mountain view

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 AU$214
includes taxes & fees
9 Feb - 10 Feb
Cave Mountain Motel
Front of property

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 AU$206
includes taxes & fees
9 Feb - 10 Feb
Albergo Allegria Hotel & Breakfast Restaurant
Premium bedding, desk, cots/infant beds, rollaway beds

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 AU$320
includes taxes & fees
12 Feb - 13 Feb
The Perch Hotel
View from property

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 AU$229
includes taxes & fees
9 Feb - 10 Feb
Black Bear Lodge
Outdoor pool

Moore's Motel

Moore's Motel
2.5 star property
Prattsville
8.8 out of 10, Excellent, (163 reviews)
"Very friendly, very clean and close to the mountains. Would definitely stay here again!"
United States
Victoria
The price is AU$185
includes taxes & fees
9 Feb - 10 Feb
Moore's Motel
Exterior

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 AU$208
includes taxes & fees
9 Feb - 10 Feb
Antique Rose Inn Windham
Front of property

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 AU$191
includes taxes & fees
9 Feb - 10 Feb
Meadowood Inn
Front of property

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 AU$233
includes taxes & fees
10 Feb - 11 Feb
Shadowcrest
Lushna Cabin

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 AU$409
includes taxes & fees
18 Feb - 19 Feb
Eastwind Windham
Property amenity

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 AU$205
includes taxes & fees
9 Feb - 10 Feb
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, (346 reviews)
"great location and everything you need! heated pool and hot tubs make it so amazing. "
United States
giuseppina
The price is AU$411
includes taxes & fees
11 Feb - 12 Feb
Kaatskill Mountain Club & Condos by Vail Resorts
Exterior detail

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 AU$287
includes taxes & fees
28 Feb - 1 Mar
The Wheelhouse Inn
Exterior

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 AU$306
includes taxes & fees
9 Feb - 10 Feb
Winwood Condominiums by Windham Mountain Club
Exterior

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 AU$400
includes taxes & fees
24 Feb - 25 Feb
Wylder Hotel Windham
Property grounds

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 AU$167
includes taxes & fees
9 Feb - 10 Feb
Catskill Motor Court Motel
Classic Room

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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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

Starlite Motel

Starlite Motel

10/10 Excellent
"good time thanks"
mitchell 1-night trip
Posted 1 day ago
Starlite Motel

More cheap accommodation in Ashland

The Colonial Motel

The Colonial Motel

37283 NY-23 Grand Gorge NY
The price is AU$140 per night from 9 Feb to 10 Feb
AU$140
9 Feb - 10 Feb
includes taxes & fees
9.4/10 Exceptional! (419 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 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.
What are some of the best holiday rentals that Ashland has to offer?
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores: This holiday home rental outside of Ashland is located in the city centre, and offers a balcony, air conditioning and cable TV to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. See all 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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