Search Ashland hotels

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Ashland hotels

The Colonial Motel

The Colonial Motel
2.5 star property
Grand Gorge
9.6 out of 10, Exceptional, (441 reviews)
"Great stay & location! Super sweet place! "
United States
Jennifer
The price is NZ$160
includes taxes & fees
18 May - 19 May
The Colonial Motel

Cave Mountain Motel

Cave Mountain Motel
2.5 star property
Windham
9.4 out of 10, Exceptional, (140 reviews)
"Great stay at Cave Mountain Motel. My son and I enjoyed four days of skiing and this motel was the perfect home base. Convenient location, comfortable accommodations, and great hospitality. Would happily stay again."
United States
Marc
The price is NZ$252
includes taxes & fees
21 May - 22 May
Cave Mountain Motel

Moore's Motel

Moore's Motel
2.5 star property
Prattsville
8.8 out of 10, Excellent, (166 reviews)
"Very friendly, very clean and close to the mountains. Would definitely stay here again!"
United States
Victoria
The price is NZ$218
includes taxes & fees
14 May - 15 May
Moore's Motel

Hotel Vienna

Hotel Vienna
3.0 star property
Windham
9.4 out of 10, Exceptional, (799 reviews)
"The Hotel was very nice and was being renovated. The staff were friendly and helpful."
United States
Diane
The price is NZ$287
includes taxes & fees
20 May - 21 May
Hotel Vienna

Antique Rose Inn Windham

Antique Rose Inn Windham
3.0 star property
Windham
9.0 out of 10, Wonderful, (129 reviews)
"Cool historic home with a nice host. Great breakfast. "
United States
Jim
The price is NZ$244
includes taxes & fees
21 May - 22 May
Antique Rose Inn Windham

Margaretville Motel

Margaretville Motel
2.5 star property
Margaretville
6.8 out of 10, (194 reviews)
"Easy access to rooms and the main lobby/office. Breakfast in the lobby was also great to have "
United States
Donna
The price is NZ$184
includes taxes & fees
21 May - 22 May
Margaretville Motel

The Graham & Co.

The Graham & Co.
3.0 star property
Phoenicia
9.8 out of 10, Exceptional, (35 reviews)
"The staff is super friendly and the place is fun"
United States
Naheima Nathalie
The price is NZ$304
includes taxes & fees
17 May - 18 May
The Graham & Co.

Meadowood Inn

Meadowood Inn
3.0 star property
Arkville
9.6 out of 10, Exceptional, (281 reviews)
"Cozy place, kind host & the best breakfast"
United States
Jessy
The price is NZ$225
includes taxes & fees
26 May - 27 May
Meadowood Inn

Amaya Bed&Breakfast

Amaya Bed&Breakfast
2.0 star property
Oak Hill
10.0 out of 10, Exceptional, (12 reviews)
"Our stay at Amaya was incredible. The home is impeccably designed, the rooms were very comfortable, breakfast was delicious, and Johnny is the most kind and welcoming host. He went above and beyond to make it a memorable experience. The hot tub is a luxurious perk and the home feels private even with other guests. The location is convenient for exploring the Catskills. I can’t recommend this place enough, it’s a 10/10."
United States
Michael
The price is NZ$718
includes taxes & fees
17 May - 18 May
Amaya Bed&Breakfast

Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark
3.0 star property
Hunter
9.2 out of 10, Wonderful, (938 reviews)
"really beautiful spot with great amenities, friendly staff, relaxed environment "
United States
Ryan
The price is NZ$251
includes taxes & fees
27 May - 28 May
Hunter Lodge, a Bluebird by Lark

The Hidden Inn

The Hidden Inn
4.0 star property
South Kortright
9.0 out of 10, Wonderful, (58 reviews)
"Beautiful "
United States
Daniel
The price is NZ$266
includes taxes & fees
24 May - 25 May
The Hidden Inn

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, (359 reviews)
"Clean room, great staff, beautiful scenery."
United States
Sherice
The price is NZ$444
includes taxes & fees
22 May - 23 May
Kaatskill Mountain Club & Condos by Vail Resorts

