Find hotels in Ashland, NY from ￥15,270

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Our top choices for Ashland hotels

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 ￥21,658
￥23,391 total
includes taxes & fees
Dec 16 - Dec 17
Cave Mountain Motel
Front of property - evening/night
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 ￥37,253
￥45,895 total
includes taxes & fees
Dec 16 - Dec 17
Emerson Resort & Spa
View from property
Black Bear Lodge

Black Bear Lodge

Black Bear Lodge
2.5 star property
Prattsville
9.0 out of 10, Wonderful, (131)
Peaceful lodging surrounded by nature, where complimentary parking and WiFi enhance your stay. Close to Ashland Park and Bearpen Mountain State Forest, this tranquil motel offers daily housekeeping for a refreshing mountain getaway.
"Great place. Would definitely stay again."
United States
Ryan
The price is ￥23,216
￥25,073 total
includes taxes & fees
Dec 16 - Dec 17
Black Bear Lodge
Grand Cabin, Fireplace, Annex Building | Premium bedding, minibar, in-room safe, individually decorated
Deer Mountain Inn

Deer Mountain Inn

Deer Mountain Inn
2.0 star property
Haines Falls
9.2 out of 10, Wonderful, (5)
Set within a short drive of Hunter Mountain, this hotel offers complimentary breakfast, WiFi, and parking. Enjoy drinks at the bar/lounge and meals at the onsite restaurant. The peaceful grounds feature a garden and terrace for relaxing mountain getaways.
"Amazing!"
United States
gabrielle
The price is ￥57,999
￥66,534 total
includes taxes & fees
Dec 16 - Dec 17
Deer Mountain Inn
Living area
Amaya Bed&Breakfast

Amaya Bed&Breakfast

Amaya Bed&Breakfast
2.0 star property
Oak Hill
10.0 out of 10, Exceptional, (7)
"We had a very relaxing weekend at the Amaya Bed & Breakfast. The host was super friendly and went above and beyond to make sure we were comfortable and had everything we needed. The breakfast was delicious and was the perfect way to start our mornings. The house itself is so beautifully decorated and the surrounding area was very peaceful. I look forward to staying again in the future. "
United States
Michaela
The price is ￥51,271
￥55,373 total
includes taxes & fees
Dec 16 - Dec 17
Amaya Bed&Breakfast
Room, Ensuite (Superior Main Lodge Room) - This unit is not pet friendly | Premium bedding, bed sheets
Hotel Mountain Brook

Hotel Mountain Brook

Hotel Mountain Brook
4.0 star property
Tannersville
9.8 out of 10, Exceptional, (516)
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 ￥23,216
￥25,073 total
includes taxes & fees
Dec 16 - Dec 17
Hotel Mountain Brook
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 ￥23,111
￥24,959 total
includes taxes & fees
Dec 16 - Dec 17
Mountain Treasure B&B
The Turquoise Room | Bathroom | Shower, rainfall showerhead, free toiletries, hair dryer
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 ￥20,333
￥22,367 total
includes taxes & fees
Dec 16 - Dec 17
Shadowcrest
Exterior
The Colonial Motel

The Colonial Motel

The Colonial Motel
2.5 star property
Grand Gorge
9.4 out of 10, Exceptional, (406)
Set near hiking trails, kayaking spots, and cross-country skiing areas, this clean motel provides refreshing comfort with a seasonal outdoor pool. The helpful staff ensures a pleasant stay while nearby Gilboa and Pratt museums offer cultural exploration.
"Comfortable, quiet and good value vs other options in the region. "
United States
Karl
The price is ￥13,882
￥15,270 total
includes taxes & fees
Dec 16 - Dec 17
The Colonial Motel
Seasonal outdoor pool
The Graham & Co.

The Graham & Co.

