Find hotels in Ashland, NY from $101

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Our top choices for Ashland hotels

The Wheelhouse Inn

The Wheelhouse Inn
2.5 star property
Pine Hill
8.6 out of 10, Excellent, (129)
"Great host, large and cozy rooms."
United States
Mohamed
$90 nightly
The price is $101
Jan 10 - Jan 11, 2026
Total with taxes and fees
The Wheelhouse Inn

Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark
3.0 star property
Hunter
9.2 out of 10, Wonderful, (830)
"Wonderful views, location, and accommodations. I would gladly return to Hunter Lodge"
United States
Russel
$164 nightly
The price is $177
Jan 8 - Jan 9, 2026
Total with taxes and fees
Hunter Lodge, a Bluebird by Lark

Hanah mountain resort and country club

Hanah mountain resort and country club
2.0 star property
Margaretville
$147 nightly
The price is $162
Jan 1 - Jan 2, 2026
Total with taxes and fees
Hanah mountain resort and country club

Starlite Motel

Starlite Motel
2.5 star property
Big Indian
9.2 out of 10, Wonderful, (274)
"Awesome place to stay!"
United States
Earl
$111 nightly
The price is $125
Jan 7 - Jan 8, 2026
Total with taxes and fees
Starlite Motel

The Colonial Motel

The Colonial Motel
2.5 star property
Grand Gorge
9.4 out of 10, Exceptional, (406)
"Comfortable, quiet and good value vs other options in the region. "
United States
Karl
$99 nightly
The price is $109
Dec 28 - Dec 29
Total with taxes and fees
The Colonial Motel

Phoenicia Lodge

Phoenicia Lodge
2.0 star property
Phoenicia
9.2 out of 10, Wonderful, (33)
"Had a great stay! "
United States
Lace
$107 nightly
The price is $120
Jan 6 - Jan 7, 2026
Total with taxes and fees
Phoenicia Lodge

Hotel Mountain Brook

Hotel Mountain Brook
4.0 star property
Tannersville
9.8 out of 10, Exceptional, (518)
"everything was excellent amazing place and great location"
United States
Grigoriy
$149 nightly
The price is $161
Jan 6 - Jan 7, 2026
Total with taxes and fees
Hotel Mountain Brook

Catskill Seasons Inn

Catskill Seasons Inn
2.5 star property
Shandaken
8.2 out of 10, Very Good, (241)
"Great Stay would definitely recommend "
United States
Jay
$149 nightly
The price is $167
Jan 4 - Jan 5, 2026
Total with taxes and fees
Catskill Seasons Inn

The Haüs Windham

The Haüs Windham
2.0 star property
Windham
8.6 out of 10, Excellent, (19)
"Very good"
United States
Sophia
$247 nightly
The price is $267
Jan 13 - Jan 14, 2026
Total with taxes and fees
The Haüs Windham

Hotel Vienna

Hotel Vienna
3.0 star property
Windham
9.4 out of 10, Exceptional, (728)
"Great service, nice and clean hotel."
United States
Mary
$159 nightly
The price is $172
Jan 5 - Jan 6, 2026
Total with taxes and fees
Hotel Vienna

Xenia Resort

Xenia Resort
2.5 star property
Jewett
9.0 out of 10, Wonderful, (56)
"Family friendly resort with great optional dinner and breakfast. The owner is very friendly and accommodating to guest's need. Great location for ski trip. "
United States
Eastlyn
$150 nightly
The price is $162
Dec 29 - Dec 30
Total with taxes and fees
Xenia Resort

Moore's Motel

Moore's Motel
2.5 star property
Prattsville
8.6 out of 10, Excellent, (158)
"Stay here every time we are in the area. And its always a great stay and a good time down the street at the prattsville tavern. Moores is excellent"
United States
John
$120 nightly
The price is $130
Dec 31 - Jan 1, 2026
Total with taxes and fees
Moore's Motel

The Graham & Co.

The Graham & Co.
3.0 star property
Phoenicia
9.6 out of 10, Exceptional, (22)
"Great place to stay when in the area, lovely staff would definitely stay here again."
United States
Paul
$155 nightly
The price is $174
Jan 4 - Jan 5, 2026
Total with taxes and fees
The Graham & Co.

