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5 Aug - 6 Aug
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Top hotels and accommodation in Ashland

Catskill Motor Court Motel
Pool

Catskill Motor Court Motel

2.5 star property
5.8 out of 10, (105)
"Pool was filled in years ago not like the picture on Expedia. Smells like sewage. I didn’t stay. I left. Place was disgusting "
The price is AU$165
includes taxes & fees
12 Aug - 13 Aug
Catskill Motor Court Motel
Eastwind Windham
Pet-friendly

Eastwind Windham

2.0 star property
9.2 out of 10, Wonderful, (57)
"excellent place to stay with great surrounding areas to explore and helpful friendly staff. "
The price is AU$381
includes taxes & fees
1 Sept - 2 Sept
Eastwind Windham
Wylder Hotel Windham
The Windham Mountain View King with Balcony

Wylder Hotel Windham

3.5 star property
8.6 out of 10, Excellent, (65)
"We LOVED staying at Wylder. The staff was super friendly and helpful. Our room was comfortable, views were amazing and we really enjoyed the amenities. Highly recommend! "
The price is AU$481
includes taxes & fees
31 Aug - 1 Sept
Wylder Hotel Windham
Hotel Vienna
Exterior

Hotel Vienna

2.5 star property
9.4 out of 10, Exceptional, (605)
"Lovely accommodations and setting."
Hotel Vienna
The Graham & Co.
Seasonal outdoor pool

The Graham & Co.

3.0 star property
9.6 out of 10, Exceptional, (13)
"Everything was great! A wonderful spot off the main road - super quiet and relaxing. Loved the nightly fire pit and breakfast each am. Really nice people and staff. Will be back! "
The price is AU$247
includes taxes & fees
24 Aug - 25 Aug
The Graham & Co.
Catskill Seasons Inn
Mountain view

Catskill Seasons Inn

2.5 star property
8.2 out of 10, Very good, (220)
"Great Stay would definitely recommend "
The price is AU$258
includes taxes & fees
10 Aug - 11 Aug
Catskill Seasons Inn
Urban Cowboy Lodge
Restaurant

Urban Cowboy Lodge

5.0 star property
9.4 out of 10, Exceptional, (154)
"Stunning/ tranquility "
The price is AU$246
includes taxes & fees
18 Aug - 19 Aug
Urban Cowboy Lodge
Albergo Allegria Hotel & Breakfast Restaurant
Room 15

Albergo Allegria Hotel & Breakfast Restaurant

3.5 star property
9.6 out of 10, Exceptional, (265)
"Friendly, clean, beautiful setting"
The price is AU$261
includes taxes & fees
6 Aug - 7 Aug
Albergo Allegria Hotel & Breakfast Restaurant
Starlite Motel
Exterior

Starlite Motel

2.5 star property
9.2 out of 10, Wonderful, (261)
"Quaint little place in the mountains, quiet. Beds were comfortable."
The price is AU$194
includes taxes & fees
12 Aug - 13 Aug
Starlite Motel
Antique Rose Inn Windham
Front of property

Antique Rose Inn Windham

3.0 star property
9.0 out of 10, Wonderful, (121)
"We did not expect to share a bathroom. We should of done our homework on the place. Its a lovely place to stay. Owner is very friendly, breakfast was accommodating to our wishes."
The price is AU$225
includes taxes & fees
7 Aug - 8 Aug
Antique Rose Inn Windham
Mountain Treasure B&B
Exterior

Mountain Treasure B&B

3.0 star property
9.4 out of 10, Exceptional, (274)
"We were greeted by the owner with a smile and very helpful information to make our stay excellent. She sat down with us to help us plan our hiking experience. The room was extremely clean and set up nicely. The food was delicious and the homemade chocolate chip cookies were the best ever! A wonderful stay and I recommend it highly."
The price is AU$254
includes taxes & fees
10 Aug - 11 Aug
Mountain Treasure B&B
Eastwind Oliverea Valley
Terrace/patio

Eastwind Oliverea Valley

2.0 star property
9.4 out of 10, Exceptional, (30)
"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!"
The price is AU$639
includes taxes & fees
1 Sept - 2 Sept
Eastwind Oliverea Valley
The Queen of the Catskills B&B
Front of property

The Queen of the Catskills B&B

3.0 star property
9.2 out of 10, Wonderful, (70)
"Rooms were good size and comfortable. Breakfast was delicious and any time from 6-11 am. Hosts were friendly and accommodating."
The price is AU$317
includes taxes & fees
9 Aug - 10 Aug
The Queen of the Catskills B&B
Beds on Clouds
Porch

Beds on Clouds

3.0 star property
7.4 out of 10, Good, (67)
"Great spot for a weekend getaway"
The price is AU$286
includes taxes & fees
6 Aug - 7 Aug
Beds on Clouds
The Roxbury
The Archaeologist's Digs | Private kitchen

The Roxbury

3.0 star property
9.6 out of 10, Exceptional, (117)
"Great stuff and location."
The Roxbury
Meadowood Inn
Front of property

Meadowood Inn

3.0 star property
9.6 out of 10, Exceptional, (249)
"excellent breakfast, friendly hostess, and clean facility. "
The price is AU$207
includes taxes & fees
12 Aug - 13 Aug
Meadowood Inn
The Perch Hotel
1 bedroom, premium bedding, desk, cots/infant beds

The Perch Hotel

2.0 star property
9.0 out of 10, Wonderful, (10)
"Wonderful hotel i will recommend "
The price is AU$350
includes taxes & fees
7 Aug - 8 Aug
The Perch Hotel
The Haüs Windham
Presidential Duplex, Fireplace, Mountain View

The Haüs Windham

2.0 star property
8.8 out of 10, Excellent, (8)
"Great place nice and clean"
The Haüs Windham
Shadowcrest
The Turquoise Room | Bathroom

Shadowcrest

3.5 star property
9.8 out of 10, Exceptional, (251)
"We had a great stay at Shadowcrest! Brendan was very communicative with the check in process and was very hospitable and friendly during our stay. He gave us some great local recommendations which we enjoyed. Shadowcrest was clean and made you feel right at home. Would definitely stay here again. Thanks Brendan for a great time!"
The price is AU$222
includes taxes & fees
6 Aug - 7 Aug
Shadowcrest
Kaatskill Mountain Club at Hunter Mountain
Outdoor pool

Kaatskill Mountain Club at Hunter Mountain

2.0 star property
9.2 out of 10, Wonderful, (259)
"Very good place to stay"
The price is AU$348
includes taxes & fees
3 Sept - 4 Sept
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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Learn more about Ashland

Venture to sights like Ashland Town Hall as you discover the local area in Ashland.

See all hotels in Ashland

Top Ashland Hotel Reviews

Shandaken Inn

Shandaken Inn

10/10 Excellent
"Stay was amazing! We will be back for sure"
Maggie 4-night trip
Posted 13 hours ago
Shandaken Inn

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?

Beautiful, private Property/swimming pond: This holiday home rental outside of Ashland is located on the waterfront, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. Kick off your shoes and enjoy yourself 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.