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Our top choices for Ashland hotels

Fairlawn Inn

Fairlawn Inn
3.0 star property
Hunter
8.8 out of 10, Excellent, (436 reviews)
"Lovely stay"
United States
Deborah
The price is NT$8,189
NT$8,844 total
includes taxes & fees
Jan 25 - Jan 26
Fairlawn Inn

Beds on Clouds

Beds on Clouds
3.0 star property
Windham
7.4 out of 10, Good, (68 reviews)
"Great spot for a weekend getaway"
United States
Bertrand
The price is NT$5,963
NT$6,440 total
includes taxes & fees
Jan 14 - Jan 15
Beds on Clouds

The Haüs Windham

The Haüs Windham
2.0 star property
Windham
8.2 out of 10, Very Good, (21 reviews)
"Loved the hot tub, peaceful surroundings and comfy bed!!"
United States
Kurt
The price is NT$4,943
NT$7,901 total
includes taxes & fees
Jan 20 - Jan 21
The Haüs Windham

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)
"Cozy and warm. I think it would be better to visit during the winter season"
United States
TAEJUN
The price is NT$7,904
NT$8,536 total
includes taxes & fees
Jan 14 - Jan 15
The Outpost by Windham Mountain Club

Cave Mountain Motel

Cave Mountain Motel
2.5 star property
Windham
9.4 out of 10, Exceptional, (136 reviews)
"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
The price is NT$4,395
NT$4,746 total
includes taxes & fees
Jan 14 - Jan 15
Cave Mountain Motel

Albergo Allegria Hotel & Breakfast Restaurant

Albergo Allegria Hotel & Breakfast Restaurant
3.5 star property
Windham
9.6 out of 10, Exceptional, (271 reviews)
"Such a lovely bed and breakfast. The bed was unbelievably comfortable we didn’t want to leave. Would absolutely return!"
United States
Kim
The price is NT$4,232
NT$4,571 total
includes taxes & fees
Jan 14 - Jan 15
Albergo Allegria Hotel & Breakfast Restaurant

Black Bear Lodge

Black Bear Lodge
2.5 star property
Prattsville
9.0 out of 10, Wonderful, (131 reviews)
"A great place to stay in the Catskills at a reasonable price point. "
United States
Peter
The price is NT$4,711
NT$5,088 total
includes taxes & fees
Jan 14 - Jan 15
Black Bear Lodge

Antique Rose Inn Windham

Antique Rose Inn Windham
3.0 star property
Windham
9.0 out of 10, Wonderful, (125 reviews)
"Very entertaining owner, comfortable bed, quiet at night, bathroom shareable with the other two rooms, all very clean and cure for details. Great breakfast, not very far from Windham. "
United States
Simona
The price is NT$4,268
NT$4,610 total
includes taxes & fees
Jan 14 - Jan 15
Antique Rose Inn Windham

Moore's Motel

Moore's Motel
2.5 star property
Prattsville
8.6 out of 10, Excellent, (160 reviews)
"No frills, great value, friendly owners, clean rooms, hot showers with great pressure, heat worked well. Will return. "
United States
John
The price is NT$3,794
NT$4,097 total
includes taxes & fees
Jan 14 - Jan 15
Moore's Motel

Meadowood Inn

Meadowood Inn
3.0 star property
Arkville
9.6 out of 10, Exceptional, (272 reviews)
"Great experience. Highly recommend."
United States
Seweryn
The price is NT$3,862
NT$4,248 total
includes taxes & fees
Jan 15 - Jan 16
Meadowood Inn

Shadowcrest

Shadowcrest
3.5 star property
Fleischmanns
9.8 out of 10, Exceptional, (268 reviews)
"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
The price is NT$4,698
NT$5,168 total
includes taxes & fees
Jan 29 - Jan 30
Shadowcrest

Eastwind Windham

Eastwind Windham
2.0 star property
Windham
9.2 out of 10, Wonderful, (81 reviews)
"I loved our stay!"
United States
Erika
The price is NT$10,973
NT$12,918 total
includes taxes & fees
Jan 16 - Jan 17
Eastwind Windham

Mountain Treasure B&B

Mountain Treasure B&B
3.0 star property
Maplecrest
9.4 out of 10, Exceptional, (291 reviews)
"Great location, nice and peaceful"
United States
Noel
The price is NT$5,248
NT$5,668 total
includes taxes & fees
Jan 14 - Jan 15
Mountain Treasure B&B