Shadowcrest

Shadowcrest
3.5 star property
Fleischmanns
9.8 out of 10, Exceptional, (267)
"Room was clean and cozy, bathroom was very nice with heated floors. Comfy bed. Brendan was awesome! Very charming, would definitely stay again."
United States
Peter
$162 nightly
The price is $178
Jan 4 - Jan 5, 2026
Total with taxes and fees
Shadowcrest

Cave Mountain Motel

Cave Mountain Motel
2.5 star property
Windham
9.4 out of 10, Exceptional, (135)
"I enjoyed my stay here. I found the owner to have a good sense of humor. They have a light breakfast and coffee available. The room had everything I needed to have a comfortable stay. Check in went smoothly."
United States
Alexander
$139 nightly
The price is $150
Jan 4 - Jan 5, 2026
Total with taxes and fees
Cave Mountain Motel

Mountain Treasure B&B

Mountain Treasure B&B
3.0 star property
Maplecrest
9.4 out of 10, Exceptional, (287)
"Great location, nice and peaceful"
United States
Noel
$159 nightly
The price is $172
Dec 28 - Dec 29
Total with taxes and fees
Mountain Treasure B&B

Albergo Allegria Hotel & Breakfast Restaurant

Albergo Allegria Hotel & Breakfast Restaurant
3.5 star property
Windham
9.6 out of 10, Exceptional, (270)
"Nice people and great breakfast. "
United States
Remelin
$134 nightly
The price is $145
Jan 4 - Jan 5, 2026
Total with taxes and fees
Albergo Allegria Hotel & Breakfast Restaurant

Margaretville Motel

Margaretville Motel
2.5 star property
Margaretville
6.8 out of 10, (187)
"A little different than the normal hotel experience bu nice room very quiet and breakfast with a lot choice "
United States
William
$100 nightly
The price is $110
Jan 4 - Jan 5, 2026
Total with taxes and fees
Margaretville Motel

River Run Bed and Breakfast

River Run Bed and Breakfast
3.0 star property
Fleischmanns
9.2 out of 10, Wonderful, (196)
"Excellent stay!!!"
United States
Donna
$159 nightly
The price is $175
Jan 4 - Jan 5, 2026
Total with taxes and fees
River Run Bed and Breakfast

Suites on Main

Suites on Main
3.0 star property
Margaretville
7.2 out of 10, Good, (78)
"Good place to stay and reasonable "
Canada
Marney
$144 nightly
The price is $158
Jan 4 - Jan 5, 2026
Total with taxes and fees
Suites on Main
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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Stay near popular Ashland attractions

Top Ashland Hotel Reviews

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Hotels in Ashland with star-rating

Find out more about Ashland

Top reasons to visit Ashland

  • Thrilling Ski Resorts: Ashland is a haven for ski enthusiasts, offering access to popular ski fields and resorts for winter sports excitement.
  • Outdoor Adventures: The area is perfect for outdoor lovers, featuring state parks and beautiful beaches for year-round exploration.
  • Charming Town Atmosphere: Enjoy the welcoming vibe of Ashland, complete with friendly locals and a quaint community feel.
  • Family-Friendly Activities: Ashland offers a variety of cultural and recreational activities suitable for all ages.
  • Diverse Lodging Options: Choose from a wide range of accommodations, from agritourism to pet-friendly hotels, ensuring a comfortable stay.

Find great hotels near Ashland

Discover a variety of lodging options in Ashland, New York, designed to suit every traveler's needs. Whether you're seeking adventure, a family-friendly getaway, or a pet-friendly experience, Ashland's hotels offer a warm welcome. From charming agritourism properties to well-equipped hotels, you’ll find the perfect base for your exploration of this picturesque area. Experience the best of Ashland with accommodations that cater to both relaxation and excitement.

  • Hunter Lodge, a Bluebird by Lark: Nestled 11 miles from Ashland, Hunter Lodge is the perfect getaway for adventure seekers and LGBTQIA travelers. This welcoming hotel offers a range of exciting outdoor activities, including nearby snowboarding, hiking, fishing, and snow tubing. With a pet-friendly policy, travelers can bring their furry friends along, with amenities such as food and water bowls and accommodations for service animals. The lodge’s vibrant atmosphere and commitment to adventure make it an ideal choice for those looking to explore the great outdoors while enjoying a warm and inclusive environment.
  • Hotel Vienna: Located 6 miles from Ashland, Hotel Vienna caters to both adventure enthusiasts and business travelers. This pet-friendly hotel is equipped with facilities tailored for business needs, while also providing easy access to nearby activities such as skiing, fishing, kayaking, and hiking. Guests appreciate the welcoming atmosphere and the thoughtful pet amenities that ensure a comfortable stay for all. Whether you’re on a work trip or seeking a thrilling vacation, Hotel Vienna offers the best of both worlds with its blend of adventure and business-friendly features.
  • Winwood Condominiums by Windham Mountain Club: A family-friendly destination just 5 miles from Ashland, Winwood Condominiums is perfect for those looking for a ski vacation. This 3-star accommodation offers convenient access to ski shuttles and lifts, making it easy to hit the slopes. Families will love the onsite arcade game room and sledding options, ensuring fun for guests of all ages. With nearby activities including downhill skiing, snowboarding, and fishing, Winwood Condominiums provides a cozy and adventurous retreat for family vacations immersed in winter sports.

