Ashland Hotels

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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, (437 reviews)
"Lovely stay"
United States
Deborah
The price is P14,910
P16,103 total
includes taxes & fees
Mar 7 - Mar 8
Fairlawn Inn

The Haüs Windham

The Haüs Windham
2.0 star property
Windham
7.6 out of 10, Good, (25 reviews)
"Loved the hot tub, peaceful surroundings and comfy bed!!"
United States
Kurt
The price is P10,082
P15,552 total
includes taxes & fees
Mar 24 - Mar 25
The Haüs Windham

Black Bear Lodge

Black Bear Lodge
2.5 star property
Prattsville
9.0 out of 10, Wonderful, (132 reviews)
"I always have a great stay."
United States
Kathlleen
The price is P8,578
P9,264 total
includes taxes & fees
Feb 26 - Feb 27
Black Bear Lodge

Mountain Treasure B&B

Mountain Treasure B&B
3.0 star property
Maplecrest
9.4 out of 10, Exceptional, (293 reviews)
"Clean room, exceptional service. Will visit again. "
United States
Saurabh
The price is P7,783
P8,406 total
includes taxes & fees
Mar 4 - Mar 5
Mountain Treasure B&B

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

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 P10,857
P11,725 total
includes taxes & fees
Mar 2 - Mar 3
Beds on Clouds

The Outpost by Windham Mountain Club

The Outpost by Windham Mountain Club
2.5 star property
Windham
8.4 out of 10, Very Good, (5 reviews)
"Cozy and warm. I think it would be better to visit during the winter season"
United States
TAEJUN
The price is P14,392
P15,543 total
includes taxes & fees
Feb 26 - Feb 27
The Outpost by Windham Mountain Club

Moore's Motel

Moore's Motel
2.5 star property
Prattsville
8.8 out of 10, Excellent, (165 reviews)
"Very friendly, very clean and close to the mountains. Would definitely stay here again!"
United States
Victoria
The price is P6,908
P7,461 total
includes taxes & fees
Feb 26 - Feb 27
Moore's Motel

Cave Mountain Motel

Cave Mountain Motel
2.5 star property
Windham
9.4 out of 10, Exceptional, (138 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 P8,002
P8,642 total
includes taxes & fees
Mar 1 - Mar 2
Cave Mountain Motel

Shadowcrest

Shadowcrest
3.5 star property
Fleischmanns
9.8 out of 10, Exceptional, (271 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 P8,549
P9,404 total
includes taxes & fees
Mar 1 - Mar 2
Shadowcrest

The Perch Hotel

The Perch Hotel
2.0 star property
Cornwallville
9.6 out of 10, Exceptional, (26 reviews)
"Lovely stay"
United States
Barry
The price is P13,816
P14,922 total
includes taxes & fees
Feb 26 - Feb 27
The Perch Hotel

Meadowood Inn

Meadowood Inn
3.0 star property
Arkville
9.6 out of 10, Exceptional, (275 reviews)
"Great experience. Highly recommend."
United States
Seweryn
The price is P7,028
P7,730 total
includes taxes & fees
Feb 26 - Feb 27
Meadowood Inn

The Wheelhouse Inn

The Wheelhouse Inn
2.5 star property
Pine Hill
8.6 out of 10, Excellent, (130 reviews)
"It is kept nice and clean, the room was warm and cozy "
United States
Erdal
The price is P5,181
P5,803 total
includes taxes & fees
Feb 27 - Feb 28
The Wheelhouse Inn

Albergo Allegria Hotel & Breakfast Restaurant

Albergo Allegria Hotel & Breakfast Restaurant
3.5 star property
Windham
9.6 out of 10, Exceptional, (274 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 P9,002
P9,723 total
includes taxes & fees
Feb 26 - Feb 27
Albergo Allegria Hotel & Breakfast Restaurant

Eastwind Oliverea Valley

Eastwind Oliverea Valley
2.0 star property
Big Indian
9.4 out of 10, Exceptional, (38 reviews)
"Overall is perfect! "
United States
Thanyarat
The price is P16,061
P20,808 total
includes taxes & fees
Feb 27 - Feb 28
Eastwind Oliverea Valley

Margaretville Mtn Inn B&B and Village Suites

Margaretville Mtn Inn B&B and Village Suites
3.0 star property
Margaretville
8.4 out of 10, Very Good, (211 reviews)
"Staff friendly, breakfast was very good- loved the dining presentation Hot tub was fun. The bed in the Lavender room was really comfortable."
United States
MARK
The price is P8,347
P9,758 total
includes taxes & fees
Feb 26 - Feb 27
Margaretville Mtn Inn B&B and Village Suites

Margaretville Motel

Margaretville Motel
2.5 star property
Margaretville
6.8 out of 10, (190 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 P4,893
P6,304 total
includes taxes & fees
Feb 26 - Feb 27
Margaretville Motel

