Hotels in Ashland

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Check prices for these dates

Tonight
Jan 20 - Jan 21
Tomorrow
Jan 21 - Jan 22
This weekend
Jan 23 - Jan 25
Next weekend
Jan 30 - Feb 1

Where to stay in Ashland?

Front of property
Cave Mountain Motel
Cave Mountain Motel
2.5 star property
Windham
9.4 out of 10, Exceptional, (137 reviews)
  • cleanliness
    Cozy mountain retreat minutes from Windham resort's ski slopes and trails.
The price is $139
$150 total
includes taxes & fees
Jan 21 - Jan 22
Cave Mountain Motel
Outdoor pool
Moore's Motel
Moore's Motel
2.5 star property
Prattsville
8.6 out of 10, Excellent, (162 reviews)
  • cleanliness
    Peaceful Prattsville haven with pool access for a serene trip to the countryside.
The price is $120
$130 total
includes taxes & fees
Jan 21 - Jan 22
Moore's Motel
View from property
Black Bear Lodge
Black Bear Lodge
2.5 star property
Prattsville
9.0 out of 10, Wonderful, (132 reviews)
  • cleanliness
    Quiet mountain retreat with free WiFi and parking near Bearpen Mountain.
The price is $149
$161 total
includes taxes & fees
Jan 21 - Jan 22
Black Bear Lodge
View from room
Hotel Vienna
Hotel Vienna
3.0 star property
Windham
9.4 out of 10, Exceptional, (746 reviews)
  • cleanliness
    Cozy ski lodge near Windham Mountain Resort with a refreshing indoor pool.
The price is $159
$172 total
includes taxes & fees
Jan 21 - Jan 22
Hotel Vienna
Exterior
Winwood Condominiums by Windham Mountain Club
Winwood Condominiums by Windham Mountain Club
3.0 star property
Windham
8.8 out of 10, Excellent, (345 reviews)
  • cleanliness
    Ski-in to a picturesque mountain retreat with free shuttle service to slopes.
The price is $199
$215 total
includes taxes & fees
Jan 21 - Jan 22
Winwood Condominiums by Windham Mountain Club
Front of property
Antique Rose Inn Windham
Antique Rose Inn Windham
3.0 star property
Windham
9.0 out of 10, Wonderful, (125 reviews)
  • cleanliness
    Victorian ski retreat with mountain access and daily breakfast in Windham.
The price is $135
$146 total
includes taxes & fees
Jan 21 - Jan 22
Antique Rose Inn Windham
Front of property
Albergo Allegria Hotel & Breakfast Restaurant
Albergo Allegria Hotel & Breakfast Restaurant
3.5 star property
Windham
9.6 out of 10, Exceptional, (271 reviews)
  • 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 21 - Jan 22
Albergo Allegria Hotel & Breakfast Restaurant
Interior
The Haüs Windham
The Haüs Windham
2.0 star property
Windham
8.2 out of 10, Very Good, (21 reviews)
  • cleanliness
    Modern alpine retreat near slopes with inviting rustic design and free amenities.
The price is $175
$270 total
includes taxes & fees
Jan 21 - Jan 22
The Haüs Windham
Exterior
Wylder Hotel Windham
Wylder Hotel Windham
3.5 star property
Windham
8.6 out of 10, Excellent, (92 reviews)
  • cleanliness
    Experience this charming retreat minutes from Windham Mountain Resort.
The price is $175
$239 total
includes taxes & fees
Jan 21 - Jan 22
Wylder Hotel Windham
Property entrance
The Colonial Motel
The Colonial Motel
2.5 star property
Grand Gorge
9.4 out of 10, Exceptional, (414 reviews)
  • cleanliness
    Cozy Grand Gorge getaway with clean rooms and seasonal outdoor pool.
The price is $99
$109 total
includes taxes & fees
Jan 21 - Jan 22
The Colonial Motel
Exterior
Mountain Treasure B&B
Mountain Treasure B&B
3.0 star property
Maplecrest
9.4 out of 10, Exceptional, (292 reviews)
  • cleanliness
    Scenic Catskills retreat near Windham Mountain offers nature and comfort for less.
The price is $139
$150 total
includes taxes & fees
Jan 21 - Jan 22
Mountain Treasure B&B
Lushna Suite | Living area
Eastwind Windham
Eastwind Windham
2.0 star property
Windham
9.2 out of 10, Wonderful, (82 reviews)
  • 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 21 - Jan 22
Eastwind Windham
Premium bedding, desk, cribs/infant beds, rollaway beds
The Perch Hotel
The Perch Hotel
2.0 star property
Cornwallville
9.4 out of 10, Exceptional, (23 reviews)
  • cleanliness
    Escape to a serene countryside retreat just minutes from Windham Mountain Resort.
The price is $150
$162 total
includes taxes & fees
Jan 22 - Jan 23
The Perch Hotel
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, (845 reviews)
  • cleanliness
    Discover a cozy mountain retreat with access to skiing and waterfall adventures.
The price is $154
$188 total
includes taxes & fees
Jan 29 - Jan 30
Hunter Lodge, a Bluebird by Lark
Exterior
Kaatskill Mountain Club & Condos by Vail Resorts
Kaatskill Mountain Club & Condos by Vail Resorts
2.0 star property
Hunter
9.2 out of 10, Wonderful, (334 reviews)
  • cleanliness
    Get cozy with Hunter Mountain right outside your door at this ski-in, ski-out retreat.
The price is $224
$267 total
includes taxes & fees
Feb 9 - Feb 10
Kaatskill Mountain Club & Condos by Vail Resorts
Exterior
Fairlawn Inn
Fairlawn Inn
3.0 star property
Hunter
8.8 out of 10, Excellent, (436 reviews)
  • cleanliness
    Elegant mountain escape with daily breakfast and nearby winter sports activities.
The price is $259
$280 total
includes taxes & fees
Jan 24 - Jan 25
Fairlawn Inn
Porch
Beds on Clouds
Beds on Clouds
3.0 star property
Windham
7.4 out of 10, Good, (68 reviews)
  • cleanliness
    Cozy Windham retreat minutes from skiing with mountain resort vibes and spa services.
The price is $189
$204 total
includes taxes & fees
Jan 21 - Jan 22
Beds on Clouds
Classic Double Room, 1 King Bed with Sofa bed, Non Smoking | Iron/ironing board, free WiFi, bed sheets
The Outpost by Windham Mountain Club
The Outpost by Windham Mountain Club
2.5 star property
Windham
8.6 out of 10, Excellent, (4 reviews)
  • 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 Outpost by Windham Mountain Club
Mountain view
Catskill Seasons Inn
Catskill Seasons Inn
2.5 star property
Shandaken
8.2 out of 10, Very Good, (248 reviews)
  • cleanliness
    Just 5 minutes from Belleayre Mountain Ski Center with tennis courts and seasonal pool.
The price is $149
$167 total
includes taxes & fees
Jan 21 - Jan 22
Catskill Seasons Inn
Garden
Amaya Bed&Breakfast
Amaya Bed&Breakfast
2.0 star property
Oak Hill
10.0 out of 10, Exceptional, (9 reviews)
The price is $338
$365 total
includes taxes & fees
Jan 21 - Jan 22
Amaya Bed&Breakfast
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

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

Check out reviews of Ashland hotels guests love

Hotel Vienna

Hotel Vienna

10/10 Excellent
"Really nice and clean room! And the front desk was very nice and helpful!"
Jared 2-night trip
Posted 4 days ago
Hotel Vienna

Frequently asked questions

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.