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Our top choices for Ashland hotels

Cave Mountain Motel

Cave Mountain Motel
2.5 star property
Windham
9.4 out of 10, Exceptional, (138 reviews)
  • cleanliness
    Enjoy rustic comfort near Windham Mountain Resort with free breakfast.
"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 NZ$249
includes taxes & fees
12 Feb - 13 Feb
Cave Mountain Motel

Urban Cowboy Lodge

Urban Cowboy Lodge
5.0 star property
Big Indian
9.4 out of 10, Exceptional, (202 reviews)
  • cleanliness
    Catskill Mountain retreat with luxury amenities and wilderness at your doorstep.
"Fantastic stay. Only regret was it wasn’t longer! Staff is wonderful and the property was beautiful. Looking forward to our next visit. "
United States
Nate
The price is NZ$278
includes taxes & fees
8 Mar - 9 Mar
Urban Cowboy Lodge

Black Bear Lodge

Black Bear Lodge
2.5 star property
Prattsville
9.0 out of 10, Wonderful, (132 reviews)
  • cleanliness
    Quiet retreat in Prattsville with free WiFi and parking near mountain attractions.
"I always have a great stay."
United States
Kathlleen
The price is NZ$266
includes taxes & fees
12 Feb - 13 Feb
Black Bear Lodge

Meadowood Inn

Meadowood Inn
3.0 star property
Arkville
9.6 out of 10, Exceptional, (273 reviews)
  • cleanliness
    Enjoy hiking trails at this B&B near Belleayre Mountain Ski Centre.
"Great experience. Highly recommend."
United States
Seweryn
The price is NZ$222
includes taxes & fees
23 Feb - 24 Feb
Meadowood Inn

Emerson Resort & Spa

Emerson Resort & Spa
3.5 star property
Mount Tremper
9.2 out of 10, Wonderful, (51 reviews)
  • cleanliness
    Enjoy the serene beauty of Catskill Mountains at this tranquil spa retreat.
"The Emerson exceeded my expectations! Property was beautiful, room was beautiful, staff beyond friendly. Will definitely return"
United States
Margaret
The price is NZ$454
includes taxes & fees
25 Feb - 26 Feb
Emerson Resort & Spa

The Graham & Co.

The Graham & Co.
3.0 star property
Phoenicia
9.6 out of 10, Exceptional, (22 reviews)
  • cleanliness
    Modern motel in the Catskills with bikes to explore Phoenicia's natural beauty.
"This place was perfect for a quick hiking trip, very simple but has everything you need. Room was very comfy and clean. Would definitely stay here again! "
United States
Amanda
The price is NZ$288
includes taxes & fees
12 Feb - 13 Feb
The Graham & Co.

The Colonial Motel

The Colonial Motel
2.5 star property
Grand Gorge
9.6 out of 10, Exceptional, (422 reviews)
  • cleanliness
    Outdoor adventure seekers will love this seasonal pool motel in Grand Gorge.
"Awesome place!"
United States
Richard
The price is NZ$162
includes taxes & fees
11 Mar - 12 Mar
The Colonial Motel

Mountain Treasure B&B

Mountain Treasure B&B
3.0 star property
Maplecrest
9.4 out of 10, Exceptional, (292 reviews)
  • cleanliness
    Cosy mountain retreat with easy access to premier skiing and hiking trails.
"Clean room, exceptional service. Will visit again. "
United States
Saurabh
The price is NZ$237
includes taxes & fees
12 Feb - 13 Feb
Mountain Treasure B&B

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 NZ$270
includes taxes & fees
16 Feb - 17 Feb
Shadowcrest

Starlite Motel

Starlite Motel
2.5 star property
Big Indian
9.2 out of 10, Wonderful, (285 reviews)
  • cleanliness
    Cosy mountain retreat with kitchen amenities near skiing destinations.
"A perfect place to stay by the Mt"
United States
Oleg
The price is NZ$232
includes taxes & fees
25 Feb - 26 Feb
Starlite Motel