Antique Rose Inn Windham

Antique Rose Inn Windham
3.0 star property
Windham
9.0 out of 10, Wonderful, (128 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 P7,772
P8,393 total
includes taxes & fees
Feb 26 - Feb 27
Antique Rose Inn Windham

Starlite Motel

Starlite Motel
2.5 star property
Big Indian
9.2 out of 10, Wonderful, (291 reviews)
"A perfect place to stay by the Mt"
United States
Oleg
The price is P7,196
P8,060 total
includes taxes & fees
Feb 26 - Feb 27
Starlite Motel

Eastwind Windham

Eastwind Windham
2.0 star property
Windham
9.2 out of 10, Wonderful, (92 reviews)
"I loved our stay!"
United States
Erika
The price is P12,738
P15,446 total
includes taxes & fees
Feb 27 - Feb 28
Eastwind Windham
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

Find out more about Ashland

Top reasons to visit Ashland

  • Thrilling Skiing Opportunities: Ashland is renowned for its excellent ski resorts, perfect for winter sports enthusiasts seeking adventure.
  • Charming Town Exploration: Discover the quaint charm of Ashland, where friendly locals and picturesque surroundings await.
  • Family-Friendly Activities: The area offers a variety of excursions suitable for families, ensuring memorable experiences for all ages.
  • Cultural Immersion: Engage with local culture through visits to the Ashland Library and community events.
  • Diverse Accommodation Options: Choose from charming agritourism properties to welcoming hotels for a delightful stay.

Find great hotels near Ashland

For a delightful stay in Ashland, New York, you'll discover a variety of accommodation options, from charming agritourism properties to welcoming hotels. Whether you seek adventure, family-friendly amenities, or pet-friendly environments, Ashland offers something for every traveller. Explore the best hotels in Ashland, including the renowned Ashland Hills Hotel, to ensure a memorable getaway amidst the region's scenic beauty.

  • Hunter Lodge, a Bluebird by Lark: Nestled 17.7km away from Ashland, Hunter Lodge, a Bluebird by Lark offers a vibrant and inclusive atmosphere perfect for adventure seekers and LGBTQIA travellers. This pet-friendly lodge provides a plethora of outdoor activities, from skiing and snowboarding to kayaking and fishing. With amenities catering to pets, including food and water bowls, this lodge is ideal for those wishing to explore the great outdoors with their furry companions. The welcoming environment and adventure sports nearby make it a prime choice for an exhilarating getaway.
  • Hotel Vienna: Located 9.7km from Ashland, Hotel Vienna is a charming establishment that caters to both business travellers and adventure enthusiasts alike. Offering a range of activities such as cross-country skiing and hiking, this pet-friendly hotel ensures guests can enjoy the stunning landscapes while having their pets accompany them. With amenities like food and water bowls for pets and well-maintained rooms, Hotel Vienna strikes a balance between comfort and convenience, making it an excellent option for those looking to blend work and leisure during their stay.
  • Winwood Condominiums by Windham Mountain Club: Just 8.0km from Ashland, Winwood Condominiums offers a family-oriented retreat perfect for ski vacations. With easy access to ski lifts and shuttles, guests can indulge in thrilling winter sports, including snowshoeing and hiking. Families will appreciate the on-site arcade game room and sledding activities, ensuring entertainment for younger guests. The three-star rating reflects its commitment to comfort and recreation, making it a superb choice for families seeking both adventure and relaxation.

Where to stay near Ashland

For those seeking a blend of adventure and relaxation, Ashland, New York, offers a charming escape. Explore the picturesque surroundings, where friendly locals greet you warmly. Engage in exhilarating skiing or unwind in soothing springs baths. Just a stone's throw away, the historic charm of Ashland, Oregon, beckons with its delightful atmosphere. Don’t miss the opportunity to experience the family-friendly excursions that make this region a perfect vacation destination.

  • Windham: Located 8.0km from Ashland, Windham is a charming city renowned for its outdoor adventures, particularly in winter sports. With a steady influx of visitors, especially from December to February, it’s a popular destination for skiing enthusiasts. The breathtaking landscapes here feature majestic mountains, serene lakes, and stunning waterfalls, making it a picturesque backdrop for both summer and winter activities. In addition to skiing, you can explore scenic trails and enjoy the vibrant local community, which is infused with a sense of adventure.
  • Hunter: Just 14.5km away from Ashland, Hunter is another delightful city that attracts tourists with its seasonal charm. With visitor numbers peaking in the winter months, Hunter is a haven for skiing and outdoor sports. The area is well-known for its ski fields and resorts, providing a thrilling experience for adventurers. Beyond winter sports, the surrounding mountains and tranquil lakes offer year-round opportunities for hiking, fishing, and enjoying nature’s beauty. Hunter’s vibrant atmosphere ensures that every traveller finds something to admire.
  • Jewett: A mere 4.8km from Ashland, Jewett is a welcoming city that offers a blend of adventure and relaxation. Although it sees peak visitors in the summer, Jewett maintains a steady flow of travellers year-round. Outdoor enthusiasts will appreciate the ski resorts and fields nearby, as well as the stunning parks that allow for leisurely strolls and picnics. The local landscape features picturesque mountains and serene lakes, making it an ideal spot for both thrilling activities and peaceful retreats amidst nature.