Where to stay near Ashland

Discover the charming town of Ashland, New York, where outdoor adventure meets historic charm. Enjoy skiing in the winter and explore family-friendly activities year-round. Nearby, indulge in relaxing springs baths and take in the stunning scenery. Don’t miss the opportunity to visit Ashland, Oregon, known for its vibrant arts scene. With friendly locals and picturesque landscapes, Ashland promises an unforgettable getaway filled with excitement and tranquility.

  • Windham: Located 5 miles from Ashland, Windham is a charming city known for its year-round appeal, particularly peaking during the winter months from December to February. Visitors flock here for thrilling ski adventures, making it a popular destination for sports enthusiasts. The city boasts excellent ski fields and resorts, ensuring an exhilarating experience for all skill levels. Beyond skiing, Windham is surrounded by stunning natural landmarks, including majestic mountains, serene lakes, and picturesque waterfalls, offering plenty of opportunities for hiking and sightseeing.
  • Hunter: Situated 9 miles from Ashland, Hunter is another gem in the region, attracting visitors with its seasonal charm. The peak tourist season runs from December to February, with moderate activity in May, August, and October. Much like Windham, Hunter is famous for its ski resorts and adventure sports, making it a haven for outdoor lovers. The breathtaking landscapes, featuring mountains, lakes, and cascading waterfalls, provide a stunning backdrop for both winter sports and summer hikes, ensuring a memorable experience for every traveler.
  • Jewett: Only 3 miles away from Ashland, Jewett is a delightful city that enjoys a steady flow of visitors throughout the year, with peak travel in the summer months from June to August. Skiing and adventure sports draw many to this picturesque locale, where ski fields and resorts offer excitement and challenges. Surrounded by natural beauty, Jewett's proximity to mountains, lakes, and waterfalls makes it an ideal spot for outdoor activities, whether it's skiing in winter or hiking in warmer months.

Things to do near Ashland

Ashland, New York, is an ideal destination for ski enthusiasts and adventure seekers. With its popular ski fields and resorts, visitors can enjoy thrilling winter sports. The town also offers opportunities for social gatherings, making it a great spot for connecting with fellow adventurers. Whether you're hitting the slopes or enjoying the local community, Ashland promises an exciting vacation experience.

Shopping

In Ashland, you can shop at the Woodstock Music Shop for unique music-themed gifts, located 22 miles away. If you're up for a drive, check out Vinnie's Farm Market, 21 miles away, or the Hudson Valley Mall, 30 miles away, offering a variety of family-friendly shops and entertainment.

Recreation

At Windham Country Club, enjoy a round of golf surrounded by scenic views and fresh air, just 6 miles from Ashland. For ultimate relaxation, visit Copperhood Retreat & Spa, 14 miles away, offering rejuvenating body treatments. The Pine Hill Community Center, also 14 miles away, features wellness activities for all ages.

Adventure

At Windham Mountain Resort, located 5 miles from Ashland, enjoy thrilling skiing and snowboarding adventures amidst beautiful landscapes. The Kaatskill Flyer Ski Lift, 10 miles away, offers breathtaking views while taking you to invigorating slopes. Experience exhilarating rides on the Zephyr Express Ski Lift, situated 9 miles from Ashland.

Nightlife

Ashland offers a charming nightlife atmosphere with nearby venues like Mount Tremper Arts, a theater 18 miles away, and Colony, located 22 miles from town. Both places feature culture, romance, and family-friendly entertainment, making them perfect spots for a night out.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Ashland

To save money on your trip to Ashland, take advantage of free attractions like the Mountain Top Arboretum, and enjoy the town's walkable areas or opt for biking. Traveling during the off-peak months of March to April and November can lower your accommodation costs, especially on Tuesdays, which tend to be the cheapest days. Use Expedia to find deals by sorting prices and considering package options for hotels, flights, and activities. Joining the One Key membership can unlock exclusive discounts and earn OneKeyCash for future stays.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Ashland are March to April and November, where the prices are slightly lower. This is in comparison to July to August and October, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Ashland is Tuesday. The most expensive day to stay in Ashland is Friday.
  • Find cheap hotels on Expedia: Utilize Expedia's search tool to refine your preferences, such as budget, desired location, and type of hotel you’re looking for. To find the best prices and deals, simply sort the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your hotel stay in Ashland with flights and activities through an Expedia package deal.
  • Become a One Key member: Join Expedia's One Key membership program for exclusive discounts and deals on hotel bookings. You can also earn OneKeyCash to use on future selected hotels.

