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Find hotels in Ashland, NY from AEDĀ 353

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Our top choices for Ashland hotels

1. Cave Mountain Motel

Cave Mountain Motel
2.5 star property
Windham
9.4 out of 10, Exceptional, (152 reviews)
"the rooms were spotless. the owners were great. Had a wonderful stay"
United States
Nancy
The price is AEDĀ 511
AEDĀ 551 total
includes taxes & fees
15 Nov - 16 Nov
Cave Mountain Motel

2. Moore's Motel

Moore's Motel
2.5 star property
Prattsville
8.6 out of 10, Excellent, (185 reviews)
"For such a small motel surprisingly clean and cozy. I will recommend this place without any hesitation."
United States
Marika
The price is AEDĀ 441
AEDĀ 476 total
includes taxes & fees
15 Nov - 16 Nov
Moore's Motel

3. Black Bear Lodge

Black Bear Lodge
2.5 star property
Prattsville
9.0 out of 10, Wonderful, (160 reviews)
"We had a nice stay at the Black Bear. Great location and Kim was very accommodating."
United States
Adam
The price is AEDĀ 547
AEDĀ 591 total
includes taxes & fees
15 Nov - 16 Nov
Black Bear Lodge

4. Hotel Vienna

Hotel Vienna
3.0 star property
Windham
9.4 out of 10, Exceptional, (912 reviews)
"Clean room and helpful staff, good location."
United States
Hongtao
The price is AEDĀ 413
AEDĀ 510 total
includes taxes & fees
19 Nov - 20 Nov
Hotel Vienna

5. Albergo Allegria Hotel

Albergo Allegria Hotel
3.5 star property
Windham
9.6 out of 10, Exceptional, (289 reviews)
"Amazing hotel, very clean and comfortable beds."
United States
Roy
The price is AEDĀ 638
AEDĀ 689 total
includes taxes & fees
15 Nov - 16 Nov
Albergo Allegria Hotel

6. The Winwood Condominiums

The Winwood Condominiums
3.0 star property
Windham
8.8 out of 10, Excellent, (377 reviews)
"Loved it - cozy room, convenient location, beautiful view, and even breakfast offered :)"
United States
Zihe
The price is AEDĀ 621
AEDĀ 670 total
includes taxes & fees
15 Nov - 16 Nov
The Winwood Condominiums

7. Wylder Hotel Windham

Wylder Hotel Windham
3.5 star property
Windham
9.0 out of 10, Wonderful, (139 reviews)
"Room super clean and beautiful property!"
United States
Daniela
The price is AEDĀ 684
AEDĀ 922 total
includes taxes & fees
23 Nov - 24 Nov
Wylder Hotel Windham

8. Jimmy OConnors Windham Mountain Inn

Jimmy OConnors Windham Mountain Inn
Windham
9.2 out of 10, Wonderful, (10 reviews)
"We had a wedding in the area and this place was perfect for our needs. There’s a bar to the front of the property, which was fun to hang out and play pool. The beds were comfortable and the rooms were clean."
United States
Robin
The price is AEDĀ 545
AEDĀ 589 total
includes taxes & fees
15 Nov - 16 Nov
Jimmy OConnors Windham Mountain Inn

9. Eastwind Windham

Eastwind Windham
3.5 star property
Windham
9.2 out of 10, Wonderful, (122 reviews)
"Loved the stay here as well as the friendly staff. Jamie who had helped us check in was very friendly, helpful and made us feel welcome. Location was very dog friendly. Our room was very clean, quiet and had a beautiful scene of nature. Nice place to choose for a quiet get away stay."
United States
Danica
The price is AEDĀ 829
AEDĀ 1,004 total
includes taxes & fees
22 Nov - 23 Nov
Eastwind Windham

10. Antique Rose Inn Windham

Antique Rose Inn Windham
3.0 star property
Windham
9.0 out of 10, Wonderful, (138 reviews)
"A fantastic stay!"
United States
David
The price is AEDĀ 496
AEDĀ 536 total
includes taxes & fees
16 Nov - 17 Nov
Antique Rose Inn Windham