The Graham & Co.
3.0 star property
Phoenicia
9.6 out of 10, Exceptional, (22)
Relax at this Phoenicia escape with a seasonal outdoor pool and volleyball court. Enjoy complimentary breakfast, WiFi, and parking while exploring nearby Empire State Railway Museum. The motel offers free bike rentals for scenic Catskill Mountains adventures.
"A beautiful and relaxing getaway in the Catskills. Highly recommended. The room and grounds are clean and well maintained. The staff is friendly and attentive without being intrusive."
United States
Brian
The price is ￥24,166
￥27,064 total
includes taxes & fees
Dec 16 - Dec 17
The Graham & Co.
Exterior
The Vine on main

The Vine on main

The Vine on main
2.0 star property
Stamford
7.8 out of 10, Good, (90)
Steps from Veterans Memorial Park, this inviting motel offers clean, comfortable rooms with daily housekeeping. Outdoor enthusiasts will love the nearby hiking trails and mountain biking options. Free WiFi and parking add convenience to your Catskills getaway.
"Clean easy place to stay in a cute town. "
United States
Anonymous traveler
The Vine on main
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, (319)
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 ￥30,791
￥36,667 total
includes taxes & fees
Dec 16 - Dec 17
Kaatskill Mountain Club at Hunter Mountain
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 ￥21,034
￥22,717 total
includes taxes & fees
Dec 16 - Dec 17
Antique Rose Inn Windham
Terrace/patio
Eastwind Oliverea Valley

Eastwind Oliverea Valley

Eastwind Oliverea Valley
2.0 star property
Big Indian
9.2 out of 10, Wonderful, (35)
Located in Big Indian, this tranquil hotel offers easy access to Belleayre Mountain Ski Center and Catskill State Park. Enjoy complimentary WiFi and parking during your mountain retreat, with breakfast available to fuel your adventures.
"Very cozy for a weekend gateway "
United States
Fiorentin
The price is ￥53,834
￥68,288 total
includes taxes & fees
Dec 21 - Dec 22
Eastwind Oliverea Valley
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 ￥18,541
￥20,766 total
includes taxes & fees
Dec 16 - Dec 17
Catskill Seasons Inn
Studio Suite | Private kitchen | Fridge, microwave, stovetop, coffee/tea maker
Suites on Main

Suites on Main

Suites on Main
3.0 star property
Margaretville
7.2 out of 10, Good, (78)
Located in Margaretville, this apartment offers a convenient base for exploring Belleayre Mountain and Delaware & Ulster Railroad. Enjoy complimentary continental breakfast, WiFi, and parking, with rooms featuring refrigerators and microwaves for added convenience.
"Good place to stay and reasonable "
Canada
Marney
The price is ￥15,285
￥22,733 total
includes taxes & fees
Dec 16 - Dec 17
Suites on Main
Restaurant
Urban Cowboy Lodge

Urban Cowboy Lodge

Urban Cowboy Lodge
5.0 star property
Big Indian
9.2 out of 10, Wonderful, (188)
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 ￥20,099
￥22,511 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Urban Cowboy Lodge
Room 15 | Premium bedding, down comforters, individually decorated
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 ￥24,364
￥26,315 total
includes taxes & fees
Dec 16 - Dec 17
Albergo Allegria Hotel & Breakfast Restaurant
Outdoor pool
Moore's Motel

Moore's Motel

Moore's Motel
2.5 star property
Prattsville
8.6 out of 10, Excellent, (158)
Tranquil accommodations provide a restful atmosphere at this Prattsville motel. Take a refreshing dip in the outdoor pool after exploring nearby Pratt Museum. Free WiFi and parking add value to this peaceful getaway.
"Stay here every time we are in the area. And its always a great stay and a good time down the street at the prattsville tavern. Moores is excellent"
United States
John
The price is ￥18,697
￥20,193 total
includes taxes & fees
Dec 16 - Dec 17
Moore's Motel
Pet-friendly
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 ￥44,562
￥53,051 total
includes taxes & fees
Dec 21 - Dec 22
Eastwind 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.
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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
"I loved this hotel! It definitely gives mountain vibes, the decor is perfect. The shower and beds were excellent, the service and the staff are amazing. I was pleasantly surprised - I can be very particular with my hotel stays, I want it to be at least as comfortable as home if not better. Between the fireplaces going, that ski lodge decor, and the hotel smells beautiful. The only reason I gave the breakfast four stars- it is so cool that it is free, but I would love a hot protein option even if I had to pay for it. but honestly everything was above and beyond!"
Adrienne 1-night trip
Posted 1 day 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 ￥13,882 per night from Dec 16 to Dec 17
￥13,882
￥15,270 total
Dec 16 - Dec 17
includes taxes & fees
9.4/10 Exceptional! (406 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.

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