SunView Motel

SunView Motel
2.5 star property
Tannersville
8.6 out of 10, Excellent, (580 reviews)
  • cleanliness
    Enjoy Hunter Mountain adventures from this cosy motel with free WiFi and parking.
"Clean rooms and nice renovated bathrooms. Perfect place just minutes from Hunter Mnt. Also close to restaurants and breakfast places. Will consider this option in the future."
United States
Kevin
The price is NZ$236
includes taxes & fees
16 Feb - 17 Feb
SunView Motel

Hotel Mountain Brook

Hotel Mountain Brook
4.0 star property
Tannersville
9.8 out of 10, Exceptional, (538 reviews)
  • cleanliness
    Step into a mountain retreat with hiking trails and complimentary breakfast.
"Wonderful, restful and relaxing stay!"
United States
Christina
The price is NZ$302
includes taxes & fees
3 Mar - 4 Mar
Hotel Mountain Brook

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)
  • cleanliness
    Experience a serene mountain escape with pristine amenities near Hunter Mountain.
"great location and everything you need! heated pool and hot tubs make it so amazing. "
United States
giuseppina
The price is NZ$644
includes taxes & fees
12 Feb - 13 Feb
Kaatskill Mountain Club & Condos by Vail Resorts

Antique Rose Inn Windham

Antique Rose Inn Windham
3.0 star property
Windham
9.0 out of 10, Wonderful, (127 reviews)
  • cleanliness
    Stay just a short drive from Windham Mountain Resort at this Victorian B&B.
"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 NZ$241
includes taxes & fees
12 Mar - 13 Mar
Antique Rose Inn Windham

Catskill Seasons Inn

Catskill Seasons Inn
2.5 star property
Shandaken
8.2 out of 10, Very good, (249 reviews)
  • cleanliness
    Experience mountain tranquility at this Shandaken hotel with tennis courts and a pool.
"Great stay!!! "
United States
Jordana
The price is NZ$276
includes taxes & fees
12 Feb - 13 Feb
Catskill Seasons Inn

Moore's Motel

Moore's Motel
2.5 star property
Prattsville
8.6 out of 10, Excellent, (164 reviews)
  • cleanliness
    Quiet retreat near Prattsville's museums offers peaceful stay with free amenities.
"Very friendly, very clean and close to the mountains. Would definitely stay here again!"
United States
Victoria
The price is NZ$214
includes taxes & fees
13 Mar - 14 Mar
Moore's Motel

The Leeway

The Leeway
2.0 star property
Mount Tremper
10.0 out of 10, Exceptional, (18 reviews)
"The leeway was very beautiful perfect for 2 people big cozy bed and nice living room area there are most definitely many places to eat nearby and lots of trails to walk and be one with nature and the small stream at the end was a breath taking view so beautiful in the morning with coffee i will be coming back "
United States
Delmy
The price is NZ$369
includes taxes & fees
1 Mar - 2 Mar
The Leeway

Albergo Allegria Hotel & Breakfast Restaurant

Albergo Allegria Hotel & Breakfast Restaurant
3.5 star property
Windham
9.6 out of 10, Exceptional, (273 reviews)
  • cleanliness
    Cosy Victorian retreat near Windham Mountain Resort with complimentary perks.
"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 NZ$239
includes taxes & fees
12 Feb - 13 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)
  • cleanliness
    Modern hotel near Windham Mountain Resort offers mountain access and relaxation.
"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 NZ$372
includes taxes & fees
12 Feb - 13 Feb
The Perch Hotel

Eastwind Oliverea Valley

Eastwind Oliverea Valley
2.0 star property
Big Indian
9.4 out of 10, Exceptional, (37 reviews)
  • cleanliness
    Escape to the serene Catskill Mountains with free WiFi and parking nearby.
"Overall is perfect! "
United States
Thanyarat
The price is NZ$1,135
includes taxes & fees
20 Feb - 21 Feb
Eastwind Oliverea Valley
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

Top Ashland Hotel Reviews

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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.
What are some of the best holiday rentals that Ashland has to offer?
⭐ Spacious Lake House Just Minutes From The Slopes ⭐: This holiday home rental outside of Ashland is located on a lake, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games. 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 7 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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