11. The Haüs Windham

The Haüs Windham
2.0 star property
Windham
8.0 out of 10, Very good, (40 reviews)
"Easy check in, nice layout of the apt, comfortable bed, nice to have a kitchen. Nearby lots of restaurants and mountain access. "
United States
Erica
The price is AEDĀ 536
AEDĀ 1,129 total
includes taxes & fees
17 Nov - 18 Nov
The Haüs Windham

12. Mountain Treasure B&B

Mountain Treasure B&B
3.0 star property
Maplecrest
9.4 out of 10, Exceptional, (307 reviews)
"Service and breakfast were very good"
United States
Daniel
The price is AEDĀ 610
AEDĀ 659 total
includes taxes & fees
15 Nov - 16 Nov
Mountain Treasure B&B

13. Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark
3.0 star property
Hunter
9.2 out of 10, Wonderful, (1,015 reviews)
"Always a nice stay."
United States
Marina
The price is AEDĀ 468
AEDĀ 585 total
includes taxes & fees
22 Nov - 23 Nov
Hunter Lodge, a Bluebird by Lark

14. The Colonial Motel

The Colonial Motel
2.5 star property
Grand Gorge
9.6 out of 10, Exceptional, (504 reviews)
"Great place to stay!"
United States
Eric
The price is AEDĀ 321
AEDĀ 353 total
includes taxes & fees
23 Nov - 24 Nov
The Colonial Motel

15. Hotel Mountain Brook

Hotel Mountain Brook
4.0 star property
Tannersville
9.8 out of 10, Exceptional, (615 reviews)
"Overall amazing stay! Location, staff, food, aesthetic and coziness all 10/10!"
United States
Kim
The price is AEDĀ 823
AEDĀ 889 total
includes taxes & fees
17 Nov - 18 Nov
Hotel Mountain Brook

16. 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, (452 reviews)
"Good overall stay, convenient location and would stay again if we visit the area."
United States
Nabeel
The price is AEDĀ 625
AEDĀ 744 total
includes taxes & fees
22 Nov - 23 Nov
Kaatskill Mountain Club & Condos by Vail Resorts

17. Shandaken Inn

Shandaken Inn
4.0 star property
Shandaken
10.0 out of 10, Exceptional, (335 reviews)
"Beautiful Inn. Every detail was so well thought out!"
United States
Nancy Joan
The price is AEDĀ 522
AEDĀ 585 total
includes taxes & fees
15 Nov - 16 Nov
Shandaken Inn

18. Windham NY Escape

Windham NY Escape
3.0 star property
Hensonville
10.0 out of 10, Exceptional, (4 reviews)
"The best "
United States
Miguel
The price is AEDĀ 1,576
AEDĀ 1,992 total
includes taxes & fees
16 Nov - 17 Nov
Windham NY Escape

19. Shadowcrest

Shadowcrest
3.5 star property
Fleischmanns
9.8 out of 10, Exceptional, (297 reviews)
"I had a wonderful stay at Shadowcrest! The aesthetic was incredibly nice and cozy, making it the perfect place to relax. The host was also super kind and helpful throughout my visit. I highly recommend staying here!"
United States
Andres
The price is AEDĀ 485
AEDĀ 533 total
includes taxes & fees
15 Nov - 16 Nov
Shadowcrest

20. The Perch Hotel

The Perch Hotel
2.0 star property
East Windham
9.6 out of 10, Exceptional, (47 reviews)
"Mountain View and cozy vibes are on point."
United States
Pushpavalli
The price is AEDĀ 665
AEDĀ 718 total
includes taxes & fees
3 Dec - 4 Dec
The Perch Hotel
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.

Hotels recommended for families in Ashland

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Stay near popular Ashland attractions

Top Ashland Hotel Reviews

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Find out more about Ashland

Top reasons to visit Ashland

  • Skiing Adventures: Ashland is a paradise for ski enthusiasts, featuring local ski fields and resorts perfect for winter sports lovers.
  • Outdoor Activities: The picturesque landscape offers a variety of outdoor activities, including hiking and exploring nearby state parks.
  • Cultural Experiences: Enjoy the vibrant arts scene and connect with locals through social gatherings and community events.
  • Family-Friendly Options: Ashland provides numerous activities suitable for families, ensuring fun for all ages.
  • Diverse Accommodations: Choose from a range of hotels, including pet-friendly and agritourism options for a unique stay.

