Best Resorts in Ashland

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Next weekend
Mar 6 - Mar 8
In two weeks
Mar 13 - Mar 15
In one month
Mar 27 - Mar 29
In two months
Apr 24 - Apr 26
No exact matches found, but these alternatives could be just right

Recommended hotels in Ashland

Bar (on property)

Howland House

Howland House
2.0 star property
Mount Tremper
$154 nightly
The price is $173
Mar 2 - Mar 3
Total with taxes and fees
Howland House
Exterior detail

The Wheelhouse Inn

The Wheelhouse Inn
2.5 star property
Pine Hill
8.6 out of 10, Excellent, (130 reviews)
"It is kept nice and clean, the room was warm and cozy "
United States
Erdal
$90 nightly
The price is $101
Feb 27 - Feb 28
Total with taxes and fees
The Wheelhouse Inn
Exterior

Antique Rose Inn Windham

Antique Rose Inn Windham
3.0 star property
Windham
9.0 out of 10, Wonderful, (128 reviews)
"Very entertaining owner, comfortable bed, quiet at night, bathroom shareable with the other two rooms, all very clean and cure for details. Great breakfast, not very far from Windham. "
United States
Simona
$135 nightly
The price is $146
Feb 25 - Feb 26
Total with taxes and fees
Antique Rose Inn Windham
Property entrance

The Colonial Motel

The Colonial Motel
2.5 star property
Grand Gorge
9.6 out of 10, Exceptional, (425 reviews)
"Awesome place!"
United States
Richard
$99 nightly
The price is $109
Feb 25 - Feb 26
Total with taxes and fees
The Colonial Motel
Property grounds

"Rocky Bottom" Cabin • Creekside • Fire Pit • BBQ • Fishing

"Rocky Bottom" Cabin • Creekside • Fire Pit • BBQ • Fishing
Phoenicia
$275 nightly
The price is $284
Feb 25 - Feb 26
Total with taxes and fees
"Rocky Bottom" Cabin • Creekside • Fire Pit • BBQ • Fishing
View from room

Hotel Vienna

Hotel Vienna
3.0 star property
Windham
9.4 out of 10, Exceptional, (767 reviews)
"Always stay here during the skies season."
United States
Benjamin
$149 nightly
The price is $161
Feb 25 - Feb 26
Total with taxes and fees
Hotel Vienna
Mountain view

Cave Mountain Motel

Cave Mountain Motel
2.5 star property
Windham
9.4 out of 10, Exceptional, (138 reviews)
"I enjoyed my stay here. I found the owner to have a good sense of humor. They have a light breakfast and coffee available. The room had everything I needed to have a comfortable stay. Check in went smoothly."
United States
Alexander
$139 nightly
The price is $150
Feb 25 - Feb 26
Total with taxes and fees
Cave Mountain Motel
Front of property

Meadowood Inn

Meadowood Inn
3.0 star property
Arkville
9.6 out of 10, Exceptional, (275 reviews)
"Great experience. Highly recommend."
United States
Seweryn
$122 nightly
The price is $134
Feb 26 - Feb 27
Total with taxes and fees
Meadowood Inn
Dinner served

Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark
3.0 star property
Hunter
9.2 out of 10, Wonderful, (873 reviews)
"Great location, very nice common rooms, friendly staff"
United States
Benjamin John
$156 nightly
The price is $168
Mar 25 - Mar 26
Total with taxes and fees
Hunter Lodge, a Bluebird by Lark
Property amenity

Mountain Treasure B&B

Mountain Treasure B&B
3.0 star property
Maplecrest
9.4 out of 10, Exceptional, (293 reviews)
"Clean room, exceptional service. Will visit again. "
United States
Saurabh
$135 nightly
The price is $146
Feb 25 - Feb 26
Total with taxes and fees
Mountain Treasure B&B
Premium bedding, desk, cribs/infant beds, rollaway beds

The Perch Hotel

The Perch Hotel
2.0 star property
Cornwallville
9.6 out of 10, Exceptional, (26 reviews)
"Lovely stay"
United States
Barry
$195 nightly
The price is $210
Mar 1 - Mar 2
Total with taxes and fees
The Perch Hotel
Fireplace

The Graham & Co.