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, (331 reviews)
"Excellent location , great staff and clean room. Very happy with our stay. "
United States
Jennifer
The price is NT$6,876
NT$8,189 total
includes taxes & fees
Jan 14 - Jan 15
Kaatskill Mountain Club & Condos by Vail Resorts

Winwood Condominiums by Windham Mountain Club

Winwood Condominiums by Windham Mountain Club
3.0 star property
Windham
8.8 out of 10, Excellent, (344 reviews)
"convenient nice and clean residence with kitchen and market nearby."
United States
Jatin
The price is NT$5,977
NT$6,455 total
includes taxes & fees
Jan 14 - Jan 15
Winwood Condominiums by Windham Mountain Club

Wylder Hotel Windham

Wylder Hotel Windham
3.5 star property
Windham
8.6 out of 10, Excellent, (92 reviews)
"Very nice hotel. Exactly what we needed."
United States
Nicolas
The price is NT$5,539
NT$7,563 total
includes taxes & fees
Jan 14 - Jan 15
Wylder Hotel Windham

Catskill Motor Court Motel

Catskill Motor Court Motel
2.5 star property
Catskill
5.8 out of 10, (124 reviews)
"We like the playground just in front of the room. The pool is closes. The motel is degraded and used. The owner is kind. We like our stay for the activities nearby in the Catskill region."
Canada
Sarah
The price is NT$3,425
NT$3,699 total
includes taxes & fees
Jan 26 - Jan 27
Catskill Motor Court Motel

The Vine on main

The Vine on main
2.0 star property
Stamford
8.0 out of 10, Very Good, (93 reviews)
"Clean easy place to stay in a cute town. "
United States
Anonymous traveler
The Vine on main

Eastwind Oliverea Valley

Eastwind Oliverea Valley
2.0 star property
Big Indian
9.2 out of 10, Wonderful, (35 reviews)
"Very cozy for a weekend gateway "
United States
Fiorentin
The price is NT$18,949
NT$23,127 total
includes taxes & fees
Jan 18 - Jan 19
Eastwind Oliverea Valley

Margaretville Motel

Margaretville Motel
2.5 star property
Margaretville
6.8 out of 10, (187 reviews)
"A little different than the normal hotel experience bu nice room very quiet and breakfast with a lot choice "
United States
William
The price is NT$2,284
NT$3,019 total
includes taxes & fees
Jan 14 - Jan 15
Margaretville Motel
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

More cheap stays in Ashland

Hotels in Ashland with star-rating

Find out more about Ashland

Top reasons to visit Ashland

  • Outdoor Adventure: Ashland offers thrilling skiing at local resorts, making it a perfect spot for winter sports enthusiasts.
  • Charming Town Experience: Stroll through the scenic town, enjoying its historic architecture and inviting atmosphere.
  • Family-Friendly Activities: The area is ideal for families, with various attractions and sports opportunities to engage everyone.
  • Relaxing Soothing Springs: Unwind and rejuvenate in the local soothing springs baths, perfect for relaxation.
  • Diverse Accommodations: Choose from a range of lodging options, including cozy hotels and agritourism properties tailored to your needs.

Find great hotels near Ashland

Discover a variety of accommodation options in Ashland, New York, ideal for every type of traveler. Whether you seek adventure, a family getaway, or a pet-friendly retreat, Ashland offers a mix of agritourism properties and inviting hotels. From well-equipped hotels to cozy stays, you’ll find the perfect base to explore the beauty and charm of this picturesque area. Experience the best of Ashland with options that cater to your unique vacation needs.

