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Top hotels and accommodation in Ashland

The Windham Mountain View King with Balcony
Wylder Hotel Windham

Wylder Hotel Windham

3.5 star property
Windham
8.8 out of 10, Excellent, (79)
"Everything was good"
United States
Laura Von
The price is NZ$379
includes taxes & fees
16 Nov - 17 Nov
Wylder Hotel Windham
Presidential Duplex, Fireplace, Mountain View
The Haüs Windham

The Haüs Windham

2.0 star property
Windham
8.6 out of 10, Excellent, (17)
"Great view!"
United States
Kyle
The price is NZ$398
includes taxes & fees
16 Nov - 17 Nov
The Haüs Windham
Property grounds
Catskill Motor Court Motel

Catskill Motor Court Motel

2.5 star property
Catskill
5.8 out of 10, (124)
"We like the playground just in front of the room. The pool is closes. The motel is degraded and used. The owner is kind. We like our stay for the activities nearby in the Catskill region."
Canada
Sarah
The price is NZ$199
includes taxes & fees
14 Nov - 15 Nov
Catskill Motor Court Motel
Pet-friendly
Eastwind Windham

Eastwind Windham

2.0 star property
Windham
9.2 out of 10, Wonderful, (66)
"Loved this hotel!"
United States
John
The price is NZ$396
includes taxes & fees
26 Nov - 27 Nov
Eastwind Windham
Exterior
Hotel Vienna

Hotel Vienna

2.5 star property
Windham
9.4 out of 10, Exceptional, (699)
"Clean room, friendly staff, delicious croissants and a cute indoor pool - a rarity in the area."
United States
Karen
Hotel Vienna
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 NZ$298
includes taxes & fees
26 Nov - 27 Nov
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, (124)
"The proprietor was friendly and informative! The location was wonderful. Convenient to all restaurants. Room and common spaces were clean and comfortable. All of all of the lovely antiques and paintings were fascinating. Just a wonderful place to stay. Will plan to come back again. "
United States
Malabika
The price is NZ$258
includes taxes & fees
26 Nov - 27 Nov
Antique Rose Inn Windham
Restaurant
Urban Cowboy Lodge

Urban Cowboy Lodge

5.0 star property
Big Indian
9.2 out of 10, Wonderful, (176)
"Just the whole experience was amazing. We enjoyed it so much (my daughter and I) that we want to return for Mother's Day. "
United States
Brenda
The price is NZ$313
includes taxes & fees
16 Nov - 17 Nov
Urban Cowboy Lodge
Porch
Beds on Clouds

Beds on Clouds

3.0 star property
Windham
7.4 out of 10, Good, (68)
"Simple but charming and clean"
United States
yana
The price is NZ$393
includes taxes & fees
26 Nov - 27 Nov
Beds on Clouds
Seasonal outdoor pool
The Graham & Co.

The Graham & Co.

3.0 star property
Phoenicia
9.6 out of 10, Exceptional, (20)
"Great place to stay when in the area, lovely staff would definitely stay here again."
United States
Paul
The price is NZ$273
includes taxes & fees
30 Nov - 1 Dec
The Graham & Co.
Mountain view
Catskill Seasons Inn

Catskill Seasons Inn

2.5 star property
Shandaken
8.2 out of 10, Very good, (236)
"Check in was easy. Staff was very friendly. Room was clean and well appointed. Three super minor, small issues: a pan was rusting through, the bathroom fan was broken, and our blinds were stuck. Only blinds no curtains. Loved having an actual kitchenette. Bed was comfy. Plenty of storage. Very quiet. Good wifi. Great location. Would come back!"
United States
Sarah
The price is NZ$259
includes taxes & fees
30 Nov - 1 Dec
Catskill Seasons Inn
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 NZ$247
includes taxes & fees
19 Nov - 20 Nov
Starlite Motel
Exterior
Mountain Treasure B&B

Mountain Treasure B&B

3.0 star property
Maplecrest
9.4 out of 10, Exceptional, (285)
"The owner was extremely welcoming and personable, and we had a lovely conversation over breakfast. Breakfast itself was delicious, the room was lovely and everything that I expected. Thank you for such a pleasant experience!"
United States
SHARON
The price is NZ$288
includes taxes & fees
26 Nov - 27 Nov
Mountain Treasure B&B
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)
"Cozy and relaxing"
United States
Lena
The price is NZ$366
includes taxes & fees
6 Dec - 7 Dec
The Queen of the Catskills B&B
Terrace/patio
Eastwind Oliverea Valley

Eastwind Oliverea Valley

2.0 star property
Big Indian
9.4 out of 10, Exceptional, (33)
"Very cozy for a weekend gateway "
United States
Fiorentin
The price is NZ$1,038
includes taxes & fees
29 Nov - 30 Nov
Eastwind Oliverea Valley
Exterior
The Vine on main

The Vine on main

2.0 star property
Stamford
7.8 out of 10, Good, (90)
"My favorite place to stay up here."
United States
Steve
The Vine on main
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 NZ$286
includes taxes & fees
16 Nov - 17 Nov
Phoenicia Lodge
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)
"Wonderful resort, clean , great facilities friendly staff "
United States
Tracy
The price is NZ$416
includes taxes & fees
17 Nov - 18 Nov
Kaatskill Mountain Club at Hunter Mountain
Front of property
Cave Mountain Motel

Cave Mountain Motel

2.5 star property
Windham
9.4 out of 10, Exceptional, (133)
"Great stay"
United States
Greg
The price is NZ$265
includes taxes & fees
16 Nov - 17 Nov
Cave Mountain Motel
The Turquoise Room | Bathroom
Shadowcrest

Shadowcrest

3.5 star property
Fleischmanns
9.8 out of 10, Exceptional, (260)
"Loved everything about my stay! Room was wonderful and the bed was heavenly! House decorated & furnished beautifully! The porch was so comfortable & cozy! Sitting out there was so peaceful & serene!! Brenden was fantastic!! Would highly recommend staying at Shadowcrest!!"
United States
Lissa
The price is NZ$254
includes taxes & fees
16 Nov - 17 Nov
Shadowcrest
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

Kaatskill Mountain Club at Hunter Mountain

Kaatskill Mountain Club at Hunter Mountain

10/10 Excellent
"228 "
michael 2-night trip
Posted 2 days ago
Kaatskill Mountain Club at Hunter Mountain

More cheap accommodation in Ashland

Hotel Vienna

Hotel Vienna

107 State Route 296, Windham, NY
Get rates
9.2/10 Wonderful! (697 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 Kaatskill Mountain Club at Hunter Mountain. 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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