Hotels in Ashland

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Cave Mountain Motel
Cave Mountain Motel
2.5 star property
Windham
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
Cave Mountain Motel
Black Bear Lodge
Black Bear Lodge
2.5 star property
Prattsville
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
Black Bear Lodge
Moore's Motel
Moore's Motel
2.5 star property
Prattsville
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
Moore's Motel
Beds on Clouds
Beds on Clouds
3.0 star property
Windham
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
Beds on Clouds
Albergo Allegria Hotel & Breakfast Restaurant
Albergo Allegria Hotel & Breakfast Restaurant
3.5 star property
Windham
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
Albergo Allegria Hotel & Breakfast Restaurant
Hotel Vienna
Hotel Vienna
3.0 star property
Windham
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
Hotel Vienna
Eastwind Windham
Eastwind Windham
2.0 star property
Windham
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
Eastwind Windham
Winwood Condominiums by Windham Mountain Club
Winwood Condominiums by Windham Mountain Club
3.0 star property
Windham
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
Winwood Condominiums by Windham Mountain Club
The Haüs Windham
The Haüs Windham
2.0 star property
Windham
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
The Haüs Windham
Wylder Hotel Windham
Wylder Hotel Windham
3.5 star property
Windham
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
Wylder Hotel Windham
Antique Rose Inn Windham
Antique Rose Inn Windham
3.0 star property
Windham
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
Antique Rose Inn Windham
Mountain Treasure B&B
Mountain Treasure B&B
3.0 star property
Maplecrest
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
Mountain Treasure B&B
The Colonial Motel
The Colonial Motel
2.5 star property
Grand 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
The Colonial Motel
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, (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
Kaatskill Mountain Club & Condos by Vail Resorts
Fairlawn Inn
Fairlawn Inn
3.0 star property
Hunter
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
Fairlawn Inn
Hunter Lodge, a Bluebird by Lark
Hunter Lodge, a Bluebird by Lark
3.0 star property
Hunter
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
Hunter Lodge, a Bluebird by Lark
The Outpost by Windham Mountain Club
The Outpost by Windham Mountain Club
2.5 star property
Windham
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 Outpost by Windham Mountain Club
The Perch Hotel
The Perch Hotel
2.0 star property
Cornwallville
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
The Perch Hotel
Catskill Seasons Inn
Catskill Seasons Inn
2.5 star property
Shandaken
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
Catskill Seasons Inn
Amaya Bed&Breakfast
Amaya Bed&Breakfast
2.0 star property
Oak Hill
10.0 out of 10, Exceptional, (7)
The price is $338
$365 total
includes taxes & fees
Jan 9 - Jan 10
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.

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Frequently asked questions

What accommodations do travelers recommend in Ashland?
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.