Ashland Hotels

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Our top choices for Ashland hotels

Cave Mountain Motel

Cave Mountain Motel
2.5 star property
Windham
9.4 out of 10, Exceptional, (135)
Embrace alpine charm at this motel with complimentary buffet breakfast, WiFi, and parking. Just 5 minutes from Windham Mountain Resort, it offers easy access to hiking trails, vineyards, and winery attractions.

"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 P8,216
P8,873 total
includes taxes & fees
Jan 15 - Jan 16
Cave Mountain Motel

Black Bear Lodge

Black Bear Lodge
2.5 star property
Prattsville
9.0 out of 10, Wonderful, (131)
Peaceful lodging surrounded by nature, where complimentary parking and WiFi enhance your stay. Close to Ashland Park and Bearpen Mountain State Forest, this tranquil motel offers daily housekeeping for a refreshing mountain getaway.

"A great place to stay in the Catskills at a reasonable price point. "
United States
Peter
The price is P8,807
P9,512 total
includes taxes & fees
Jan 8 - Jan 9
Black Bear Lodge

The Colonial Motel

The Colonial Motel
2.5 star property
Grand Gorge
9.4 out of 10, Exceptional, (409)
Set near hiking trails, kayaking spots, and cross-country skiing areas, this clean motel provides refreshing comfort with a seasonal outdoor pool. The helpful staff ensures a pleasant stay while nearby Gilboa and Pratt museums offer cultural exploration.

"Very friendly staff. Room is clean."
United States
Yan
The price is P5,275
P5,803 total
includes taxes & fees
Jan 8 - Jan 9
The Colonial Motel

Emerson Resort & Spa

Emerson Resort & Spa
3.5 star property
Mount Tremper
9.2 out of 10, Wonderful, (46)
Surrounded by natural splendor, this Mount Tremper haven offers rejuvenating deep-tissue massages at the full-service spa. Unwind at the seasonal outdoor pool, energize in the 24-hour fitness center, or relax at the café and bar.

"Very clean and cozy "
United States
Robert
The price is P14,132
P17,410 total
includes taxes & fees
Jan 8 - Jan 9
Emerson Resort & Spa

Hotel Mountain Brook

Hotel Mountain Brook
4.0 star property
Tannersville
9.8 out of 10, Exceptional, (527)
Tucked in Tannersville, this mountain hotel offers easy access to Hunter Mountain and nearby trails. Enjoy free breakfast daily and parking, plus outdoor adventures like kayaking and biking. The friendly staff ensures a memorable alpine getaway.

"Wonderful, restful and relaxing stay!"
United States
Christina
The price is P8,807
P9,512 total
includes taxes & fees
Jan 13 - Jan 14
Hotel Mountain Brook

Urban Cowboy Lodge

Urban Cowboy Lodge
5.0 star property
Big Indian
9.4 out of 10, Exceptional, (192)
Surrounded by pristine Catskill Mountains, this luxurious lodge features deep-tissue massages and a rejuvenating sauna. After exploring nearby Belleayre Mountain, unwind at the on-site restaurant and bar. Guests consistently praise the attentive staff who enhance every wilderness escape.

"Great resort, amazing dinner at the onsite restaurant! Will go back for sure "
United States
Kimberly
The price is P9,856
P11,039 total
includes taxes & fees
Jan 20 - Jan 21
Urban Cowboy Lodge

Starlite Motel

Starlite Motel
2.5 star property
Big Indian
9.2 out of 10, Wonderful, (278)
Tucked in Big Indian, this charming aparthotel offers refrigerators and microwaves in all rooms. Just minutes from Belleayre Mountain Ski Center and Beach, guests enjoy free WiFi, parking, plus a scenic garden and terrace.

"Staff is very nice. The room / bathroom is very clean. WiFi is excellent. Love to come back to stay again. "
United States
Anna Reinelda
The price is P7,388
P8,275 total
includes taxes & fees
Jan 12 - Jan 13
Starlite Motel

The Graham & Co.

The Graham & Co.
3.0 star property
Phoenicia
9.6 out of 10, Exceptional, (22)
Relax at this Phoenicia escape with a seasonal outdoor pool and volleyball court. Enjoy complimentary breakfast, WiFi, and parking while exploring nearby Empire State Railway Museum. The motel offers free bike rentals for scenic Catskill Mountains adventures.

"Amazing rustic getaway. They go above and beyond to ensure you are taken care of. Absolutely great experience, highly recommend."
United States
Mutasar
The price is P9,168
P10,267 total
includes taxes & fees
Jan 13 - Jan 14
The Graham & Co.

Meadowood Inn

Meadowood Inn
3.0 star property
Arkville
9.6 out of 10, Exceptional, (270)
Mountain views surround this cozy B&B with local cuisine breakfast included daily. Guests praise the helpful staff and proximity to hiking trails, mountain biking, and skiing at Belleayre. Delaware & Ulster Railroad offers nearby scenic adventures.