Find the best attractions near Ashland

Ashland, New York, is perfect for outdoor enthusiasts and sports lovers, offering ski resorts, state parks, and beaches. Visitors can enjoy a charming town atmosphere, explore the Ashland Library, and participate in various cultural and family-friendly activities. Whether you're looking for adventure or relaxation, Ashland provides a diverse range of attractions to discover and enjoy during your vacation.

  • Windham Mountain Resort: Located 5 miles from Ashland, this premier ski resort offers thrilling skiing and snowboarding opportunities. Experience breathtaking mountain views and a variety of winter activities, including snow tubing and snowshoeing, making it a perfect destination for adventure seekers.
  • Belleayre Beach at Pine Hill Lake: Situated 14 miles away, this beautiful beach provides a serene escape with sandy shores and clear waters. Enjoy swimming, sunbathing, or picnicking while surrounded by the stunning Catskill Mountains, perfect for a relaxing day outdoors.
  • Catskill State Park: Just 14 miles from Ashland, this expansive park features miles of hiking trails, scenic vistas, and diverse wildlife. Explore the lush landscapes, waterfalls, and serene lakes, making it an ideal spot for nature lovers and outdoor enthusiasts.

Best time to go to Ashland

The best time to visit Ashland is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are average and weather is mostly cloudy with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January21.9°F (-5.6°C)Light RainMostly CloudyAverageAverage
February24.1°F (-4.4°C)Light RainMostly CloudyAverageAverage
March31.6°F (-0.2°C)Light RainMostly CloudySlightly LowSlightly Low
April43.3°F (6.3°C)Light RainMostly CloudySlightly LowSlightly Low
May55.6°F (13.1°C)Light RainMostly SunnyAverageAverage
June63.0°F (17.2°C)Light RainMostly SunnyAverageAverage
July68.7°F (20.4°C)Light RainMostly SunnySlightly HighSlightly High
August66.7°F (19.3°C)Light RainMostly SunnySlightly HighSlightly High
September59.9°F (15.5°C)Light RainMostly SunnyAverageAverage
October48.9°F (9.4°C)Light RainMostly SunnySlightly HighSlightly High
November36.9°F (2.7°C)Light RainMostly SunnySlightly LowSlightly Low
December28.2°F (-2.1°C)Light RainMostly CloudyAverageAverage

The nearest major airports for your trip to Ashland

When planning your trip to Ashland, New York, you can fly into several major airports. Albany International Airport (ALB) is 41 miles away and offers a range of nearby hotels, including the 4-star Park Manor Hotel and DoubleTree by Hilton Schenectady Downtown, both located 8 miles from the airport. Stewart International Airport (SWF) is 57 miles away, with options like The Dutchess Inn and Spa at Beacon, 6 miles from the airport. Lastly, Columbia County Airport (HCC) is 32 miles away, featuring hotels such as The Wick, Hudson, only 5 miles from the airport, providing convenient transportation services for travelers.

Frequently asked questions

What is the best area to stay in Ashland?
The best area to stay in Ashland is downtown, particularly around Main Street, for its central location and access to local attractions.

Downtown Ashland is the heart of the city's activity, characterized by its historic buildings and a walkable layout. Main Street is where you'll find a concentration of local shops, art galleries, and diverse dining options. The Ashland Creek runs through the downtown area, adding to its pleasant setting.

Couples will find downtown an excellent choice due to its proximity to the Oregon Shakespeare Festival theaters, which are a major draw. Evening strolls to dinner or a performance are convenient, and there are many cozy cafes and wine bars for a relaxed experience.

Families also benefit from staying downtown. Lithia Park, a large and well-maintained urban park with playgrounds, walking trails, and open spaces, is directly adjacent to the downtown area.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Ashland.
How can I save on a Ashland hotel booking with Expedia?
With Expedia, you earn OneKeyCash™* on eligible Ashland hotel bookings for every dollar you spend – just join our One Key™ travel rewards program to get started. It's free to join, and you'll unlock our lowest Member Prices as soon as you're signed in. On top of this, you could also save significantly by bundling your hotel and flights together on Expedia.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
How much is the nightly rate at a Ashland hotel?
Prices for hotels in Ashland often vary, but you can find a great deal from $101 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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