Find hotels in Ashland, NY from ￥15,262

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Dec 11 - Dec 12
Tomorrow
Dec 12 - Dec 13
This weekend
Dec 12 - Dec 14
Next weekend
Dec 19 - Dec 21

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Ashland hotels

Exterior
Hotel Mountain Brook

Hotel Mountain Brook

Hotel Mountain Brook
4.0 star property
Tannersville
9.8 out of 10, Exceptional, (515)
Tucked in Tannersville, this mountain hotel offers easy access to Hunter Mountain and nearby trails. Enjoy free breakfast daily and parking, plus outdoor adventures like kayaking and biking. The friendly staff ensures a memorable alpine getaway.
"everything was excellent amazing place and great location"
United States
Grigoriy
The price is ￥23,205
￥25,061 total
includes taxes & fees
Dec 16 - Dec 17
Hotel Mountain Brook
Exterior
Kaatskill Mountain Club at Hunter Mountain

Kaatskill Mountain Club at Hunter Mountain

Kaatskill Mountain Club at Hunter Mountain
2.0 star property
Hunter
9.2 out of 10, Wonderful, (318)
Kaatskill Mountain Club offers an outdoor pool, sauna, and steam room just steps from Hunter Mountain. Grab American cuisine at Van Winkles for lunch or dinner after a day exploring nearby D Ski Lift. Guests consistently praise the attentive staff and convenient location.
"Beautiful resort. "
United States
Kelly
The price is ￥30,991
￥36,903 total
includes taxes & fees
Dec 17 - Dec 18
Kaatskill Mountain Club at Hunter Mountain
Dinner served
Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark
3.0 star property
Hunter
9.2 out of 10, Wonderful, (820)
Rustic lodge offering dinner at Hunter Tavern, plus free breakfast, WiFi, and parking just minutes from Hunter Mountain and Kaaterskill Falls. Guests love the helpful staff, clean rooms, and proximity to ski lifts.
"Wonderful views, location, and accommodations. I would gladly return to Hunter Lodge"
United States
Russel
The price is ￥22,562
￥27,753 total
includes taxes & fees
Dec 17 - Dec 18
Hunter Lodge, a Bluebird by Lark
Interior detail
Urban Cowboy Lodge

Urban Cowboy Lodge

Urban Cowboy Lodge
5.0 star property
Big Indian
9.2 out of 10, Wonderful, (187)
Surrounded by pristine Catskill Mountains, this luxurious lodge features deep-tissue massages and a rejuvenating sauna. After exploring nearby Belleayre Mountain, unwind at the on-site restaurant and bar. Guests consistently praise the attentive staff who enhance every wilderness escape.
" Didn’t get the room shown on Expedia website so we were disappointed in that. Overall nice place and really enjoyed our stay. "
United States
Stuart
The price is ￥38,507
￥43,127 total
includes taxes & fees
Dec 17 - Dec 18
Urban Cowboy Lodge
Front of property
Shadowcrest

Shadowcrest

Shadowcrest
3.5 star property
Fleischmanns
9.8 out of 10, Exceptional, (264)
"Shadowcrest is a gem and instantly felt like a home away from home. The bed was incredibly comfortable, the shower was amazing, and Brendan is extremely charming, informative and hospitable. Will absolutely be staying again and again!"
United States
Robert
The price is ￥20,324
￥22,356 total
includes taxes & fees
Dec 18 - Dec 19
Shadowcrest
Lushna Suite | Living area
Eastwind Windham

Eastwind Windham

Eastwind Windham
2.0 star property
Windham
9.4 out of 10, Exceptional, (73)
Surrounded by scenic beauty, this hotel offers easy access to Windham Mountain Resort and Country Club. Enjoy relaxation with free WiFi and parking while unwinding with a drink at the welcoming bar after an adventurous day.
"I loved our stay!"
United States
Erika
The price is ￥37,468
￥45,141 total
includes taxes & fees
Dec 16 - Dec 17
Eastwind Windham
View from room
Hotel Vienna

Hotel Vienna

Hotel Vienna
2.5 star property
Windham
9.4 out of 10, Exceptional, (717)
Unwind at this mountain retreat featuring an indoor pool and complimentary breakfast. Borrow free bikes to explore nearby trails or take a 5-minute drive to hit the slopes at Windham Mountain Resort. Guests rave about the helpful staff and prime location.
"Great place to stay with family room it's very clear 👌"
United States
jaisson
Hotel Vienna
Mountain view
Catskill Seasons Inn