"Great experience. Highly recommend."
United States
Seweryn
The price is P7,216
P7,937 total
includes taxes & fees
Jan 20 - Jan 21
Meadowood Inn

Amaya Bed&Breakfast

Amaya Bed&Breakfast
2.0 star property
Oak Hill
10.0 out of 10, Exceptional, (7)
"We had a very relaxing weekend at the Amaya Bed & Breakfast. The host was super friendly and went above and beyond to make sure we were comfortable and had everything we needed. The breakfast was delicious and was the perfect way to start our mornings. The house itself is so beautifully decorated and the surrounding area was very peaceful. I look forward to staying again in the future. "
United States
Michaela
The price is P19,949
P21,545 total
includes taxes & fees
Jan 8 - Jan 9
Amaya Bed&Breakfast

Albergo Allegria Hotel & Breakfast Restaurant

Albergo Allegria Hotel & Breakfast Restaurant
3.5 star property
Windham
9.6 out of 10, Exceptional, (270)
Surrounded by outdoor adventure, this charming B&B offers free WiFi and parking just 5 minutes from skiing. Hiking trails, kayaking, and mountain biking await, while the garden, terrace, and bike cleaning station welcome you back after exploring.

"Nice people and great breakfast. "
United States
Remelin
The price is P7,913
P8,546 total
includes taxes & fees
Jan 8 - Jan 9
Albergo Allegria Hotel & Breakfast Restaurant

Antique Rose Inn Windham

Antique Rose Inn Windham
3.0 star property
Windham
9.0 out of 10, Wonderful, (125)
Ski enthusiasts will love this charming bed & breakfast, offering free perks like a daily full breakfast, WiFi, and parking. The Victorian property includes a terrace and garden, with ski passes available. Located near Windham Country Club.

"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 P7,979
P8,618 total
includes taxes & fees
Jan 8 - Jan 9
Antique Rose Inn Windham

Catskill Seasons Inn

Catskill Seasons Inn
2.5 star property
Shandaken
8.2 out of 10, Very Good, (246)
Tucked away in the Catskills, this charming inn offers a seasonal outdoor pool and tennis courts. Just minutes from Belleayre Mountain Ski Center with free breakfast, WiFi and parking for a relaxing mountain retreat.

"Great stay!!! "
United States
Jordana
The price is P8,703
P9,748 total
includes taxes & fees
Jan 12 - Jan 13
Catskill Seasons Inn

Moore's Motel

Moore's Motel
2.5 star property
Prattsville
8.6 out of 10, Excellent, (159)
Tranquil accommodations provide a restful atmosphere at this Prattsville motel. Take a refreshing dip in the outdoor pool after exploring nearby Pratt Museum. Free WiFi and parking add value to this peaceful getaway.

"No frills, great value, friendly owners, clean rooms, hot showers with great pressure, heat worked well. Will return. "
United States
John
The price is P7,093
P7,660 total
includes taxes & fees
Jan 9 - Jan 10
Moore's 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, (329)
Kaatskill Mountain Club offers an outdoor pool, sauna, and steam room just steps from Hunter Mountain. Grab American cuisine at Van Winkles for lunch or dinner after a day exploring nearby D Ski Lift. Guests consistently praise the attentive staff and convenient location.

"Excellent location , great staff and clean room. Very happy with our stay. "
United States
Jennifer
The price is P12,855
P15,308 total
includes taxes & fees
Jan 12 - Jan 13
Kaatskill Mountain Club & Condos by Vail Resorts

Suites on Main

Suites on Main
3.0 star property
Margaretville
7.2 out of 10, Good, (78)
Located in Margaretville, this apartment offers a convenient base for exploring Belleayre Mountain and Delaware & Ulster Railroad. Enjoy complimentary continental breakfast, WiFi, and parking, with rooms featuring refrigerators and microwaves for added convenience.

"Good place to stay and reasonable "
Canada
Marney
The price is P6,443
P9,333 total
includes taxes & fees
Jan 13 - Jan 14
Suites on Main

Deer Mountain Inn

Deer Mountain Inn
2.0 star property
Haines Falls
9.2 out of 10, Wonderful, (5)
Set within a short drive of Hunter Mountain, this hotel offers complimentary breakfast, WiFi, and parking. Enjoy drinks at the bar/lounge and meals at the onsite restaurant. The peaceful grounds feature a garden and terrace for relaxing mountain getaways.

"I loved the guest room with the pool table and self attend bar."
United States
Chavez
The price is P23,406
P26,757 total
includes taxes & fees
Jan 13 - Jan 14
Deer Mountain Inn

The Wheelhouse Inn

The Wheelhouse Inn
2.5 star property
Pine Hill
8.6 out of 10, Excellent, (130)
Free perks elevate this mountain retreat. The hotel offers complimentary WiFi and parking, with Belleayre Mountain Ski Center and Pine Hill Community Center just moments away for outdoor adventures.

"It is kept nice and clean, the room was warm and cozy "
United States
Erdal
The Wheelhouse Inn

Margaretville Motel

Margaretville Motel
2.5 star property
Margaretville
6.8 out of 10, (187)
Located in Margaretville, this motel offers free continental breakfast, WiFi, and parking. Explore nearby East Branch Delaware River or take a scenic ride on the Delaware & Ulster Railroad. Perfect for a tranquil mountain getaway.

"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 P5,024
P6,472 total
includes taxes & fees
Jan 13 - Jan 14
Margaretville Motel

Mountain Treasure B&B

Mountain Treasure B&B
3.0 star property
Maplecrest
9.4 out of 10, Exceptional, (289)
Breathtaking B&B in Maplecrest, just minutes from Windham Mountain Resort and Hunter Mountain. Enjoy complimentary full breakfast daily while planning outdoor adventures like hiking, kayaking, and mountain biking. The peaceful terrace and garden provide perfect relaxation spots.

"Great location, nice and peaceful"
United States
Noel
The price is P9,812
P10,597 total
includes taxes & fees
Jan 12 - Jan 13
Mountain Treasure B&B
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 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.
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 Emerson Resort & Spa 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 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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