  • Hunter Lodge, a Bluebird by Lark: Nestled 17.7km from Ashland, Hunter Lodge is the perfect getaway for adventure seekers and pet lovers. This LGBTQIA-welcoming hotel offers a vibrant atmosphere, connecting guests with nature through various outdoor activities. Guests can enjoy nearby swimming, snow tubing, kayaking, and fishing, ensuring a holiday filled with excitement. The lodge is pet-friendly, featuring amenities like food and water bowls, and allows dogs in designated areas, making it an ideal choice for travelers with furry companions.
  • Hotel Vienna: Located just 9.7km from Ashland, Hotel Vienna is tailored for business travelers and golf enthusiasts alike. This charming hotel features a golf-themed experience, allowing guests to engage in nearby golfing activities. Adventure awaits with opportunities for hiking, biking, and skiing, all within easy reach. Guests appreciate the hotel’s serene ambiance, making it a perfect blend of work and play, while its proximity to recreational activities ensures a fulfilling stay.
  • Winwood Condominiums by Windham Mountain Club: A mere 8.0km from Ashland, Winwood Condominiums is a family-friendly destination ideal for ski and adventure lovers. This 3-star hotel offers convenient access to ski lifts and shuttles, making it easy for guests to hit the slopes. Families can enjoy amenities like an onsite sledding area and an arcade game room, creating a fun-filled environment for children. With activities such as snowshoeing, hunting, and kayaking nearby, guests are guaranteed an action-packed vacation.

Where to stay near Ashland

Ashland, New York, offers a delightful blend of adventure and relaxation, making it a perfect vacation spot. Explore the charming town's historic charm, enjoy scenic excursions, and indulge in soothing springs baths. Nearby cities provide a warm, friendly atmosphere ideal for family-friendly activities and sports. Whether you're skiing or simply soaking in the beauty, Ashland promises an unforgettable experience for every traveler.

  • Windham: Nestled just 8.0km from Ashland, Windham is a charming city that attracts visitors year-round, particularly during the winter months of December to February. Known for its exciting ski, adventure, and sports experiences, Windham is a paradise for outdoor enthusiasts. With a plethora of ski fields and resorts, you'll find plenty of opportunities to hit the slopes. The area's stunning natural landscapes feature majestic mountains, serene lakes, and captivating waterfalls, making it a perfect backdrop for both relaxation and adventure.
  • Hunter: Located 14.5km from Ashland, Hunter is another popular destination for outdoor lovers. With moderately seasonal visitor patterns peaking in winter, this city is renowned for its ski resorts and adventure activities. Hunter offers thrilling skiing experiences along with breathtaking views of the surrounding mountains and lakes. The vibrant atmosphere during the peak season is complemented by numerous local events and festivals, making it a lively spot to visit. Don’t miss the chance to explore the nearby waterfalls that enhance the area's natural beauty.
  • Jewett: Just 4.8km from Ashland, Jewett is a hidden gem with a steady flow of visitors, particularly in the summer months. Known for its ski, adventure, and sports offerings, Jewett is perfect for those looking to immerse themselves in nature. The city boasts easy access to ski fields and resorts, while its scenic parks provide a great space for picnics and leisurely strolls. The local landscape features beautiful mountains and tranquil lakes, making it an ideal location for relaxation and exploration alike.

Things to do near Ashland

Ashland, New York, is an ideal destination for ski enthusiasts and adventure seekers, offering a range of activities like skiing at local ski resorts and enjoying the beautiful ski fields. Additionally, visitors can partake in social gatherings, making it a vibrant spot for sports vacations. Experience the thrill of winter sports while connecting with others in this picturesque location.

Shopping

For shopping in Ashland, visit the local Woodstock Music Shop, offering unique music souvenirs. If you're up for a drive, check out Vinnie's Farm Market for fresh produce and Hudson Valley Mall for a variety of stores and entertainment options.

Recreation

At Windham Country Club, enjoy a round of golf surrounded by beautiful landscapes just 9.7km from Ashland. For ultimate relaxation, visit Copperhood Retreat & Spa, located 22.5km away, offering rejuvenating body treatments. Pine Hill Community Center, also 22.5km from Ashland, provides a serene space for wellness activities.

Adventure

At Windham Mountain Resort, enjoy thrilling skiing adventures and breathtaking views, only 8.0km from Ashland. For more ski excitement, head to the Northern Express Ski Lift, located 14.5km away, or the F Ski Lift, 16.1km away, both offering exhilarating slopes and adventure vibes.

Nightlife

Experience the vibrant nightlife in Ashland by visiting Mount Tremper Arts, just 29.0km away, for a romantic theater performance. Alternatively, head to Colony, located 35.4km away, to enjoy a captivating show in a charming atmosphere filled with entertainment and culture.