Find great hotels near Ashland

Discover a variety of hotel accommodations in Ashland, New York, perfect for every type of traveler. From pet-friendly options to family-oriented stays, there’s something for everyone. Whether you seek adventure or a cozy retreat, the best Ashland hotels offer unique experiences, including agritourism properties and well-appointed hotels. Enjoy a memorable vacation in this charming area, where comfort and hospitality await.

  • Hunter Lodge, a Bluebird by Lark: Experience a vibrant blend of adventure and inclusivity at Hunter Lodge, a Bluebird by Lark. Located 17.7km from Ashland, this pet-friendly hotel is ideal for travelers seeking thrilling outdoor activities. With a focus on adventure sports, guests can enjoy skiing, snowboarding, and canoeing right nearby. The property proudly welcomes LGBTQIA guests, ensuring a comfortable stay for everyone. Amenities include pet-friendly accommodations, with provisions for dogs and complimentary food and water bowls, making it a perfect choice for those traveling with pets.
  • Hotel Vienna: Nestled just 9.7km from Ashland, Hotel Vienna caters to business travelers and adventure enthusiasts alike. This hotel offers a unique golf-themed experience, where guests can immerse themselves in the sport during their stay. With close proximity to skiing and hiking activities, it’s a great base for both relaxation and adventure. Guests appreciate the engaging atmosphere and the variety of adventure sports available, including cross-country skiing and ziplining, ensuring that each day is filled with excitement.
  • Winwood Condominiums by Windham Mountain Club: Located a mere 8.0km from Ashland, Winwood Condominiums by Windham Mountain Club is perfect for families and adventure seekers. This 3-star lodging offers easy access to ski lifts and shuttles, making it convenient for winter sports enthusiasts. Families will enjoy the on-site arcade game room and sledding options, ensuring fun for guests of all ages. With a range of outdoor activities like hiking and snowshoeing available nearby, Winwood Condominiums provides a well-rounded vacation experience for everyone.

Where to stay near Ashland

Discover the charming town of Ashland, nestled in a picturesque landscape ideal for adventure and relaxation. Enjoy the friendly atmosphere as you explore nearby hot springs and historic sites. Experience the vibrant arts scene and family-friendly activities that make Ashland a perfect destination for sports and outdoor enthusiasts. Don't miss the chance to visit Ashland, Oregon, renowned for its unique blend of culture and natural beauty, offering unforgettable excursions for every traveler.

  • Windham: Nestled about 8.0km from Ashland, Windham is a charming city that attracts visitors year-round, particularly during the winter months from December to February when skiing enthusiasts flock to its slopes. Known for its breathtaking mountain views and outdoor adventures, Windham offers a fantastic skiing experience, with several ski resorts and fields nearby. In addition to winter sports, visitors can enjoy the stunning landscapes featuring lakes and waterfalls, making it an ideal spot for both adventure seekers and nature lovers alike.
  • Hunter: Located around 14.5km from Ashland, Hunter is another delightful destination that lures travelers with its seasonal appeal, particularly during the winter months. Renowned for its excellent skiing facilities and outdoor sports, Hunter boasts a vibrant ski culture complemented by the scenic beauty of its surrounding mountains, lakes, and waterfalls. Whether you're looking to hit the slopes or explore the natural wonders, Hunter provides a thrilling and picturesque escape that caters to adventurers and leisure seekers alike.
  • Jewett: Just 4.8km from Ashland, Jewett is a quaint city offering a unique blend of outdoor adventure and serene landscapes. While visitor numbers peak during the summer months from June to August, Jewett remains an attractive destination for skiing and outdoor sports enthusiasts year-round. With easy access to beautiful parks, mountains, and nearby lakes, this area is perfect for those looking to enjoy nature, whether through hiking, skiing, or simply relaxing in the great outdoors.

Things to do near Ashland

Ashland, New York, is perfect for an adventurous vacation, especially for skiing enthusiasts. Visitors can enjoy the local ski fields and resorts, making it an ideal destination for sports lovers. Additionally, social gatherings provide opportunities to connect with fellow travelers and locals, enhancing your overall experience. Whether you're hitting the slopes or mingling with others, Ashland promises an exciting getaway.