The Graham & Co.
3.0 star property
Phoenicia
9.6 out of 10, Exceptional, (24 reviews)
"This place was perfect for a quick hiking trip, very simple but has everything you need. Room was very comfy and clean. Would definitely stay here again! "
United States
Amanda
$144 nightly
The price is $161
Mar 16 - Mar 17
Total with taxes and fees
The Graham & Co.
Dining

Catskill Kaaterskill Cabin Hot Tub FirePit Sauna

Catskill Kaaterskill Cabin Hot Tub FirePit Sauna
Lanesville
9.8 out of 10, Exceptional, (17 reviews)
"Best gateway "
United States
Michael D.
$483 nightly
The price is $488
Mar 1 - Mar 2
Total with taxes and fees
Catskill Kaaterskill Cabin Hot Tub FirePit Sauna
Dining

Phoenicia Lodge

Phoenicia Lodge
2.0 star property
Phoenicia
9.2 out of 10, Wonderful, (40 reviews)
"Room was spotless, staff was super welcoming. Will come again!"
United States
Gloria
$129 nightly
The price is $144
Mar 15 - Mar 16
Total with taxes and fees
Phoenicia Lodge
Reception

Margaretville Motel

Margaretville Motel
2.5 star property
Margaretville
6.8 out of 10, (190 reviews)
"A little different than the normal hotel experience bu nice room very quiet and breakfast with a lot choice "
United States
William
$100 nightly
The price is $110
Feb 25 - Feb 26
Total with taxes and fees
Margaretville Motel
Property grounds

Big Medicine Ranch - Rustic Sunrise Cabin - Catskills

Big Medicine Ranch - Rustic Sunrise Cabin - Catskills
Palenville
10.0 out of 10, Exceptional, (29 reviews)
"Best place ever!!"
United States
LaurapatOsterwald S.
$342 nightly
The price is $369
Mar 1 - Mar 2
Total with taxes and fees
Big Medicine Ranch - Rustic Sunrise Cabin - Catskills
Interior detail

Urban Cowboy Lodge

Urban Cowboy Lodge
5.0 star property
Big Indian
9.4 out of 10, Exceptional, (206 reviews)
"Fantastic stay. Only regret was it wasn’t longer! Staff is wonderful and the property was beautiful. Looking forward to our next visit. "
United States
Nate
$116 nightly
The price is $130
Mar 1 - Mar 2
Total with taxes and fees
Urban Cowboy Lodge
Exterior

Catskill Seasons Inn

Catskill Seasons Inn
2.5 star property
Shandaken
8.2 out of 10, Very Good, (250 reviews)
"Great stay!!! "
United States
Jordana
$149 nightly
The price is $167
Feb 25 - Feb 26
Total with taxes and fees
Catskill Seasons Inn
Exterior

Creekside Couple's Retreat w Hot Tub, Sauna and Game Room, 2 minutes from lake

Creekside Couple's Retreat w Hot Tub, Sauna and Game Room, 2 minutes from lake
East Jewett
10.0 out of 10, Exceptional, (13 reviews)
"What a beautiful vibe for a romantic getaway! Property was so clean and has everything we had to relax! The owners are super courteous. Would definitely come back!"
United States
Patrick F.
$539 nightly
The price is $582
Feb 25 - Feb 26
Total with taxes and fees
Creekside Couple's Retreat w Hot Tub, Sauna and Game Room, 2 minutes from lake
Interior

Spacious Catskill Mountains ski cabin with fire pit

Spacious Catskill Mountains ski cabin with fire pit
Maplecrest
9.8 out of 10, Exceptional, (20 reviews)
"The house was exactly what we were looking for! Close to the ski mountains, town and made for a really nice weekend away!"
United States
Lauren P.
$371 nightly
The price is $401
Feb 25 - Feb 26
Total with taxes and fees
Spacious Catskill Mountains ski cabin with fire pit
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.
View all properties

The Annual Vacation Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
Book now
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Ashland Hotel Reviews

The Colonial Motel

The Colonial Motel

10/10 Excellent
"Friendly staff and clean room"
Karen 1-night trip
Posted 2 days ago
The Colonial Motel

Find out more about Ashland

Ashland Resorts information

Number of reviews
3,525
Accommodation
0 Resorts
Lowest Price
$101
Highest Price
$582

Frequently asked questions

What is Ashland like for a resort vacation?
You deserve a break, and a resort is the perfect place to pamper yourself with the services and amenities you need for a relaxing time in Ashland. One of the comfortable resorts in the area might be just what you're searching for, whether you want an amazing pool, a state-of-the-art fitness center, or nightly entertainment options.
What can I do in Ashland?
Zoom Flume offers fun for the whole family, while Hunter Mountain is one of the most popular places to visit nearby. Other attractions in the area include Ashland Town Hall and Windham Mountain Resort.
What's the seasonal 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.

Explore a world of travel with Expedia