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Top hotels and accommodation in Ashland

Eastwind Windham

2.0 star property
Windham
9.2 out of 10, Wonderful, (66)
"A magical winter retreat in the Catskills! Jamie and the staff at Eastwind Windham created an unforgettable experience with their warm hospitality. The beautifully curated interiors, crackling fireplace, and stunning mountain views set the perfect backdrop for watching falling snow. From mulled wine to thoughtful communal dining (with great attention to food sensitivities), every detail was perfect. Don't miss the quirky barrel sauna! An ideal blend of luxury and mountain charm that made for a...
Germany
Kristina
The price is AU$352
includes taxes & fees
26 Nov - 27 Nov
Eastwind Windham

Wylder Hotel Windham

3.5 star property
Windham
8.8 out of 10, Excellent, (78)
"Really nice restored resort. Rooms were great, staff was friendly. The food is very good."
United States
Shane
The price is AU$330
includes taxes & fees
16 Nov - 17 Nov
Wylder Hotel Windham

Catskill Motor Court Motel

2.5 star property
Catskill
5.8 out of 10, (124)
"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$167
includes taxes & fees
11 Nov - 12 Nov
Catskill Motor Court Motel

Hotel Vienna

2.5 star property
Windham
9.4 out of 10, Exceptional, (696)
"Very nice hotel. Clean, modern,safe - the grounds of the property were very nice. Would stay again."
United States
Brian
Hotel Vienna

The Haüs Windham

2.0 star property
Windham
8.8 out of 10, Excellent, (16)
"Great view!"
United States
Kyle
The price is AU$352
includes taxes & fees
16 Nov - 17 Nov
The Haüs Windham

Urban Cowboy Lodge

5.0 star property
Big Indian
9.2 out of 10, Wonderful, (176)
"Beautiful property, friendly people, relaxing vibes all around. "
United States
Sofia
The price is AU$288
includes taxes & fees
13 Nov - 14 Nov
Urban Cowboy Lodge

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 AU$934
includes taxes & fees
29 Nov - 30 Nov
Eastwind Oliverea Valley

Albergo Allegria Hotel & Breakfast Restaurant

3.5 star property
Windham
9.6 out of 10, Exceptional, (270)
"Had great stay at historic hotel"
United States
Michael
The price is AU$260
includes taxes & fees
24 Nov - 25 Nov
Albergo Allegria Hotel & Breakfast Restaurant

The Graham & Co.

3.0 star property
Phoenicia
9.6 out of 10, Exceptional, (20)
"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 and wonderful soap & shampoo. They texted me the morning of my arrival asking my ETA and what I’d like for my breakfasts. The one I chose had a yogurt, granola and fresh berries. And an apple cider...
United States
Erika
The price is AU$236
includes taxes & fees
25 Nov - 26 Nov
The Graham & Co.

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 AU$225
includes taxes & fees
10 Nov - 11 Nov
Antique Rose Inn Windham

Starlite Motel

2.5 star property
Big Indian
9.2 out of 10, Wonderful, (272)
"Quiet and cozy. Fulll kitchen was greatly appreciated."
United States
Timi
The price is AU$216
includes taxes & fees
10 Nov - 11 Nov
Starlite Motel

Catskill Seasons Inn

2.5 star property
Shandaken
8.2 out of 10, Very good, (236)
"Completely and unexpectedly perfect! We had a spacious room with a little kitchen, 10min from Belleayre. Super clean and toasty warm even when it was 0F outside. Highly recommend!"
United States
Anonymous traveller
The price is AU$226
includes taxes & fees
10 Nov - 11 Nov
Catskill Seasons Inn

Mountain Treasure B&B

3.0 star property
Maplecrest
9.4 out of 10, Exceptional, (285)
"What an amazing B&B just love the hosts were just lovely and very personable. Agnes made some Polish snacks when we got there. Loved walking down and sitting by the creek, so peaceful. Fun seeing the chickens and their garden. Had an absolutely great breakfast - their chicken eggs were soooo delicious. Everything from the coffee, fruit dish, eggs and bacon was the best. Would definitely recommend this place and if we are ever up this was in NY again will come back here. "
United States
Cynthia
The price is AU$251
includes taxes & fees
26 Nov - 27 Nov
Mountain Treasure B&B

Beds on Clouds

3.0 star property
Windham
7.4 out of 10, Good, (67)
"Simple but charming and clean"
United States
yana
The price is AU$342
includes taxes & fees
10 Nov - 11 Nov
Beds on Clouds

The Queen of the Catskills B&B

3.0 star property
Stamford
9.2 out of 10, Wonderful, (75)
"Rooms were good size and comfortable. Breakfast was delicious and any time from 6-11 am. Hosts were friendly and accommodating."
United States
Elizabeth
The price is AU$323
includes taxes & fees
19 Nov - 20 Nov
The Queen of the Catskills B&B

Kaatskill Mountain Club at Hunter Mountain

2.0 star property
Hunter
9.2 out of 10, Wonderful, (311)
"Walking distance to Hunter Mountain Octoberfest."
United States
Linda
The price is AU$362
includes taxes & fees
12 Nov - 13 Nov
Kaatskill Mountain Club at Hunter Mountain

Meadowood Inn

3.0 star property
Arkville
9.6 out of 10, Exceptional, (265)
"Great time, excellent owners, so close to skiing. Rooms and bathroom very clean and comfortable. Breakfast was on time and tasty. They went out of their way to make us feel welcome. "
United States
Sheryl
The price is AU$207
includes taxes & fees
24 Nov - 25 Nov
Meadowood Inn

Margaretville Mtn Inn B&B and Village Suites

3.0 star property
Margaretville
8.2 out of 10, Very good, (205)
"no complaints, well kept property and bed sheets & pillow cases brand new. Breakfast was perfect with a fresh pumpkin loaf cake for dessert. Table set so pretty, just wonderful. "
United States
Roseann
The price is AU$244
includes taxes & fees
10 Nov - 11 Nov
Margaretville Mtn Inn B&B and Village Suites

The Vine on main

2.0 star property
Stamford
7.8 out of 10, Good, (90)
"When I arrived to check into my assigned room, there was no key in the lockbox. I called the contact number and was immediately switched to another room. The property is well decorated and has all your basic necessities but you can hear everything your neighbors are doing. I had a good short stay. "
United States
Erica
The Vine on main

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 AU$221
includes taxes & fees
10 Nov - 11 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

Top Ashland Hotel Reviews

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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?
Panoramic Catskills Farmhouse and Spa: This holiday home rental outside of Ashland is located on a river, and has a fireplace, a balcony 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 selection of games 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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