Phoenicia Lodge

Phoenicia Lodge
2.0 star property
Phoenicia
9.2 out of 10, Wonderful, (45 reviews)
"Very charming room close to many attractions, very friendly staff, great breakfast"
United States
John
The price is NZ$291
includes taxes & fees
17 May - 18 May
Phoenicia Lodge

Mountain Treasure B&B

Mountain Treasure B&B
3.0 star property
Maplecrest
9.4 out of 10, Exceptional, (293 reviews)
"The room was clean and comfortable, the breakfast was great. We had a good stay. "
United States
cynthia
The price is NZ$306
includes taxes & fees
21 May - 22 May
Mountain Treasure B&B

The Perch Hotel

The Perch Hotel
2.0 star property
East Windham
9.6 out of 10, Exceptional, (29 reviews)
"Such an amazing stay at the Perch - beautiful place with spacious rooms and a super cozy vibe. We felt right at home upon arrival and can’t wait to venture back again in the near future. Definitely recommend staying here!! "
United States
siobhan
The price is NZ$326
includes taxes & fees
21 May - 22 May
The Perch Hotel

Catskill Seasons Inn

Catskill Seasons Inn
2.5 star property
Shandaken
8.2 out of 10, Very good, (252 reviews)
"Great stay!!! "
United States
Jordana
The price is NZ$231
includes taxes & fees
14 May - 15 May
Catskill Seasons Inn

The Queen of the Catskills B&B

The Queen of the Catskills B&B
3.0 star property
Stamford
9.2 out of 10, Wonderful, (75 reviews)
"Excellent stay! Would highly recommend. The hosts were very accommodating and very friendly. Everything about this B&B was a first class experience (room, hosts, breakfast). Would highly recommend! "
United States
Bruce
The price is NZ$352
includes taxes & fees
13 June - 14 June
The Queen of the Catskills B&B

The Vine on main

The Vine on main
2.0 star property
Stamford
8.0 out of 10, Very good, (93 reviews)
"Just Prefect"
United States
dedrick
The price is NZ$262
includes taxes & fees
13 June - 14 June
The Vine on main

Hotel Mountain Brook

Hotel Mountain Brook
4.0 star property
Tannersville
9.8 out of 10, Exceptional, (560 reviews)
"Great stay with friendly staff,making our experience that much more enjoyable! Definitely come out here for nature and have a getaway from busy life."
United States
Jasmine
The price is NZ$325
includes taxes & fees
27 May - 28 May
Hotel Mountain Brook

Winwood Condominiums by Windham Mountain Club

Winwood Condominiums by Windham Mountain Club
3.0 star property
Windham
8.8 out of 10, Excellent, (353 reviews)
"Great option for visiting Windham mountain! "
United States
Maria
The price is NZ$288
includes taxes & fees
20 May - 21 May
Winwood Condominiums by Windham Mountain Club
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.
Save an average of 15% on thousands of hotels when you're signed in

Stay near popular Ashland attractions

Top Ashland Hotel Reviews

More cheap accommodation in Ashland

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 Emerson Resort & Spa and Urban Cowboy Lodge. See all available top hotels, or vacation rentals in Ashland.
What are some of the best holiday rentals that Ashland has to offer?
Firepit, Cozy Farmhouse & Adventure Nearby | Catskill Park Farm by AvantStay: This highly rated holiday home rental in Ashland is located in a rural location, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and 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?
Emerson Resort & Spa: Hotel located near Catskill Mountains. Provides a full-service spa, a seasonal outdoor pool and complimentary bicycles. The Graham & Co. and Hotel Vienna are two additional hotels with an on-site pool. View all hotels with pools in Ashland.
What is staying in Ashland like?
Travellers to Ashland will find plenty to explore and enjoy. In Ashland, there are 6 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. You'll also find Windham Mountain Resort and Windham Country Club 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.

Explore a world of travel with Expedia