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27 Oct - 28 Oct
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28 Oct - 29 Oct
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31 Oct - 2 Nov
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Top hotels and accommodation in Ashland

Property grounds
Catskill Motor Court Motel
Catskill Motor Court Motel
2.5 star property
5.8 out of 10, (123)
"It kills me to write this review because the proprietor/staff was so accomodating and checked us in late in the evening after 12pm...They were so nice and understandibg of us being late,we had been driving a long distancr and needed to rest.Howevet upon arriving to the room it was lets just say, it was not the Wyndham... It was late and we needed to sleep but my friend was panicking over bringing his luggage into the room... let me be clear. We did not see one Roach period. However there were...
United States
Wayne
The price is AU$174
includes taxes & fees
30 Oct - 31 Oct
Catskill Motor Court Motel
The Windham Mountain View King with Balcony
Wylder Hotel Windham
Wylder Hotel Windham
3.5 star property
8.8 out of 10, Excellent, (75)
"Absolutely friendly welcome in the Hotel, very good food, cozy and clean rooms, in a very nice area in the nature. Will get back to this place"
Germany
Saliha
The price is AU$329
includes taxes & fees
28 Oct - 29 Oct
Wylder Hotel Windham
Pet-friendly
Eastwind Windham
Eastwind Windham
2.0 star property
9.2 out of 10, Wonderful, (64)
"excellent place to stay with great surrounding areas to explore and helpful friendly staff. "
United States
Calista
The price is AU$355
includes taxes & fees
26 Nov - 27 Nov
Eastwind Windham
Exterior
Hotel Vienna
Hotel Vienna
2.5 star property
9.4 out of 10, Exceptional, (682)
"Very nice hotel. Excellent staff, comfortable room with nice continental breakfast. "
United States
Jerry
Hotel Vienna
Presidential Duplex, Fireplace, Mountain View
The Haüs Windham
The Haüs Windham
2.0 star property
8.6 out of 10, Excellent, (15)
"Great place nice and clean"
United States
henry
The price is AU$356
includes taxes & fees
5 Nov - 6 Nov
The Haüs Windham
Premium bedding, desk, cots/infant beds, rollaway beds
The Perch Hotel
The Perch Hotel
2.0 star property
9.4 out of 10, Exceptional, (21)
"Super cute! The common space is very cozy and the rooms are comfortable "
United States
Connor
The price is AU$406
includes taxes & fees
30 Oct - 31 Oct
The Perch Hotel
Room 15
Albergo Allegria Hotel & Breakfast Restaurant
Albergo Allegria Hotel & Breakfast Restaurant
3.5 star property
9.6 out of 10, Exceptional, (270)
"Nice people and great breakfast. "
United States
Remelin
The price is AU$259
includes taxes & fees
28 Oct - 29 Oct
Albergo Allegria Hotel & Breakfast Restaurant
Restaurant
Urban Cowboy Lodge
Urban Cowboy Lodge
5.0 star property
9.2 out of 10, Wonderful, (173)
"A slice of heaven. From Buddys warm greeting to everyone on staff they are just the nicest, most witty and welcoming staff I’ve ever seen, without being pretentious. The chef hits it out of the park, creative and expertly prepared and freshly sourced. We will be back to relax and decompress again.A wonderful experience sinking into feather beds and Pendleton robes."
United States
Carolena
The price is AU$346
includes taxes & fees
2 Nov - 3 Nov
Urban Cowboy Lodge
Seasonal outdoor pool
The Graham & Co.
The Graham & Co.
3.0 star property
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 AU$236
includes taxes & fees
10 Nov - 11 Nov
The Graham & Co.
Exterior
Starlite Motel
Starlite Motel
2.5 star property
9.2 out of 10, Wonderful, (271)
"Quaint little place in the mountains, quiet. Beds were comfortable."
United States
Michael
The price is AU$215
includes taxes & fees
28 Oct - 29 Oct
Starlite Motel
Front of property
Antique Rose Inn Windham
Antique Rose Inn Windham
3.0 star property
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 AU$224
includes taxes & fees
28 Oct - 29 Oct
Antique Rose Inn Windham
Porch
Beds on Clouds
Beds on Clouds
3.0 star property
7.4 out of 10, Good, (67)
"Great spot for a weekend getaway"
United States
Bertrand
The price is AU$303
includes taxes & fees
30 Oct - 31 Oct
Beds on Clouds
Terrace/patio
Eastwind Oliverea Valley
Eastwind Oliverea Valley
2.0 star property
9.4 out of 10, Exceptional, (33)
"Clean, friendly staff, very relaxing "
United States
Michelle
The price is AU$1,114
includes taxes & fees
21 Nov - 22 Nov
Eastwind Oliverea Valley
Mountain view
Catskill Seasons Inn
Catskill Seasons Inn
2.5 star property
8.2 out of 10, Very good, (235)
"Bartender was awesome, Food was great "
United States
Ramon
The price is AU$205
includes taxes & fees
28 Oct - 29 Oct
Catskill Seasons Inn
Exterior
Mountain Treasure B&B
Mountain Treasure B&B
3.0 star property
9.4 out of 10, Exceptional, (284)
"Welcoming hostess and good breakfast. Clean facilities. "
United States
Allison
The price is AU$248
includes taxes & fees
28 Oct - 29 Oct
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
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 AU$329
includes taxes & fees
2 Nov - 3 Nov
The Queen of the Catskills B&B
Front of property
Meadowood Inn
Meadowood Inn
3.0 star property
9.6 out of 10, Exceptional, (264)
"Friendly, homey, and folksy"
United States
Maureen
The price is AU$206
includes taxes & fees
30 Oct - 31 Oct
Meadowood Inn
The Turquoise Room | Bathroom
Shadowcrest
Shadowcrest
3.5 star property
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 AU$220
includes taxes & fees
30 Oct - 31 Oct
Shadowcrest
Front of property
Cave Mountain Motel
Cave Mountain Motel
2.5 star property
9.4 out of 10, Exceptional, (132)
"We were happy with the room. The location was pretty convenient as well!"
United States
Tanya
The price is AU$230
includes taxes & fees
28 Oct - 29 Oct
Cave Mountain Motel
Outdoor pool
Kaatskill Mountain Club at Hunter Mountain
Kaatskill Mountain Club at Hunter Mountain
2.0 star property
9.2 out of 10, Wonderful, (301)
"Wonderful resort, clean , great facilities friendly staff "
United States
Tracy
The price is AU$325
includes taxes & fees
29 Oct - 30 Oct
Kaatskill Mountain Club at Hunter Mountain
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
"Close to downtown, quiet, great staff"
Koray 2-night trip
Posted 2 days ago
Hotel Vienna

More cheap accommodation in Ashland

Hotel Vienna

Hotel Vienna

107 State Route 296, Windham, NY
Get rates
9.2/10 Wonderful! (680 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?
Moonlight Reflections: This holiday home rental outside of Ashland is located on a lake, 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 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?
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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