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Hotels in Ashland

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Choose from 1542 Ashland Hotel Deals

Hunter Lodge, a Bluebird by Lark
Hunter Lodge, a Bluebird by Lark
3 out of 5
7433 Main St, Hunter, NY
  • 18 min drive from Ashland Town Hall
Stay at this 3-star hotel in Hunter. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
9.2/10 Wonderful! (644 reviews)
"Very nice staff! Comfy room."

Reviewed on May 14, 2025

Hunter Lodge, a Bluebird by Lark
The Roxbury at Stratton Falls
The Roxbury at Stratton Falls
2 out of 5
48 Co Rd 41, Roxbury, NY
  • 9 min drive from Ashland Town Hall
Stay at this hotel in Roxbury. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Plattekill State Forest and Plattekill Mountain are located ...
9.4/10 Exceptional! (26 reviews)
Girl trip
"I Had planned a wonderful hiking trip with two of my friends. Unfortunately I had an injury shortly before the trip and was unable to hike. We enjoyed the Roxbury at Stratton falls to the fullest. The staff was nothing less than a accommodating and friendly. They gave us tips on things to do and ..."

Reviewed on May 22, 2025

The Roxbury at Stratton Falls
Urban Cowboy Lodge
Urban Cowboy Lodge
5 out of 5
37 Alpine Rd, Big Indian, NY
  • 42 min drive from Ashland Town Hall
Stay at this 5-star luxury lodge in Big Indian. Enjoy free WiFi, free parking, and a sauna. Our guests praise the helpful staff in our reviews. Popular attractions ...
9.4/10 Exceptional! (138 reviews)
"Off beaten path...nice property"

Reviewed on May 18, 2025

Urban Cowboy Lodge
Eastwind Windham
Eastwind Windham
2 out of 5
5088 NY-23, Windham, NY
  • 16 min walk from Ashland Town Hall
Stay at this hotel in Windham. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Windham Mountain Resort and Windham Country Club ...
9.2/10 Wonderful! (55 reviews)
Five stars
"In love with this place! They made the cutest breakfast baskets and the scenery is unmatched. Can’t wait to stay again!"

Reviewed on May 20, 2025

Eastwind Windham
Wylder Hotel Windham
Wylder Hotel Windham
3.5 out of 5
19 New York 296, Windham, NY
  • 16 min walk from Ashland Town Hall
Stay at this 3.5-star hotel in Windham. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Windham Mountain Resort and Windham Country Club ...
8.2/10 Very Good! (55 reviews)
"All was nice, very nice staff esp the bartender Chris! We could not get the TV’s to work in either room with the required logins, and the water took a really long time to get warm for the showers. Otherwise, really all fine and bucolic."

Reviewed on May 11, 2025

Wylder Hotel Windham
Kaatskill Mountain Club at Hunter Mountain
Kaatskill Mountain Club at Hunter Mountain
2 out of 5
61 LIFTSIDE DR, Hunter, NY
  • 17 min drive from Ashland Town Hall
Stay at this hotel in Hunter. Enjoy free WiFi, a sauna, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions Hunter ...
9/10 Wonderful! (234 reviews)
"I have read a lot of reviews on this property and I always try to steer clear of the bad reviews to let myself in on the experience so I can find out When you speak on “updating” and such, you must keep in mind the Nostalgia of this sport and what this mountain has down to maintain the East Coast ..."

Reviewed on Mar 21, 2025

Kaatskill Mountain Club at Hunter Mountain
Hotel Mountain Brook
Hotel Mountain Brook
4 out of 5
57 Route 23c, Tannersville, NY
  • 19 min drive from Ashland Town Hall
Stay at this 4-star hotel in Tannersville. Enjoy free breakfast, free parking, and cable TV channels. Our guests praise the helpful staff in our reviews. Popular ...
9.8/10 Exceptional! (480 reviews)
"we booked this place as our honeymoon stay for 2 nights as part of a road trip. The host was amazing and helped with all the inquiries. we loved this place! definitely will visit again."

Reviewed on May 20, 2025

Hotel Mountain Brook
Hotel Vienna
Hotel Vienna
2.5 out of 5
107 State Route 296, Windham, NY
  • 16 min walk from Ashland Town Hall
Book a stay at this golf hotel in Windham. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
9.2/10 Wonderful! (561 reviews)
"It would have been nice to have a coffee pot and microwave in the room."

Reviewed on May 19, 2025

Hotel Vienna
Eastwind Oliverea Valley
Eastwind Oliverea Valley
2 out of 5
212 McKenley Hollow Rd, Big Indian, NY
  • 39 min drive from Ashland Town Hall
Stay at this hotel in Big Indian. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Belleayre Mountain Ski Center and Slide Mountain ...
9.4/10 Exceptional! (27 reviews)
"A beautifully located and thoughtfully designed property with a warm and welcoming atmosphere - especially from Brendan and Gillian, who were both loads of fun and full of insights into the local area. Highly recommended!"

Reviewed on May 9, 2025

Eastwind Oliverea Valley
The Graham & Co.
The Graham & Co.
3 out of 5
80 Route 214, Phoenicia, NY
  • 37 min drive from Ashland Town Hall
Stay at this 3-star business-friendly motel in Phoenicia. Enjoy free breakfast, free parking, and an outdoor pool. Popular attractions Empire State Railway Museum ...
10/10 Exceptional! (4 reviews)
"The Graham is the place to stay in the Catskills!! I stayed in the Bunkhouse and my small room had everything I needed. It was a solo trip and my room had bunk beds. That twin bed was so comfy and cozy! There were 3 bathrooms to share and the bathroom was big and sparking clean. Amazing water pressure ..."

Reviewed on Apr 26, 2025

The Graham & Co.
The Colonial Motel
The Colonial Motel
2.5 out of 5
37283 NY-23, Grand Gorge, NY
  • 10 min drive from Ashland Town Hall
Stay at this motel in Grand Gorge. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. ...
9.4/10 Exceptional! (350 reviews)
Stepped back in time
"I had a room in the main house, built in the 1860s and loved it. They tried to keep some of the old world charm in the room with a huge tall queen size bed with a big pile of pillows, original cast iron radiator and even the slightly squeaky wood floors under the carpet. If you love old houses like ..."

Reviewed on May 13, 2025

The Colonial Motel
SunView Motel
SunView Motel
2.5 out of 5
5844 Main St, Tannersville, NY
  • 19 min drive from Ashland Town Hall
Book a stay at this golf motel in Tannersville. Enjoy free WiFi, free parking, and a garden. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8.4/10 Very Good! (529 reviews)
*****
"Exceeded our motel stay expectations by much! Super clean and large rooms for a half a price of the hotel experience. Sizable fridge and a microwave were a plus. Outdoor patio tables and chairs right on a porch for every room made an evening of cards game tons of fun. Brightly illuminated with ginormous ..."

Reviewed on May 18, 2025

SunView Motel
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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