Catskill Seasons Inn

Catskill Seasons Inn
2.5 star property
Shandaken
8.2 out of 10, Very Good, (241)
Tucked away in the Catskills, this charming inn offers a seasonal outdoor pool and tennis courts. Just minutes from Belleayre Mountain Ski Center with free breakfast, WiFi and parking for a relaxing mountain retreat.
"Great Stay would definitely recommend "
United States
Jay
The price is ￥18,533
￥20,757 total
includes taxes & fees
Dec 18 - Dec 19
Catskill Seasons Inn
Exterior
Mountain Treasure B&B

Mountain Treasure B&B

Mountain Treasure B&B
3.0 star property
Maplecrest
9.4 out of 10, Exceptional, (287)
Breathtaking B&B in Maplecrest, just minutes from Windham Mountain Resort and Hunter Mountain. Enjoy complimentary full breakfast daily while planning outdoor adventures like hiking, kayaking, and mountain biking. The peaceful terrace and garden provide perfect relaxation spots.
"Great location, nice and peaceful"
United States
Noel
The price is ￥23,101
￥24,948 total
includes taxes & fees
Dec 18 - Dec 19
Mountain Treasure B&B
Premium House, Kitchen, Mountain View | Private kitchen | Full-size fridge, microwave, coffee/tea maker
Starlite Motel

Starlite Motel

Starlite Motel
2.5 star property
Big Indian
9.2 out of 10, Wonderful, (273)
Tucked in Big Indian, this charming aparthotel offers refrigerators and microwaves in all rooms. Just minutes from Belleayre Mountain Ski Center and Beach, guests enjoy free WiFi, parking, plus a scenic garden and terrace.
"Awesome place to stay!"
United States
Earl
The price is ￥19,234
￥21,542 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Starlite Motel
Front of property
Albergo Allegria Hotel & Breakfast Restaurant

Albergo Allegria Hotel & Breakfast Restaurant

Albergo Allegria Hotel & Breakfast Restaurant
3.5 star property
Windham
9.6 out of 10, Exceptional, (270)
Surrounded by outdoor adventure, this charming B&B offers free WiFi and parking just 5 minutes from skiing. Hiking trails, kayaking, and mountain biking await, while the garden, terrace, and bike cleaning station welcome you back after exploring.
"Nice people and great breakfast. "
United States
Remelin
The price is ￥24,353
￥26,303 total
includes taxes & fees
Dec 15 - Dec 16
Albergo Allegria Hotel & Breakfast Restaurant
Property grounds
Emerson Resort & Spa

Emerson Resort & Spa

Emerson Resort & Spa
3.5 star property
Mount Tremper
9.2 out of 10, Wonderful, (46)
Surrounded by natural splendor, this Mount Tremper haven offers rejuvenating deep-tissue massages at the full-service spa. Unwind at the seasonal outdoor pool, energize in the 24-hour fitness center, or relax at the café and bar.
"Very clean and cozy "
United States
Robert
The price is ￥37,236
￥45,874 total
includes taxes & fees
Dec 14 - Dec 15
Emerson Resort & Spa
Front of property
Cave Mountain Motel

Cave Mountain Motel

Cave Mountain Motel
2.5 star property
Windham
9.4 out of 10, Exceptional, (134)
Embrace alpine charm at this motel with complimentary buffet breakfast, WiFi, and parking. Just 5 minutes from Windham Mountain Resort, it offers easy access to hiking trails, vineyards, and winery attractions.
"Great stay"
United States
Greg
The price is ￥21,648
￥23,380 total
includes taxes & fees
Dec 14 - Dec 15
Cave Mountain Motel
Front of property
Antique Rose Inn Windham

Antique Rose Inn Windham

Antique Rose Inn Windham
3.0 star property
Windham
9.0 out of 10, Wonderful, (125)
Ski enthusiasts will love this charming bed & breakfast, offering free perks like a daily full breakfast, WiFi, and parking. The Victorian property includes a terrace and garden, with ski passes available. Located near Windham Country Club.
"Well kept historical home. Convenient location. Comfortable bed. Good breakfast. Exceptional host."
United States
thomas
The price is ￥21,025
￥22,707 total
includes taxes & fees
Dec 15 - Dec 16
Antique Rose Inn Windham
Front of property
River Run Bed and Breakfast

