Best Resorts in Ashland

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Recommended hotels in Ashland

Cave Mountain Motel

Cave Mountain Motel
2.5 star property
Windham
9.4 out of 10, Exceptional, (137 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 5 - Feb 6
Total with taxes and fees
Cave Mountain Motel

Emerson Resort & Spa

Emerson Resort & Spa
3.5 star property
Mount Tremper
9.2 out of 10, Wonderful, (50 reviews)
"The Emerson exceeded my expectations! Property was beautiful, room was beautiful, staff beyond friendly. Will definitely return"
United States
Margaret
$254 nightly
The price is $284
Feb 24 - Feb 25
Total with taxes and fees
Emerson Resort & Spa

Black Bear Lodge

Black Bear Lodge
2.5 star property
Prattsville
9.0 out of 10, Wonderful, (132 reviews)
"I always have a great stay."
United States
Kathlleen
$149 nightly
The price is $161
Feb 5 - Feb 6
Total with taxes and fees
Black Bear Lodge

The Graham & Co.

The Graham & Co.
3.0 star property
Phoenicia
9.6 out of 10, Exceptional, (22 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
$155 nightly
The price is $174
Feb 5 - Feb 6
Total with taxes and fees
The Graham & Co.

Meadowood Inn

Meadowood Inn
3.0 star property
Arkville
9.6 out of 10, Exceptional, (273 reviews)
"Great experience. Highly recommend."
United States
Seweryn
$122 nightly
The price is $134
Feb 5 - Feb 6
Total with taxes and fees
Meadowood Inn

Mountain Treasure B&B

Mountain Treasure B&B
3.0 star property
Maplecrest
9.4 out of 10, Exceptional, (292 reviews)
"Clean room, exceptional service. Will visit again. "
United States
Saurabh
$133 nightly
The price is $143
Feb 5 - Feb 6
Total with taxes and fees
Mountain Treasure B&B

The Colonial Motel

The Colonial Motel
2.5 star property
Grand Gorge
9.6 out of 10, Exceptional, (419 reviews)
"Awesome place!"
United States
Richard
$99 nightly
The price is $109
Feb 5 - Feb 6
Total with taxes and fees
The Colonial Motel

Urban Cowboy Lodge

Urban Cowboy Lodge
5.0 star property
Big Indian
9.2 out of 10, Wonderful, (200 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
$150 nightly
The price is $168
Feb 11 - Feb 12
Total with taxes and fees
Urban Cowboy Lodge

Shadowcrest

Shadowcrest
3.5 star property
Fleischmanns
9.8 out of 10, Exceptional, (269 reviews)
"Room was clean and cozy, bathroom was very nice with heated floors. Comfy bed. Brendan was awesome! Very charming, would definitely stay again."
United States
Peter
$162 nightly
The price is $178
Feb 22 - Feb 23
Total with taxes and fees
Shadowcrest

The Leeway

The Leeway
2.0 star property
Mount Tremper
10.0 out of 10, Exceptional, (18 reviews)
"The leeway was very beautiful perfect for 2 people big cozy bed and nice living room area there are most definitely many places to eat nearby and lots of trails to walk and be one with nature and the small stream at the end was a breath taking view so beautiful in the morning with coffee i will be coming back "
United States
Delmy
$231 nightly
The price is $259
Mar 2 - Mar 3
Total with taxes and fees
The Leeway

Starlite Motel

Starlite Motel
2.5 star property
Big Indian
9.2 out of 10, Wonderful, (283 reviews)
"A perfect place to stay by the Mt"
United States
Oleg
$125 nightly
The price is $140
Feb 5 - Feb 6
Total with taxes and fees
Starlite Motel

Amaya Bed&Breakfast

Amaya Bed&Breakfast
2.0 star property
Oak Hill
10.0 out of 10, Exceptional, (10 reviews)
"The premises (and the room) were immaculate and aesthetically appealing, the ambiance was superb, and the host (Jonathan) was courteous, accommodating, and charming."
United States
Douglas
$331 nightly
The price is $358
Feb 12 - Feb 13
Total with taxes and fees
Amaya Bed&Breakfast

Deer Mountain Inn

Deer Mountain Inn
2.0 star property
Haines Falls
9.2 out of 10, Wonderful, (5 reviews)
"I loved the guest room with the pool table and self attend bar."
United States
Chavez
$417 nightly
The price is $449
Feb 23 - Feb 24
Total with taxes and fees
Deer Mountain Inn

Albergo Allegria Hotel & Breakfast Restaurant

Albergo Allegria Hotel & Breakfast Restaurant
3.5 star property
Windham
9.6 out of 10, Exceptional, (273 reviews)
"Such a lovely bed and breakfast. The bed was unbelievably comfortable we didn’t want to leave. Would absolutely return!"
United States
Kim
$134 nightly
The price is $145
Feb 5 - Feb 6
Total with taxes and fees
Albergo Allegria Hotel & Breakfast Restaurant

Antique Rose Inn Windham

Antique Rose Inn Windham
3.0 star property
Windham
9.0 out of 10, Wonderful, (127 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 9 - Feb 10
Total with taxes and fees
Antique Rose Inn Windham

Hotel Mountain Brook

Hotel Mountain Brook
4.0 star property
Tannersville
9.8 out of 10, Exceptional, (534 reviews)
"Wonderful, restful and relaxing stay!"
United States
Christina
$169 nightly
The price is $183
Mar 3 - Mar 4
Total with taxes and fees
Hotel Mountain Brook

Catskill Seasons Inn

Catskill Seasons Inn
2.5 star property
Shandaken
8.2 out of 10, Very Good, (249 reviews)
"Great stay!!! "
United States
Jordana
$149 nightly
The price is $167
Feb 5 - Feb 6
Total with taxes and fees
Catskill Seasons Inn

Moore's Motel

Moore's Motel
2.5 star property
Prattsville
8.8 out of 10, Excellent, (163 reviews)
"Very friendly, very clean and close to the mountains. Would definitely stay here again!"
United States
Victoria
$120 nightly
The price is $130
Feb 5 - Feb 6
Total with taxes and fees
Moore's Motel

Eastwind Oliverea Valley

Eastwind Oliverea Valley
2.0 star property
Big Indian
9.4 out of 10, Exceptional, (36 reviews)
"Overall is perfect! "
United States
Thanyarat
$314 nightly
The price is $350
Feb 26 - Feb 27
Total with taxes and fees
Eastwind Oliverea Valley

Margaretville Mtn Inn B&B and Village Suites

Margaretville Mtn Inn B&B and Village Suites
3.0 star property
Margaretville
8.4 out of 10, Very Good, (208 reviews)
"Staff friendly, breakfast was very good- loved the dining presentation Hot tub was fun. The bed in the Lavender room was really comfortable."
United States
MARK
$155 nightly
The price is $170
Feb 5 - Feb 6
Total with taxes and fees
Margaretville Mtn Inn B&B and Village Suites
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Top Ashland Hotel Reviews

Find out more about Ashland

Ashland Resorts information

Number of reviews
3,652
Accommodation
0 Resorts
Lowest Price
$109
Highest Price
$449

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.

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