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

Booking tips and Expedia advantages for Ashland

Ashland, New York, offers several ways to save during your visit. Enjoy free admission to attractions like the Mountain Top Arboretum and explore the town on foot, by bicycle, or car. For budget-friendly accommodations, consider traveling in March to April or November, with Tuesday being the cheapest day to stay. Use Expedia to find flexible booking options and package deals that combine flights, hotels, and activities for better rates. Don't forget to apply price filters to find the best deals and take advantage of discounts on beverages to enhance your experience without overspending.

  • 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 tailor your travel options based on your budget, desired location, and preferred type of accommodation. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally friendly hotels currently available. To find the most affordable prices and deals, simply arrange the price filter from lowest to highest.
  • Consider bundling your trip: Consider saving money by combining your Ashland hotel reservation with your flights and activities through an Expedia package.

Find the best attractions near Ashland

Ashland, New York, is a fantastic destination for ski and adventure enthusiasts, offering a mix of outdoor activities, cultural experiences, and family-friendly attractions. Explore the local ski resorts, national parks, and modern civic buildings, or take a leisurely stroll through this charming town. Don’t miss the chance to visit the Ashland Library for some reading or to discover more about the area’s rich offerings.

  • Windham Mountain Resort: Experience thrilling outdoor adventures at this premier ski resort, just 8.0km from Ashland. Whether you’re skiing down powdery slopes, snowboarding, or enjoying summer hiking trails, the resort offers activities year-round, making it a perfect destination for adventure seekers.
  • Catskill State Park: Located 22.5km away, this sprawling state park is a nature lover's paradise. With its stunning mountain views, diverse wildlife, and extensive hiking trails, it's ideal for both serene strolls and challenging hikes, allowing visitors to immerse themselves in the beauty of the Catskills.
  • Belleayre Beach: Enjoy a relaxing day at Belleayre Beach, situated 22.5km from Ashland. This picturesque spot offers sunbathing, swimming, and picnicking opportunities, making it the perfect place to unwind and soak up the summer vibes by the water.

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 have several airport options. Albany International Airport (ALB) is 66.0km away, with nearby hotels like the 4-star Park Manor Hotel and DoubleTree by Hilton Schenectady Downtown, both 12.9km from the airport. Newburgh's Stewart International Airport (SWF) is 91.7km from Ashland, with 3.5-star options like The Dutchess Inn and Spa at Beacon, just 9.7km away. Closer still, Hudson's Columbia County Airport (HCC) is 51.5km from Ashland, featuring the 4-star Wick, Hudson, only 8.0km from the airport. Each of these airports offers various transportation services to their respective hotels.

Frequently asked questions

What's the best place for a stay in Ashland?
Hotel Vienna, located 6.7 mi (10.8 km) from the heart of Ashland, is a top choice for your stay based on our traveler data. Two other options for your stay in the area are Hunter Lodge, a Bluebird by Lark and Kaatskill Mountain Club & Condos by Vail Resorts. See all available top hotels, or vacation rentals in Ashland.
If I need to cancel my hotel reservation in Ashland, will I receive a refund?
Yes! The majority of hotel room reservations are refundable provided that you cancel prior to the accommodation's cancellation deadline, which is often 24 or 48 hours before the scheduled arrival. If you have a non-refundable reservation, you might be able to still cancel and be given a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Ashland.
Where can I learn more about changing or cancelling my trip to Ashland?
For more information about rescheduling or cancelling your trip to Ashland, click here.
What are some accommodations with pools in Ashland?
Hotel Vienna: Hotel located near Windham Mountain Resort. Features daily, an indoor pool, and free self parking. Kaatskill Mountain Club & Condos by Vail Resorts and Emerson Resort & Spa are two additional hotels that feature an onsite pool. View all hotels with pools in Ashland.
What's the best accommodation near Albany International Airport (ALB)?
Albany Airport Inn and Suites is a popular 3-star hotel featuring free breakfast and an outdoor pool. It's located a short 1.2 mi (2 km) from Albany Intl. Airport. Other places to stay close to the airport are Hilton Garden Inn Albany Airport and Red Lion Hotel Albany.
What is staying in Ashland like?
Visitors to Ashland are sure to find plenty to explore and enjoy. A top sight in the area is Hunter Mountain. In Ashland, there are 8 hotels and other accommodations to choose from. Find out more about Ashland.
What should I see while I'm in Ashland?
A favorite place to visit is Ashland Town Hall. Additionally, you'll find Hunter Mountain in the area. Check out what more to see and do in Expedia's Ashland guide.
What's the weather like in Ashland?
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.

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