River Run Bed and Breakfast

River Run Bed and Breakfast
3.0 star property
Fleischmanns
9.2 out of 10, Wonderful, (195)
This cozy bed and breakfast offers a peaceful retreat near the Catskill Mountains. Enjoy complimentary morning meals, WiFi, and parking during your stay, with Pine Hill Community Center just a short drive away.
"Excellent stay!!!"
United States
Donna
The price is ￥24,763
￥27,239 total
includes taxes & fees
Jan 4 - Jan 5, 2026
River Run Bed and Breakfast
Exterior
Margaretville Mtn Inn B&B and Village Suites

Margaretville Mtn Inn B&B and Village Suites

Margaretville Mtn Inn B&B and Village Suites
3.0 star property
Margaretville
8.2 out of 10, Very Good, (206)
Charming B&B in Margaretville with complimentary breakfast, WiFi, and parking. Relax in the hot tub after a day of sledding on-site, or explore nearby East Branch Delaware River and Canada Falls for outdoor excitement.
"Our stay at the Margaretville Mtn Inn was fantastic. The room was beautiful and very clean. The breakfast that was served was wholesome and delicious. I would definitely stay there again."
United States
Neal
The price is ￥21,025
￥24,685 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Margaretville Mtn Inn B&B and Village Suites
Property grounds
The Wheelhouse Inn

The Wheelhouse Inn

The Wheelhouse Inn
2.5 star property
Pine Hill
8.6 out of 10, Excellent, (129)
Free perks elevate this mountain retreat. The hotel offers complimentary WiFi and parking, with Belleayre Mountain Ski Center and Pine Hill Community Center just moments away for outdoor adventures.
"Great host, large and cozy rooms."
United States
Mohamed
The price is ￥14,017
￥15,699 total
includes taxes & fees
Dec 19 - Dec 20
The Wheelhouse Inn
Exterior
Winwood Condominiums by Windham Mountain Club

Winwood Condominiums by Windham Mountain Club

Winwood Condominiums by Windham Mountain Club
3.0 star property
Windham
8.8 out of 10, Excellent, (344)
"convenient nice and clean residence with kitchen and market nearby."
United States
Jatin
The price is ￥25,090
￥27,096 total
includes taxes & fees
Dec 18 - Dec 19
Winwood Condominiums by Windham Mountain Club
Free self parking
Xenia Resort

Xenia Resort

Xenia Resort
2.5 star property
Jewett
9.0 out of 10, Wonderful, (56)
Immerse yourself in mountain tranquility just minutes from Hunter and Windham Mountain Resorts. This hotel offers rejuvenating deep-tissue massages and reflexology treatments, plus on-site dining and free parking for outdoor adventures.
"Family friendly resort with great optional dinner and breakfast. The owner is very friendly and accommodating to guest's need. Great location for ski trip. "
United States
Eastlyn
The price is ￥23,361
￥25,230 total
includes taxes & fees
Dec 25 - Dec 26
Xenia Resort
Exterior
Wylder Hotel Windham

Wylder Hotel Windham

Wylder Hotel Windham
3.5 star property
Windham
8.6 out of 10, Excellent, (89)
Splash in the outdoor pool at this mountain getaway, just 5 minutes from Windham Mountain Resort. Enjoy refreshments at the coffee shop or bar after a day of adventure. Free WiFi and parking add convenience to your stay.
"Spotless room and great staff "
United States
Josue
The price is ￥32,049
￥42,400 total
includes taxes & fees
Dec 18 - Dec 19
Wylder Hotel Windham
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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

Hotel Vienna

Hotel Vienna

10/10 Excellent
"Love this place when its available. Low key, clean and conveniently near BOTH Hunter and Windham ski areas!"
Bruce 1-night trip
Posted 3 days ago
Hotel Vienna

More cheap stays in Ashland

The Colonial Motel

The Colonial Motel

37283 NY-23 Grand Gorge NY
The price is ￥13,876 per night from Dec 14 to Dec 15
￥13,876
￥15,262 total
Dec 14 - Dec 15
includes taxes & fees
9.4/10 Exceptional! (405 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 Kaatskill Mountain Club at Hunter Mountain. See all available top hotels, or vacation rentals in Ashland.
What's the top vacation rental that Ashland has to offer?
Catskill Mountain Getaway - minutes to Hunter, Windham and Belleayre Skiing: Visitors like this Ashland vacation home rental. It is located in the mountains and has a fireplace, a patio, and a barbecue grill to put you at ease 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. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation. 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 at Hunter Mountain 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?
Visitors to Ashland are sure to find plenty to explore and enjoy. A top sight in the area is Hunter Mountain. In Ashland, there are 8 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. Additionally, you'll find Hunter Mountain 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.

Explore a world of travel with Expedia