Shopping

In Ashland, you can visit local favorites like Woodstock Music Shop, located 35.4km away, and Vinnie's Farm Market, 33.8km away, both offering unique gifts. If you're up for a drive, check out Hudson Valley Mall, 48.3km away, featuring entertainment and family-friendly shops.

Recreation

Enjoy a round of golf at Windham Country Club, where you can soak in the scenic outdoor atmosphere. For ultimate relaxation, head to Copperhood Retreat & Spa for rejuvenating body treatments. Finally, unwind at Pine Hill Community Center, a perfect spot for wellness activities and community recreation.

Adventure

Windham Mountain Resort offers thrilling skiing experiences with stunning views and a vibrant outdoor atmosphere, located 8.0km from Ashland. For more skiing adventures, the Northern Express Ski Lift, 14.5km away, and the F Ski Lift, 16.1km away, provide excellent access to the slopes.

Nightlife

A night in Ashland offers cultural experiences at Mount Tremper Arts, an 29.0km drive away, where romance and entertainment blend beautifully. Alternatively, the Colony Theater, 35.4km from Ashland, provides a vibrant atmosphere perfect for enjoying a night filled with art and lively performances.

*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, take advantage of its free entry attractions, such as the Mountain Top Arboretum. For transportation, consider walking or biking, as it's a walkable area. The best time to visit is from March to April or November, when accommodation prices drop, especially on Tuesdays. Use Expedia to find the best deals by filtering for eco-friendly hotels or combining your stay with flights and activities for additional savings. Look for flexible booking options and beverage discounts to maximize your budget.

  • 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 empowers you to set your budget, choose your ideal location, and much more. You can easily arrange your search results to display prices from the lowest to the highest, making it simple to find the most affordable hotels first. Additionally, you can refine your options by hotel type. For instance, if you select the Eco-certified filter, you will be presented with sustainable and environmentally friendly hotels available for booking.
  • Consider bundling your trip: You can save money by combining your hotel stay in Ashland with your flights and activities through an Expedia package deal.

Find the best attractions near Ashland

Ashland, New York, is perfect for ski enthusiasts and adventure seekers, offering attractions like ski resorts, state parks, and modern civic buildings. Visitors can enjoy outdoor activities, cultural experiences, and family-friendly options. Don't miss the chance to explore the charming town, visit the Ashland Library, and discover all that Ashland has to offer for a memorable vacation.

  • Windham Mountain Resort: Located 8.0km from Ashland, Windham Mountain Resort offers thrilling skiing and snowboarding experiences during the winter months. In the warmer seasons, enjoy hiking, mountain biking, and breathtaking views of the Catskills, making it a perfect destination for outdoor enthusiasts year-round.
  • Catskill State Park: About 22.5km from Ashland, Catskill State Park features stunning landscapes, diverse wildlife, and miles of hiking trails. Explore serene waterfalls, lush forests, and scenic vistas, providing a peaceful retreat for nature lovers and adventure seekers alike.
  • Belleayre Beach: Also located 22.5km from Ashland, Belleayre Beach is a perfect spot for relaxation. Enjoy sunbathing, swimming, or picnicking by the tranquil waters, making it an ideal summer destination for families and friends.

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 visit 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, which offer convenient access. Stewart International Airport (SWF) is 91.7km from Ashland, with the 3.5-star Dutchess Inn and Spa at Beacon just 9.7km away, providing airport transportation services. Additionally, Columbia County Airport (HCC) is 51.5km from Ashland, with accommodations like The Wick, Hudson, a 4-star hotel located 8.0km away, offering shuttle services to the airport.

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 Emerson Resort & Spa and Hotel Vienna. See all available top hotels, or vacation rentals in Ashland.
What's the top vacation rental that Ashland has to offer?
Heart of Hunter Village; across MT!FALL Special3rd nt half OFF!"wknd stay: Visitors like this Ashland vacation home rental. It is located in the mountains and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, an arcade game room, and a hot tub so you can immerse yourself in your vacation. See all 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?
Emerson Resort & Spa: Offers a full-service spa, a seasonal outdoor pool, and a snack bar/deli. Hotel Vienna and Kaatskill Mountain Club & Condos by Vail Resorts 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?
Travelers to Ashland will find plenty to explore and enjoy. In Ashland, there are 6 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. You'll also find Windham Vineyards and Winery and Windham Mountain Resort 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.