Find hotels in Ashland, NY from CA $133

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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 CA $353
CA $381 total
includes taxes & fees
Feb 22 - Feb 23
Fairlawn Inn

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 CA $287
CA $421 total
includes taxes & fees
Mar 1 - Mar 2
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 CA $257
CA $277 total
includes taxes & fees
Mar 16 - Mar 17
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 CA $341
CA $368 total
includes taxes & fees
Feb 22 - Feb 23
The Outpost by Windham Mountain Club

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 CA $189
CA $204 total
includes taxes & fees
Mar 15 - Mar 16
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 CA $183
CA $197 total
includes taxes & fees
Feb 18 - Feb 19
Albergo Allegria Hotel & Breakfast Restaurant

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 CA $203
CA $219 total
includes taxes & fees
Mar 15 - Mar 16
Black Bear Lodge

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 CA $349
CA $377 total
includes taxes & fees
Feb 19 - Feb 20
The Perch Hotel

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 CA $163
CA $176 total
includes taxes & fees
Mar 15 - Mar 16
Moore's Motel

Meadowood Inn

Meadowood Inn
3.0 star property
Arkville
9.6 out of 10, Exceptional, (274 reviews)
"Great experience. Highly recommend."
United States
Seweryn
The price is CA $166
CA $183 total
includes taxes & fees
Mar 19 - Mar 20
Meadowood Inn

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 CA $184
CA $199 total
includes taxes & fees
Mar 16 - Mar 17
Antique Rose Inn Windham

Shadowcrest

Shadowcrest
3.5 star property
Fleischmanns
9.8 out of 10, Exceptional, (271 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 CA $203
CA $223 total
includes taxes & fees
Feb 25 - Feb 26
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 CA $184
CA $199 total
includes taxes & fees
Mar 17 - Mar 18
Mountain Treasure B&B

Eastwind Windham

Eastwind Windham
2.0 star property
Windham
9.2 out of 10, Wonderful, (90 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 CA $318
CA $385 total
includes taxes & fees
Feb 18 - Feb 19
Eastwind Windham

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 CA $123
CA $137 total
includes taxes & fees
Feb 27 - Feb 28
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, (349 reviews)
"convenient nice and clean residence with kitchen and market nearby."
United States
Jatin
The price is CA $271
CA $293 total
includes taxes & fees
Mar 17 - Mar 18
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 CA $291
CA $383 total
includes taxes & fees
Feb 24 - Feb 25
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 CA $159
CA $172 total
includes taxes & fees
Mar 1 - Mar 2
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

Margaretville Motel

Margaretville Motel
2.5 star property
Margaretville
6.8 out of 10, (189 reviews)
"A little different than the normal hotel experience bu nice room very quiet and breakfast with a lot choice "
United States
William
The price is CA $116
CA $149 total
includes taxes & fees
Mar 15 - Mar 16
Margaretville Motel
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Frequently asked questions

What is the best area to stay in Ashland?
The best area to stay in Ashland, New York, is near the village centre, particularly along Main Street and its immediate surroundings.

This area is the heart of Ashland, offering convenient access to local shops, eateries, and community events. Main Street itself is quite walkable, with a mix of historic buildings and modern conveniences. You'll find many of the town's amenities concentrated here, making it easy to get around on foot.

For couples seeking a relaxing getaway, staying near the village centre is ideal. You're close to local restaurants for evening meals and can easily explore the small boutiques and art galleries. The area also provides a good base for short scenic drives into the surrounding Catskill Mountains.

Families will also find this area convenient. With many local businesses within walking distance, it's easy to grab snacks or find activities without extensive travel.
When is the best time to go to Ashland?
The best time to visit Ashland, New York, is typically during the summer months, from June to August, or in the autumn, from September to October.

Summer offers warm weather, ideal for outdoor activities like hiking, fishing, and enjoying the natural beauty of the Catskill Mountains. Most local attractions and businesses are fully operational, and the area is lively with visitors. This is a great time for families looking for an active holiday with plenty of options for children.

Autumn is particularly stunning due to the vibrant fall foliage. The cooler temperatures are superb for scenic drives, exploring hiking trails, and attending local harvest festivals. Couples often find this season especially appealing for a romantic getaway, with cosy evenings and picturesque landscapes.

While winter brings opportunities for skiing and snowboarding at nearby resorts, and spring offers new growth, these seasons can be less predictable with weather and have fewer attractions open.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Ashland.
How can I save on a Ashland hotel booking with Expedia?
Members always get our best prices. Find our best Ashland hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings.
How much is the nightly rate at a Ashland hotel?
Prices for hotels in Ashland often vary, but you can find a great deal from CA $133 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.