Ashland Hotels

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Nov 22 - Nov 23
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Nov 23 - Nov 24
Next weekend
Nov 28 - Nov 30
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Dec 5 - Dec 7

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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, (67)
"I loved our stay!"
United States
Erika
The price is P12,495
P13,932 total
includes taxes & fees
Nov 26 - Nov 27
Eastwind Windham
In-room safe, iron/ironing board, free cribs/infant beds, rollaway beds
Wylder Hotel Windham

Wylder Hotel Windham

3.5 star property
Windham
8.8 out of 10, Excellent, (82)
"Really nice restored resort. Rooms were great, staff was friendly. The food is very good."
United States
Shane
The price is P8,520
P12,154 total
includes taxes & fees
Nov 23 - Nov 24
Wylder Hotel Windham
Exterior
Hotel Vienna

Hotel Vienna

2.5 star property
Windham
9.4 out of 10, Exceptional, (705)
"Really great spot!"
United States
Aria
Hotel Vienna
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 P5,884
P6,355 total
includes taxes & fees
Nov 27 - Nov 28
Catskill Motor Court Motel
1 bedroom, premium bedding, down comforters, memory foam beds
The Haüs Windham

The Haüs Windham

2.0 star property
Windham
8.6 out of 10, Excellent, (17)
"Great place nice and clean"
United States
henry
The price is P8,854
P14,346 total
includes taxes & fees
Nov 24 - Nov 25
The Haüs Windham
Restaurant
Urban Cowboy Lodge

Urban Cowboy Lodge

5.0 star property
Big Indian
9.2 out of 10, Wonderful, (181)
" 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 P8,489
P9,508 total
includes taxes & fees
Nov 23 - Nov 24
Urban Cowboy Lodge
Seasonal outdoor pool
The Graham & Co.

The Graham & Co.

3.0 star property
Phoenicia
9.6 out of 10, Exceptional, (20)
"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 P8,059
P9,026 total
includes taxes & fees
Dec 15 - Dec 16
The Graham & Co.
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 P20,537
P25,688 total
includes taxes & fees
Dec 21 - Dec 22
Eastwind Oliverea Valley
Premium bedding, down comforters, individually decorated
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 P9,234
P9,973 total
includes taxes & fees
Nov 24 - Nov 25
Albergo Allegria Hotel & Breakfast Restaurant
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 P7,002
P7,843 total
includes taxes & fees
Dec 18 - Dec 19
Catskill Seasons Inn
Front of property
Antique Rose Inn Windham

Antique Rose Inn Windham

3.0 star property
Windham
9.0 out of 10, Wonderful, (124)
"Nice little B&B. Very friendly host. Would stay again if in the area. "
United States
Chad
The price is P7,944
P8,579 total
includes taxes & fees
Nov 25 - Nov 26
Antique Rose Inn Windham
Exterior
Starlite Motel

Starlite Motel

2.5 star property
Big Indian
9.2 out of 10, Wonderful, (272)
"Awesome place to stay!"
United States
Earl
The price is P7,356
P8,238 total
includes taxes & fees
Dec 1 - Dec 2
Starlite Motel
Exterior
Mountain Treasure B&B

Mountain Treasure B&B

3.0 star property
Maplecrest
9.4 out of 10, Exceptional, (286)
"Great location, nice and peaceful"
United States
Noel
The price is P8,889
P9,600 total
includes taxes & fees
Dec 18 - Dec 19
Mountain Treasure B&B
Exterior
Kaatskill Mountain Club at Hunter Mountain

Kaatskill Mountain Club at Hunter Mountain

2.0 star property
Hunter
9.2 out of 10, Wonderful, (314)
"Great stay"
United States
Son
The price is P11,671
P13,898 total
includes taxes & fees
Nov 26 - Nov 27
Kaatskill Mountain Club at Hunter Mountain
Front of property
Meadowood Inn

Meadowood Inn

3.0 star property
Arkville
9.6 out of 10, Exceptional, (265)
"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 P7,184
P7,902 total
includes taxes & fees
Dec 18 - Dec 19
Meadowood Inn
Porch
Beds on Clouds

Beds on Clouds

3.0 star property
Windham
7.4 out of 10, Good, (68)
"Great spot for a weekend getaway"
United States
Bertrand
The price is P12,113
P13,082 total
includes taxes & fees
Nov 24 - Nov 25
Beds on Clouds
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 P7,706
P8,477 total
includes taxes & fees
Nov 23 - Nov 24
Shadowcrest
Front of property
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)
"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 P12,594
P13,853 total
includes taxes & fees
Dec 21 - Dec 22
The Queen of the Catskills B&B
Dining
Phoenicia Lodge

Phoenicia Lodge

2.0 star property
Phoenicia
9.2 out of 10, Wonderful, (30)
"Had a great stay! "
United States
Lace
The price is P9,701
P10,865 total
includes taxes & fees
Nov 23 - Nov 24
Phoenicia Lodge
Front of property
River Run Bed and Breakfast

River Run Bed and Breakfast

3.0 star property
Fleischmanns
9.2 out of 10, Wonderful, (195)
"Excellent stay!!!"
United States
Donna
The price is P8,768
P9,645 total
includes taxes & fees
Dec 21 - Dec 22
River Run Bed and Breakfast
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

The Colonial Motel

The Colonial Motel

10/10 Excellent
"yes thank you"
John 2-night trip
Posted 5 days ago
The Colonial Motel

More cheap stays in Ashland

Hotel Vienna

Hotel Vienna

107 State Route 296 Windham NY
Get rates
9.2/10 Wonderful! (701 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 Urban Cowboy Lodge. See all available top hotels, or 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.
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 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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