Hotels in Ashland
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Cave Mountain Motel
Cave Mountain MotelWindham
9.4 out of 10, Exceptional, (135)
cleanliness Cozy mountain retreat minutes from Windham resort's ski slopes and trails.
The price is $139
$150 total
includes taxes & fees
Jan 11 - Jan 12

Black Bear Lodge
Black Bear LodgePrattsville
9.0 out of 10, Wonderful, (131)
cleanliness Quiet mountain retreat with free WiFi and parking near Bearpen Mountain.
The price is $149
$161 total
includes taxes & fees
Jan 11 - Jan 12

Moore's Motel
Moore's MotelPrattsville
8.6 out of 10, Excellent, (160)
cleanliness Peaceful Prattsville haven with pool access for a serene trip to the countryside.
The price is $120
$130 total
includes taxes & fees
Jan 9 - Jan 10

Beds on Clouds
Beds on CloudsWindham
7.4 out of 10, Good, (68)
cleanliness Cozy Windham retreat minutes from skiing with mountain resort vibes and spa services.
The price is $189
$204 total
includes taxes & fees
Jan 12 - Jan 13

Albergo Allegria Hotel & Breakfast Restaurant
Albergo Allegria Hotel & Breakfast RestaurantWindham
9.6 out of 10, Exceptional, (270)
cleanliness Experience mountain charm at a Victorian B&B just 5 minutes from Windham Resort.
The price is $134
$145 total
includes taxes & fees
Jan 11 - Jan 12

Hotel Vienna
Hotel ViennaWindham
9.4 out of 10, Exceptional, (736)
cleanliness Cozy ski lodge near Windham Mountain Resort with a refreshing indoor pool.
The price is $159
$172 total
includes taxes & fees
Jan 12 - Jan 13

Eastwind Windham
Eastwind WindhamWindham
9.2 out of 10, Wonderful, (80)
cleanliness Stay mountainside at this Windham retreat with a cozy bar lounge and daily breakfast.
The price is $199
$244 total
includes taxes & fees
Jan 11 - Jan 12

Winwood Condominiums by Windham Mountain Club
Winwood Condominiums by Windham Mountain ClubWindham
8.8 out of 10, Excellent, (344)
cleanliness Ski-in to a picturesque mountain retreat with free shuttle service to slopes.
The price is $199
$215 total
includes taxes & fees
Jan 11 - Jan 12

The Haüs Windham
The Haüs WindhamWindham
8.2 out of 10, Very Good, (21)
cleanliness Modern alpine retreat near slopes with inviting rustic design and free amenities.
The price is $175
$270 total
includes taxes & fees
Jan 12 - Jan 13

Wylder Hotel Windham
Wylder Hotel WindhamWindham
8.6 out of 10, Excellent, (91)
cleanliness Experience this charming retreat minutes from Windham Mountain Resort.
The price is $175
$239 total
includes taxes & fees
Jan 22 - Jan 23

Antique Rose Inn Windham
Antique Rose Inn WindhamWindham
9.0 out of 10, Wonderful, (125)
cleanliness Victorian ski retreat with mountain access and daily breakfast in Windham.
The price is $135
$146 total
includes taxes & fees
Jan 12 - Jan 13

Mountain Treasure B&B
Mountain Treasure B&BMaplecrest
9.4 out of 10, Exceptional, (289)
cleanliness Scenic Catskills retreat near Windham Mountain offers nature and comfort for less.
The price is $166
$179 total
includes taxes & fees
Jan 11 - Jan 12

The Colonial Motel
The Colonial MotelGrand Gorge
9.4 out of 10, Exceptional, (409)
cleanliness Cozy Grand Gorge getaway with clean rooms and seasonal outdoor pool.
The price is $99
$109 total
includes taxes & fees
Jan 11 - Jan 12

Kaatskill Mountain Club & Condos by Vail Resorts
Kaatskill Mountain Club & Condos by Vail ResortsHunter
9.2 out of 10, Wonderful, (330)
cleanliness Get cozy with Hunter Mountain right outside your door at this ski-in, ski-out retreat.
The price is $217
$259 total
includes taxes & fees
Jan 12 - Jan 13

Fairlawn Inn
Fairlawn InnHunter
8.8 out of 10, Excellent, (436)
cleanliness Elegant mountain escape with daily breakfast and nearby winter sports activities.
The price is $259
$280 total
includes taxes & fees
Jan 11 - Jan 12

Hunter Lodge, a Bluebird by Lark
Hunter Lodge, a Bluebird by LarkHunter
9.2 out of 10, Wonderful, (840)
cleanliness Discover a cozy mountain retreat with access to skiing and waterfall adventures.
The price is $147
$180 total
includes taxes & fees
Jan 29 - Jan 30

The Outpost by Windham Mountain Club
The Outpost by Windham Mountain ClubWindham
8.6 out of 10, Excellent, (4)
cleanliness Experience mountainside elegance with access to free ski shuttles and an outdoor pool.
The price is $250
$270 total
includes taxes & fees
Jan 21 - Jan 22

The Perch Hotel
The Perch HotelCornwallville
9.4 out of 10, Exceptional, (23)
cleanliness Escape to a serene countryside retreat just minutes from Windham Mountain Resort.
The price is $284
$307 total
includes taxes & fees
Jan 9 - Jan 10

Catskill Seasons Inn
Catskill Seasons InnShandaken
8.2 out of 10, Very Good, (246)
cleanliness Just 5 minutes from Belleayre Mountain Ski Center with tennis courts and seasonal pool.
The price is $147
$165 total
includes taxes & fees
Jan 12 - Jan 13

Amaya Bed&Breakfast
Amaya Bed&BreakfastOak Hill
10.0 out of 10, Exceptional, (7)
The price is $338
$365 total
includes taxes & fees
Jan 9 - Jan 10
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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