Find luxury hotels in Ashland, NY

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Our top choices for Ashland luxury hotels

Exterior
Hotel Mountain Brook

Hotel Mountain Brook

Hotel Mountain Brook
4.0 star property
Tannersville
9.8 out of 10, Exceptional, (515)
"everything was excellent amazing place and great location"
United States
Grigoriy
$149 nightly
The price is $161
Dec 14 - Dec 15
Total with taxes and fees
Hotel Mountain Brook
Interior detail
Urban Cowboy Lodge

Urban Cowboy Lodge

Urban Cowboy Lodge
5.0 star property
Big Indian
9.2 out of 10, Wonderful, (187)
" Didn’t get the room shown on Expedia website so we were disappointed in that. Overall nice place and really enjoyed our stay. "
United States
Stuart
$129 nightly
The price is $144
Jan 4 - Jan 5, 2026
Total with taxes and fees
Urban Cowboy Lodge
Front of property
The Hidden Inn

The Hidden Inn

The Hidden Inn
4.0 star property
South Kortright
9.0 out of 10, Wonderful, (56)
"Perfect accommodations when visiting relatives in the area. "
United States
Kurt
$166 nightly
The price is $182
Dec 14 - Dec 15
Total with taxes and fees
The Hidden Inn
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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Top Ashland Hotel Reviews

Frequently asked questions

Are you searching for a great accommodation for your luxury trip to Ashland?
Amenities are an important consideration when you plan a vacation, so we make it easy to get what you want to make your stay special. If you want a posh hotel that has fine dining, a spa, or several swimming pools, Expedia can assist you in finding the best luxury hotel experience that Ashland has to offer. Ashland has some interesting things to see and do including Ashland Town Hall, so you might want to take in the local sights during your visit.
When can I expect good weather in Ashland?
Planning for the weather is an important factor for making your trip to Ashland a success, especially when you're splurging. 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.
What's there to see and do in Ashland?
Experience Ashland with a stop at Hunter Mountain, Windham Vineyards and Winery, and Windham Mountain Resort. If you have some spare time during your trip, you might want to check out Windham Country Club and Kaatskill Flyer Ski Lift.

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