Hotels in Ashland

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Check prices for these dates

Tonight
Jul 15 - Jul 16
Tomorrow
Jul 16 - Jul 17
This weekend
Jul 18 - Jul 20
Next weekend
Jul 25 - Jul 27

Where to stay in Ashland?

Cave Mountain Motel
Stunning two-story home with a charming porch and beautifully manicured yard.

Cave Mountain Motel

2.5 star property
9.4 out of 10, Exceptional, (127)
$139 nightly
The price is $150
Jul 16 - Jul 17
Total includes taxes and fees
Cave Mountain Motel
Silas House
Relax in this inviting living room with a central sofa, side table, and armchair.

Silas House

3.0 star property
10.0 out of 10, Exceptional, (12)
$201 nightly
The price is $217
Jul 21 - Jul 22
Total includes taxes and fees
Silas House
Black Bear Lodge
Surrounded by trees and a mountain range, this riverside setting offers a tranquil atmosphere perfect for relaxation.

Black Bear Lodge

2.5 star property
9.0 out of 10, Wonderful, (114)
$149 nightly
The price is $161
Jul 16 - Jul 17
Total includes taxes and fees
Black Bear Lodge
Moore's Motel
Relax by the pool surrounded by lush greenery and comfortable lounge chairs.

Moore's Motel

2.5 star property
8.6 out of 10, Excellent, (145)
$120 nightly
The price is $130
Jul 16 - Jul 17
Total includes taxes and fees
Moore's Motel
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)
$171 nightly
The price is $185
Jul 16 - Jul 17
Total includes taxes and fees
Beds on Clouds
Winwood Condominiums by Windham Mountain Club
Relax by the pool surrounded by lush greenery and comfortable lounge chairs.

Winwood Condominiums by Windham Mountain Club

3.0 star property
8.6 out of 10, Excellent, (324)
$178 nightly
The price is $192
Jul 16 - Jul 17
Total includes taxes and fees
Winwood Condominiums by Windham Mountain Club
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, (62)
$216 nightly
The price is $234
Aug 3 - Aug 4
Total includes taxes and fees
Wylder Hotel Windham
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, (265)
$145 nightly
The price is $157
Jul 16 - Jul 17
Total includes taxes and fees
Albergo Allegria Hotel & Breakfast Restaurant
Eastwind Windham
Two-story house with a front entrance, wooden deck, and potted plants on the steps.

Eastwind Windham

2.0 star property
9.4 out of 10, Exceptional, (56)
$229 nightly
The price is $247
Jul 17 - Jul 18
Total includes taxes and fees
Eastwind 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, (589)
$118 nightly
The price is $128
Aug 3 - Aug 4
Total includes taxes and fees
Hotel Vienna
The Haüs Windham
Cozy attic bedroom with a large bathroom, bathtub, and comfortable bed.

The Haüs Windham

2.0 star property
8.4 out of 10, Very Good, (5)
$186 nightly
The price is $201
Jul 20 - Jul 21
Total includes taxes and fees
The Haüs Windham
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)
$135 nightly
The price is $146
Jul 16 - Jul 17
Total includes taxes and fees
Antique Rose Inn Windham
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, (274)
$152 nightly
The price is $164
Jul 16 - Jul 17
Total includes taxes and fees
Mountain Treasure B&B
The Colonial Motel
Step into the charm of The Colonial Motel, where a cozy porch with a swing invites relaxation.

The Colonial Motel

2.5 star property
9.4 out of 10, Exceptional, (364)
$84 nightly
The price is $93
Jul 17 - Jul 18
Total includes taxes and fees
The Colonial Motel
Fairlawn Inn
Stately building with a prominent tower and multiple windows, set amidst a well-manicured lawn.

Fairlawn Inn

3.0 star property
8.8 out of 10, Excellent, (419)
$189 nightly
The price is $204
Jul 18 - Jul 19
Total includes taxes and fees
Fairlawn Inn
Kaatskill Mountain Club at Hunter Mountain
Relax by the pool surrounded by comfortable lounge chairs and a small table.

Kaatskill Mountain Club at Hunter Mountain

2.0 star property
9.2 out of 10, Wonderful, (251)
$208 nightly
The price is $225
Aug 13 - Aug 14
Total includes taxes and fees
Kaatskill Mountain Club at Hunter Mountain
The Perch Hotel
1 bedroom, premium bedding, desk, cribs/infant beds

The Perch Hotel

2.0 star property
9.8 out of 10, Exceptional, (7)
$166 nightly
The price is $179
Jul 17 - Jul 18
Total includes taxes and fees
The Perch Hotel
Hunter Lodge, a Bluebird by Lark
Cozy library space with a central table and bookshelves, perfect for reading or small gatherings.

