Ashland Hotels

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30 Nov - 1 Dec
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1 Dec - 2 Dec
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5 Dec - 7 Dec
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12 Dec - 14 Dec

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Top 10 trending Ashland hotels

Pet-friendly
Eastwind Windham

Eastwind Windham

2.0 star property
Windham
9.2 out of 10, Wonderful, (70)
"I loved our stay!"
United States
Erika
Eastwind Windham
The Windham Mountain View King with Balcony
Wylder Hotel Windham

Wylder Hotel Windham

3.5 star property
Windham
8.6 out of 10, Excellent, (87)
"Really nice restored resort. Rooms were great, staff was friendly. The food is very good."
United States
Shane
The price is €201
includes taxes & fees
4 Dec - 5 Dec
Wylder Hotel Windham
Exterior
Hotel Vienna

Hotel Vienna

2.5 star property
Windham
9.4 out of 10, Exceptional, (713)
"Really great spot!"
United States
Aria
Hotel Vienna
Presidential Duplex, Fireplace, Mountain View
The Haüs Windham

The Haüs Windham

2.0 star property
Windham
8.4 out of 10, Very good, (18)
"Great place nice and clean"
United States
henry
The price is €209
includes taxes & fees
2 Dec - 3 Dec
The Haüs Windham
Property grounds
Catskill Motor Court Motel

Catskill Motor Court Motel

2.5 star property
Catskill
5.8 out of 10, (124)
"."
United States
Jennifer
The price is €93
includes taxes & fees
2 Dec - 3 Dec
Catskill Motor Court Motel
Seasonal outdoor pool
The Graham & Co.

The Graham & Co.

3.0 star property
Phoenicia
9.6 out of 10, Exceptional, (21)
"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 €132
includes taxes & fees
14 Dec - 15 Dec
The Graham & Co.
Restaurant
Urban Cowboy Lodge

Urban Cowboy Lodge

5.0 star property
Big Indian
9.2 out of 10, Wonderful, (186)
" 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 €161
includes taxes & fees
2 Dec - 3 Dec
Urban Cowboy Lodge
Room 15
Albergo Allegria Hotel & Breakfast Restaurant

Albergo Allegria Hotel & Breakfast Restaurant

3.5 star property
Windham
9.6 out of 10, Exceptional, (270)
"Nice people and great breakfast. "
United States
Remelin
The price is €208
includes taxes & fees
12 Dec - 13 Dec
Albergo Allegria Hotel & Breakfast Restaurant
Front of property
Antique Rose Inn Windham

Antique Rose Inn Windham

3.0 star property
Windham
9.0 out of 10, Wonderful, (125)
"Well kept historical home. Convenient location. Comfortable bed. Good breakfast. Exceptional host."
United States
thomas
The price is €126
includes taxes & fees
2 Dec - 3 Dec
Antique Rose Inn Windham
Terrace/patio
Eastwind Oliverea Valley

Eastwind Oliverea Valley

2.0 star property
Big Indian
9.4 out of 10, Exceptional, (34)
"Very cozy for a weekend gateway "
United States
Fiorentin
The price is €376
includes taxes & fees
21 Dec - 22 Dec
Eastwind Oliverea Valley
Free self-parking
Xenia Resort

Xenia Resort

2.5 star property
Jewett
9.0 out of 10, Wonderful, (56)
"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 €140
includes taxes & fees
21 Dec - 22 Dec
Xenia Resort
Mountain view
Catskill Seasons Inn

Catskill Seasons Inn

2.5 star property
Shandaken
8.2 out of 10, Very good, (238)
"Great Stay would definitely recommend "
United States
Jay
The price is €115
includes taxes & fees
15 Dec - 16 Dec
Catskill Seasons Inn
Room, Ensuite (Superior Main Lodge Room) - This unit is not pet friendly
Hotel Mountain Brook

Hotel Mountain Brook

4.0 star property
Tannersville
9.8 out of 10, Exceptional, (515)
"everything was excellent amazing place and great location"
United States
Grigoriy
The price is €139
includes taxes & fees
9 Dec - 10 Dec
Hotel Mountain Brook
Exterior
Starlite Motel

Starlite Motel

2.5 star property
Big Indian
9.2 out of 10, Wonderful, (273)
"Awesome place to stay!"
United States
Earl
The price is €121
includes taxes & fees
2 Dec - 3 Dec
Starlite Motel
Exterior
Mountain Treasure B&B

Mountain Treasure B&B

3.0 star property
Maplecrest
9.4 out of 10, Exceptional, (287)
"Great location, nice and peaceful"
United States
Noel
The price is €141
includes taxes & fees
2 Dec - 3 Dec
Mountain Treasure B&B
The Daffodil
The Hidden Inn

The Hidden Inn

4.0 star property
South Kortright
9.0 out of 10, Wonderful, (56)
"Beautiful room, cozy setting"
United States
Danielle
The Hidden Inn
Exterior
Kaatskill Mountain Club at Hunter Mountain

Kaatskill Mountain Club at Hunter Mountain

2.0 star property
Hunter
9.2 out of 10, Wonderful, (315)
"Great stay"
United States
Son
The price is €203
includes taxes & fees
3 Dec - 4 Dec
Kaatskill Mountain Club at Hunter Mountain
The Turquoise Room | Bathroom
Shadowcrest

Shadowcrest

3.5 star property
Fleischmanns
9.8 out of 10, Exceptional, (260)
"Different but pleasant stay. Room was very quiet and clean. I’ll stay again. "
United States
William
The price is €124
includes taxes & fees
2 Dec - 3 Dec
Shadowcrest
Dining
Phoenicia Lodge

Phoenicia Lodge

2.0 star property
Phoenicia
9.2 out of 10, Wonderful, (32)
"Had a great stay! "
United States
Lace
The price is €146
includes taxes & fees
4 Dec - 5 Dec
Phoenicia Lodge
Front of property
Meadowood Inn

Meadowood Inn

3.0 star property
Arkville
9.6 out of 10, Exceptional, (266)
"I cant say enough positive things when it comes to the Meadowood Inn. Our hostess was informative, friendly, and cooked us up a gourmet breakfast each morning to get us on our way. The Inn itself was truly charming and we were excited to learn about the history of the house. I have stayed at a good amount of B&B's, and the cleanliness at the Inn was above excellent, spotless! "
United States
christoph
The price is €116
includes taxes & fees
14 Dec - 15 Dec
Meadowood Inn
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

Hotel Vienna

Hotel Vienna

10/10 Excellent
"We paid $100?extra for Mountain View … and it was a mountain in a distance … that was not worth my money "
Ingrid 2-night trip
Posted 4 days ago
Hotel Vienna

More cheap stays in Ashland

Hotel Vienna

Hotel Vienna

107 State Route 296 Windham NY
Get rates
9.2/10 Wonderful! (710 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 traveller data. Two other options for your visit to the area are Hotel Vienna 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?
A world where time stands still, close to Belleayre Ski & Wedding venues.: This holiday home rental outside of Ashland is located in the mountains, and has a fireplace, a patio and a BBQ 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 that you can cook with friends or family. You can relax into your holiday with a garden and 1 hot tub. 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 at Hunter Mountain 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 8 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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