Things to do near Ashland

Ashland offers an exciting getaway for adventure and sports enthusiasts, particularly for skiing aficionados. With its popular ski fields and resorts, visitors can indulge in thrilling winter sports. Additionally, the area provides ample opportunities for social gatherings, making it an ideal destination for those seeking both adventure and camaraderie amidst the beautiful surroundings.

Shopping

The Pakatakan Farmers' Market, located 24.1km away from Ashland, offers a vibrant local atmosphere with fresh produce and unique crafts. If you're up for a drive, the Hudson Valley Mall, 48.3km away, features a variety of shops and entertainment options perfect for family outings.

Recreation

At Windham Country Club, enjoy a round of golf amidst beautiful landscapes just 9.7km from Ashland, perfect for outdoor enthusiasts. For ultimate relaxation, indulge in rejuvenating treatments at Copperhood Retreat & Spa, located 22.5km away, or visit Pine Hill Community Center, offering a variety of wellness activities.

Adventure

Experience thrilling skiing at Windham Mountain Resort, located 8.0km from Ashland, where you can enjoy exhilarating slopes and stunning scenery. For more adventure, take a ride on the Northern Express Ski Lift, situated 14.5km away, or the F Ski Lift, located 16.1km away, both offering fantastic ski experiences.

Nightlife

In Ashland, the Colony Theatre, located 35.4km away, exudes romance and culture, offering an enchanting atmosphere for a night out. Similarly, Mount Tremper Arts, 29.0km from Ashland, provides a captivating blend of entertainment and artistic flair, perfect for those seeking a memorable evening.

*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 during your visit to Ashland, consider travelling in the off-peak months of March to April and November, when accommodation prices are lower. Walking, cycling, or using a car are the most economical transport options. Enjoy free attractions like Mountain Top Arboretum, and book your stay for a Tuesday to secure the best rates. Use Expedia to compare prices and find budget-friendly hotels. Look for packages that combine flights, hotels, and activities for additional savings, and be sure to check for flexible booking options and discounts.

  • 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: Expedia’s search tool enables you to specify your budget, desired location, and additional preferences. You can organise your results to display prices from lowest to highest, ensuring you see the most affordable hotels at the outset. Furthermore, you have the option to refine your choices by hotel category; for instance, selecting the Eco-certified filter will showcase sustainable and environmentally-friendly hotels that you can book.
  • Consider bundling your trip: You can save 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, offers a delightful blend of outdoor adventures and cultural experiences for tourists. Ideal for skiing and sports enthusiasts, the area boasts attractions like ski resorts and state parks. Visitors can explore the charming town, enjoy the Ashland Library, and discover local insights. With opportunities for family-friendly activities and cultural immersion, Ashland promises a memorable getaway for all types of travellers.

  • Catskill State Park: Experience the breathtaking beauty of Catskill State Park, located 22.5km from Ashland. It's a haven for outdoor enthusiasts, offering hiking trails, stunning vistas, and diverse wildlife, perfect for exploring nature's tranquillity.
  • Dolans Lake: Just 16.1km away, Dolans Lake boasts a serene beach atmosphere, ideal for a romantic picnic or a leisurely day out. Enjoy the picturesque scenery and various outdoor activities that make it a favourite among visitors seeking relaxation.
  • Pond: Located 14.5km from Ashland, this charming pond offers similar vibes to Dolans Lake, with its inviting beach and stunning surroundings. It's a perfect spot for outdoor lovers and those looking to unwind in a scenic setting.

Best time to go to Ashland

The best time to visit Ashland can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Ashland falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Ashland falls in January, 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

For a visit to Ashland, New York, you can fly into several major airports. Albany International Airport (ALB) is 66.0km away, with nearby hotels like The Landing Hotel at Rivers Casino & Resort and DoubleTree by Hilton Schenectady Downtown, both 12.9km from the airport. Newburgh Stewart International Airport (SWF) is 91.7km from Ashland, offering options such as Homewood Suites Stewart Airport, just 1.6km away, with free airport transportation. Lastly, Hudson Columbia County Airport (HCC) is 51.5km away, featuring hotels like The Wick, Hudson, 8.0km from the airport, with shuttle services available.

Frequently asked questions

What's the best place for a stay in Ashland?
Hunter Lodge, a Bluebird by Lark, located 11.5 mi (18.4 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 Hotel Vienna and Urban Cowboy Lodge. 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.
What are some accommodations with pools in Ashland?
Hotel Vienna: Hotel located near Windham Mountain Resort. Offers daily, an indoor pool, and free self parking. Kaatskill Mountain Club & Condos by Vail Resorts and Wylder Hotel Windham are two additional hotels that feature an onsite pool. View all hotels with pools in Ashland.
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 7 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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