Hunter Lodge, a Bluebird by Lark

3.0 star property
9.2 out of 10, Wonderful, (688)
$150 nightly
The price is $162
Jul 30 - Jul 31
Total includes taxes and fees
Hunter Lodge, a Bluebird by Lark
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, (218)
$149 nightly
The price is $167
Jul 16 - Jul 17
Total includes taxes and fees
Catskill Seasons Inn
Deer Mountain Inn
Relax by the fire pit surrounded by Adirondack chairs on this deck with a forest view.

Deer Mountain Inn

2.0 star property
9.0 out of 10, Wonderful, (4)
$740 nightly
The price is $797
Jul 21 - Jul 22
Total includes taxes and fees
Deer Mountain Inn
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.

Top landmarks in Ashland

Ashland Town Hall

Ashland Town Hall is worth a visit, located 1.5 mi (2.4 km) from central Ashland.

See properties in Ashland Town Hall
Ashland Town Hall

Learn more about Ashland

The region around Ashland is home to attractions such as Ashland Town Hall and Hunter Mountain.

See all hotels in Ashland

Check out the Ashland hotels guests love right now

Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark

10/10 Excellent
"Fantastic "
DANIEL 2-night trip
Posted 2 days ago
Hunter Lodge, a Bluebird by Lark
Hotel Vienna

Hotel Vienna

10/10 Excellent
"good place to stay at"
shan 2-night trip
Posted 5 days ago
Hotel Vienna
Kaatskill Mountain Club at Hunter Mountain

Kaatskill Mountain Club at Hunter Mountain

10/10 Excellent
"I really like the location and property amenities. "
Viktoriya 2-night trip
Posted 7 days ago
Kaatskill Mountain Club at Hunter Mountain

Frequently asked questions

How much does a hotel room cost in Ashland?
You can discover great hotels in Ashland from $93 with properties to suit all budgets and needs. You can discover great hotels in Ashland from $93 with properties to suit all budgets and needs. If you're a member, don't forget to sign in to your account to unlock more savings.
How can I find deals and earn rewards at Ashland hotels?
Members can save up to 20% on select hotels in Ashland. Plus, Silver, Gold and Platinum members earn extra rewards on VIP Access bookings, making each stay even more rewarding.

Can I book Ashland hotels with free cancellation?
To book a refundable Ashland hotel on Hotels.com, just filter hotels by "Property cancellation options" and select "Fully refundable property". The majority of hotels offer free cancellation, so you can receive a refund if you need to cancel. Some hotels do require cancelling more than 24 hours before check-in, so double-check your booking beforehand.
What are the top Ashland hotels with a pool?
You can select "Pool" in the "Amenities" filter of your search on Hotels.com to find even more places to stay in Ashland with a pool.
What are some popular hotels in central Ashland?
For hotels in central Ashland, check out Silas House and Albergo Allegria Hotel & Breakfast Restaurant. Travelers love Silas House for its location, as well as the free continental breakfast, private picnics and free parking this inn offers. Albergo Allegria Hotel & Breakfast Restaurant is another popular central bed & breakfast with a restaurant, free parking and a terrace. When you stay at one of these central hotels, you'll be in easy reach of top sights including Windham Mountain Resort.
Are all taxes and fees included in the Ashland hotel prices shown on Hotels.com?
Hotels.com provides upfront pricing so you can relax knowing you won't be met with surprise additional fees or taxes when you're ready to confirm your booking. From the time you start your search on Hotels.com, the price you see is what you pay. This makes it much easier to compare properties and secure our best deal for your next getaway.
What accommodations do travelers recommend in Ashland?
Guests like Hotel Vienna, Eastwind Windham and Wylder Hotel Windham.
Can I book a refundable accommodation in Ashland?
If you're looking for the flexibility to change your travel plans to Ashland, most hotels provide refundable* bookable rates. You can find these properties by searching our site and using the "fully refundable" filter to narrow the results down.
Where can I stay in Ashland if I want a vacation home instead of a traditional hotel?
If you want to find a good alternative to a hotel, browse our selection of 6 vacation homes.
What will the weather in Ashland be like during my visit?
The warmest months in Ashland are usually July and August with an average temp of 65°F. January and February are the chilliest months when the average temp is 26°F. The rainiest months are July and August.
Why should I book my Ashland hotel through Hotels.com?
There are plenty of reasons to book your Ashland travel with us: our free cancellations on selected hotels gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

Find out more about Ashland

Find out more about Ashland

If you're looking to discover somewhere new, look no further than Ashland. Whether you're planning to stay for a night or for the week, the area around Ashland has accommodations to fit every need. Search for hotels in Ashland with Hotels.com by checking our online map. Our map displays the areas and neighborhoods around all Ashland hotels so you can see how close you are from landmarks and attractions, and then refine your search within the larger area. The best Ashland hotel deals are here with our lowest price guarantee.