Hotels in Ashland
Free cancellation options if plans change
Earn rewards on every night you stay
Save more with Member Prices
Check prices for these dates
Where to stay in Ashland?

Cave Mountain Motel
Cave Mountain MotelWindham
9.4 out of 10, Exceptional, (140 reviews)
The price is $139
$150 total
includes taxes & fees
May 26 - May 27

Moore's Motel
Moore's MotelPrattsville
8.8 out of 10, Excellent, (166 reviews)
The price is $120
$130 total
includes taxes & fees
May 26 - May 27

Black Bear Lodge
Black Bear LodgePrattsville
9.0 out of 10, Wonderful, (136 reviews)
The price is $149
$161 total
includes taxes & fees
Jun 22 - Jun 23

Winwood Condominiums by Windham Mountain Club
Winwood Condominiums by Windham Mountain ClubWindham
8.8 out of 10, Excellent, (353 reviews)
The price is $169
$183 total
includes taxes & fees
May 26 - May 27

Hotel Vienna
Hotel ViennaWindham
9.4 out of 10, Exceptional, (801 reviews)
The price is $158
$188 total
includes taxes & fees
May 26 - May 27

The Haüs Windham
The Haüs WindhamWindham
7.8 out of 10, Good, (28 reviews)
The price is $148
$241 total
includes taxes & fees
May 26 - May 27

Antique Rose Inn Windham
Antique Rose Inn WindhamWindham
9.0 out of 10, Wonderful, (130 reviews)
The price is $135
$146 total
includes taxes & fees
May 26 - May 27

Wylder Hotel Windham
Wylder Hotel WindhamWindham
8.8 out of 10, Excellent, (98 reviews)
The price is $252
$322 total
includes taxes & fees
May 26 - May 27

Albergo Allegria Hotel
Albergo Allegria HotelWindham
9.6 out of 10, Exceptional, (279 reviews)
The price is $163
$176 total
includes taxes & fees
May 26 - May 27

Eastwind Windham
Eastwind WindhamWindham
9.2 out of 10, Wonderful, (102 reviews)
The price is $221
$268 total
includes taxes & fees
May 26 - May 27

The Outpost by Windham Mountain Club
The Outpost by Windham Mountain ClubWindham
8.4 out of 10, Very Good, (5 reviews)
The price is $450
$486 total
includes taxes & fees
May 26 - May 27

The Colonial Motel
The Colonial MotelGrand Gorge
9.6 out of 10, Exceptional, (443 reviews)
The price is $89
$98 total
includes taxes & fees
Jun 1 - Jun 2

Mountain Treasure B&B
Mountain Treasure B&BMaplecrest
9.4 out of 10, Exceptional, (294 reviews)
The price is $169
$183 total
includes taxes & fees
May 26 - May 27

The Perch Hotel
The Perch HotelEast Windham
9.6 out of 10, Exceptional, (29 reviews)
The price is $197
$213 total
includes taxes & fees
May 28 - May 29

Hunter Lodge, a Bluebird by Lark
Hunter Lodge, a Bluebird by LarkHunter
9.2 out of 10, Wonderful, (948 reviews)
The price is $118
$149 total
includes taxes & fees
Jun 2 - Jun 3

Fairlawn Inn
Fairlawn InnHunter
8.8 out of 10, Excellent, (437 reviews)
The price is $259
$280 total
includes taxes & fees
Jun 13 - Jun 14

Kaatskill Mountain Club & Condos by Vail Resorts
Kaatskill Mountain Club & Condos by Vail ResortsHunter
9.2 out of 10, Wonderful, (361 reviews)
The price is $193
$229 total
includes taxes & fees
May 26 - May 27

Red Feather Lodge
Red Feather LodgeWindham
The price is $1,999
$2,159 total
includes taxes & fees
May 26 - May 27

Amaya Bed&Breakfast
Amaya Bed&BreakfastOak Hill
10.0 out of 10, Exceptional, (17 reviews)
The price is $405
$437 total
includes taxes & fees
May 26 - May 27

Catskill Seasons Inn
Catskill Seasons InnShandaken
8.2 out of 10, Very Good, (252 reviews)
The price is $139
$156 total
includes taxes & fees
May 26 - May 27
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.
Go beyond your typical stay in Ashland
Pet friendly
Apartment
Top landmarks in Ashland
Check out reviews of Ashland hotels guests love

Hunter Lodge, a Bluebird by Lark
10/10 Excellent




































































