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Aug 11 - Aug 12
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Top 10 trending Ashland hotels

Catskill Motor Court Motel
Enjoy dining and relaxation at this serene outdoor space with a picnic table, benches, and a play structure for kids.

Catskill Motor Court Motel

2.5 star property
5.8 out of 10, (106)
"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 P5,947
P6,423 total
includes taxes & fees
Aug 12 - Aug 13
Catskill Motor Court Motel
Wylder Hotel Windham
Relax in this stylish room with two armchairs and a round table, offering a view of the outdoors through the large window.

Wylder Hotel Windham

3.5 star property
8.6 out of 10, Excellent, (67)
"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 P13,828
P17,789 total
includes taxes & fees
Aug 31 - Sep 1
Wylder Hotel Windham
Hotel Vienna
Escape to a serene retreat amidst lush greenery, with a spacious deck perfect for relaxation or entertaining.

Hotel Vienna

2.5 star property
9.4 out of 10, Exceptional, (613)
"Great location for hiking with close access to some restaurants. Staff was nice. Hotel was comfortable and clean. "
Hotel Vienna
Eastwind Windham
Two-story house with a front entrance, wooden deck, and potted plants on the steps.

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 P12,633
P14,086 total
includes taxes & fees
Sep 1 - Sep 2
Eastwind Windham
The Graham & Co.
Relax by the serene pool surrounded by lush greenery and lounge on the wooden deck.

The Graham & Co.

3.0 star property
9.6 out of 10, Exceptional, (14)
"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 P8,145
P9,123 total
includes taxes & fees
Sep 2 - Sep 3
The Graham & Co.
Catskill Seasons Inn
Escape to a serene forested hillside, surrounded by lush greenery and diverse tree species.

Catskill Seasons Inn

2.5 star property
8.2 out of 10, Very Good, (222)
"Great Stay would definitely recommend "
The price is P8,507
P9,528 total
includes taxes & fees
Aug 12 - Aug 13
Catskill Seasons Inn
Urban Cowboy Lodge
Enjoy a traditional dining experience in our rustic restaurant with a cozy ambiance, wooden beams, and a large chandelier.

Urban Cowboy Lodge

5.0 star property
9.2 out of 10, Wonderful, (156)
"Stunning/ tranquility "
The price is P8,716
P9,762 total
includes taxes & fees
Aug 12 - Aug 13
Urban Cowboy Lodge
Albergo Allegria Hotel & Breakfast Restaurant
Enjoy a meal at the dining table, with a view of the surrounding landscape through the large window.

Albergo Allegria Hotel & Breakfast Restaurant

3.5 star property
9.6 out of 10, Exceptional, (266)
"Friendly, clean, beautiful setting"
The price is P8,928
P9,643 total
includes taxes & fees
Aug 12 - Aug 13
Albergo Allegria Hotel & Breakfast Restaurant
Antique Rose Inn Windham
Stunning two-story house with a charming porch and tower, surrounded by a serene winter landscape.

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 P7,708
P8,324 total
includes taxes & fees
Aug 12 - Aug 13
Antique Rose Inn Windham
The Roxbury
Private kitchen

The Roxbury

3.0 star property
9.6 out of 10, Exceptional, (117)
"Great stuff and location."
The Roxbury
Eastwind Oliverea Valley
Relax on the deck with lounge chairs and enjoy the view from the window.

Eastwind Oliverea Valley

2.0 star property
9.4 out of 10, Exceptional, (31)
"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 P18,784
P23,606 total
includes taxes & fees
Sep 1 - Sep 2
Eastwind Oliverea Valley
Starlite Motel
Enjoy al fresco dining in a serene garden setting with picnic tables and benches surrounded by lush greenery.

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 P7,137
P7,993 total
includes taxes & fees
Aug 12 - Aug 13
Starlite Motel
Mountain Treasure B&B
Explore the serene rolling hills and vibrant autumn foliage along winding paths.

Mountain Treasure B&B

3.0 star property
9.4 out of 10, Exceptional, (276)
"Great location, nice and peaceful"
The price is P8,684
P9,378 total
includes taxes & fees
Aug 12 - Aug 13
Mountain Treasure B&B
The Queen of the Catskills B&B
Stunning two-story building with a central entrance and windows on both levels, offering a warm and inviting atmosphere.

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 P12,219
P13,441 total
includes taxes & fees
Aug 12 - Aug 13
The Queen of the Catskills B&B
Meadowood Inn
Stunning two-story house with a central entrance and gabled roof, set amidst a serene winter landscape.

Meadowood Inn

3.0 star property
9.6 out of 10, Exceptional, (251)
"excellent breakfast, friendly hostess, and clean facility. "
The price is P6,970
P7,667 total
includes taxes & fees
Aug 12 - Aug 13
Meadowood Inn
Beds on Clouds
Stroll through lush gardens surrounded by classic columns and vibrant flowers.

Beds on Clouds

3.0 star property
7.4 out of 10, Good, (67)
"Great spot for a weekend getaway"
The price is P9,783
P10,565 total
includes taxes & fees
Aug 13 - Aug 14
Beds on Clouds
The Perch Hotel
1 bedroom, premium bedding, desk, cribs/infant beds

The Perch Hotel

2.0 star property
9.2 out of 10, Wonderful, (11)
"Wonderful hotel i will recommend "
The price is P9,272
P10,014 total
includes taxes & fees
Aug 21 - Aug 22
The Perch Hotel
The Haüs Windham
Cozy attic bedroom with a large bathroom, bathtub, and comfortable bed.

The Haüs Windham

2.0 star property
8.0 out of 10, Very Good, (10)
"Great place nice and clean"
The Haüs Windham
River Run Bed and Breakfast
Step into the charm of Kroer Ruin bed & breakfast, where a traditional porch invites relaxation amidst a serene garden setting.

River Run Bed and Breakfast

3.0 star property
9.2 out of 10, Wonderful, (192)
"Ben is a great host! Has a wealth of information about the area. Breakfast is yummy."
The price is P8,507
P9,358 total
includes taxes & fees
Aug 17 - Aug 18
River Run Bed and Breakfast
Shadowcrest
Enjoy a refreshing bathroom experience with a glass-enclosed sink and large mirror.

Shadowcrest

3.5 star property
9.8 out of 10, Exceptional, (252)
"Brendan was very friend. We had a very relaxing stay. We felt like we had the place to ourselves, it was so quiet. Bed was very comfortable so slept very well. Bath was nicely remodeled. It was the perfect location for us to attend a local wedding."
The price is P7,451
P8,196 total
includes taxes & fees
Aug 12 - Aug 13
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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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

Hotel Vienna

Hotel Vienna

10/10 Excellent
"Spacious room, comfortable. nice staff. Facilities well equipped equipped "
Rivka 2-night trip
Posted 3 days ago
Hotel Vienna

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 Kaatskill Mountain Club at Hunter Mountain. 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.

Where can I learn more about changing or cancelling my trip to Ashland?

For more information about rescheduling or cancelling your trip to Ashland, click here.

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 The Colonial Motel are two additional hotels that feature an onsite pool. View all hotels with pools in Ashland.

What's the best accommodation near Albany International Airport (ALB)?

Albany Airport Inn and Suites is a popular 3-star hotel featuring free breakfast and an outdoor pool. It's located a short 1.2 mi (2 km) from Albany Intl. Airport. Other places to stay close to the airport are Hilton Garden Inn Albany Airport and Red Lion Hotel Albany.

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.