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Our top choices for Ashland hotels

1. Hotel Vienna

Hotel Vienna
Windham
United States
Jerrold
NT$3,644
NT$4,482 total
includes taxes & fees
Sep 14 - Sep 15
Hotel Vienna

2. The Winwood Condominiums

The Winwood Condominiums
Windham
United States
Abdul
NT$5,663
NT$6,116 total
includes taxes & fees
Sep 1 - Sep 2
The Winwood Condominiums

3. Moore's Motel

Moore's Motel
Prattsville
United States
Dylan
NT$3,794
NT$4,098 total
includes taxes & fees
Sep 1 - Sep 2
Moore's Motel

4. Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark
Hunter
United States
Yaacov
NT$4,005
NT$5,008 total
includes taxes & fees
Sep 10 - Sep 11
Hunter Lodge, a Bluebird by Lark

5. Wylder Hotel Windham

Wylder Hotel Windham
Windham
United States
Shardei
NT$8,091
NT$10,319 total
includes taxes & fees
Sep 2 - Sep 3
Wylder Hotel Windham

6. Black Bear Lodge

Black Bear Lodge
Prattsville
United States
Gerald
NT$4,711
NT$5,088 total
includes taxes & fees
Sep 1 - Sep 2
Black Bear Lodge

7. Eastwind Windham

Eastwind Windham
Windham
United States
Claire
NT$7,759
NT$9,334 total
includes taxes & fees
Oct 1 - Oct 2
Eastwind Windham

8. Albergo Allegria Hotel

Albergo Allegria Hotel
Windham
United States
Roy
NT$5,494
NT$5,933 total
includes taxes & fees
Sep 1 - Sep 2
Albergo Allegria Hotel

9. Antique Rose Inn Windham

Antique Rose Inn Windham
Windham
United States
David
NT$4,269
NT$4,610 total
includes taxes & fees
Sep 1 - Sep 2
Antique Rose Inn Windham

10. Jimmy OConnors Windham Mountain Inn

Jimmy OConnors Windham Mountain Inn
Windham
United States
Amy
NT$4,695
NT$5,071 total
includes taxes & fees
Sep 1 - Sep 2
Jimmy OConnors Windham Mountain Inn

11. The Colonial Motel

The Colonial Motel
Grand Gorge
United States
Eric
NT$2,817
NT$3,099 total
includes taxes & fees
Sep 1 - Sep 2
The Colonial Motel

12. SunView Motel

SunView Motel
Tannersville
United States
Arnold
NT$4,175
NT$4,509 total
includes taxes & fees
Sep 1 - Sep 2
SunView Motel

13. Mountain Treasure B&B

Mountain Treasure B&B
Maplecrest
United States
Daniel
NT$4,619
NT$4,988 total
includes taxes & fees
Sep 1 - Sep 2
Mountain Treasure B&B

14. The Perch Hotel

The Perch Hotel
East Windham
United States
Jason
NT$5,133
NT$5,544 total
includes taxes & fees
Sep 3 - Sep 4
The Perch Hotel

15. Kaatskill Mountain Club & Condos by Vail Resorts

Kaatskill Mountain Club & Condos by Vail Resorts
Hunter
United States
jason
NT$5,936
NT$7,069 total
includes taxes & fees
Sep 30 - Oct 1
Kaatskill Mountain Club & Condos by Vail Resorts

16. Windham NY Escape

Windham NY Escape
Hensonville
United States
Miguel
NT$13,565
NT$17,148 total
includes taxes & fees
Sep 1 - Sep 2
Windham NY Escape

17. Hotel Mountain Brook

Hotel Mountain Brook
Tannersville
United States
Qiang
NT$5,533
NT$5,976 total
includes taxes & fees
Sep 7 - Sep 8
Hotel Mountain Brook

18. The Haüs Windham

The Haüs Windham
Windham
United States
Raven Jane
NT$2,951
NT$10,491 total
includes taxes & fees
Sep 1 - Sep 2
The Haüs Windham

19. Shadowcrest

Shadowcrest
Fleischmanns
United States
Margo
NT$4,174
NT$4,591 total
includes taxes & fees
Sep 1 - Sep 2
Shadowcrest

20. The Queen of the Catskills B&B

The Queen of the Catskills B&B
Stamford
United States
john
NT$5,263
NT$5,790 total
includes taxes & fees
Sep 4 - Sep 5
The Queen of the Catskills B&B
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Stay near popular Ashland attractions

Ashland Town Hall

Ashland Town Hall is just one of the places to see in Ashland, so why not enjoy the other things to explore during your travels?
See properties

Top Ashland Hotel Reviews

Hotel Vienna

Hotel Vienna

10/10 Excellent
"We really enjoyed the experience."
David 2-night trip
Posted 6 hours ago
Hotel Vienna
The Colonial Motel

The Colonial Motel

10/10 Excellent
"Great place to stay!"
Eric 2-night trip
Posted 15 hours ago
The Colonial Motel
Phoenicia Lodge

Phoenicia Lodge

8/10 Good
"Friendly staff"
Jacque 1-night trip
Posted 1 day ago
Phoenicia Lodge
Meadowood Inn

Meadowood Inn

10/10 Excellent
"Lovely. Accommodating. Owner/host was delightful. Breakfast was out of this world. I’d stay here every time I’m in town if available."
Jonathan 1-night trip
Posted 2 days ago
Meadowood Inn
Hotel Mountain Brook

Hotel Mountain Brook

10/10 Excellent
"Very cute place. Mountains air. Yummy breakfast"
Ann 2-night trip
Posted 3 days ago
Hotel Mountain Brook
The Graham & Co.

The Graham & Co.

10/10 Excellent
"Wonderful Stay"
Daniel 2-night trip
Posted 5 days ago
The Graham & Co.
Eastwind Windham

Eastwind Windham

10/10 Excellent
"The staff was friendly and the room was clean and comfortable. Would love to come back again!"
Claire 1-night trip
Posted 13 days ago
Eastwind Windham
Emerson Resort & Spa

Emerson Resort & Spa

8/10 Good
"The Emerson is a great resort/spa. Our room was just beautiful, clean , and comfortable. However, you will need to plan your stay well before you arrive since spa treatments book up quickly. My stay was spur of the moment so there was no availability, not even for a pedicure. Also be advised that there is no cell service (didn’t matter to me) but there is WiFi. I was aware that the restaurant was closed on the days of my stay so I can’t comment on the food. Even though this is a nice place, I don’t think I’ll be staying here again."
Justine 1-night trip
Posted 2 weeks ago
Emerson Resort & Spa
Jimmy OConnors Windham Mountain Inn

Jimmy OConnors Windham Mountain Inn

8/10 Good
"This place is definitely dated but it was clean and the beds were comfortable. Chose to stay here when riding into tue area on the bike becasue of it had a detached restaurant/bar which makes dinner easier. Food was ok and bar was cool."
Ian 1-night trip
Posted 3 weeks ago
Jimmy OConnors Windham Mountain Inn

More cheap stays in Ashland

The Colonial Motel

The Colonial Motel

37283 NY-23 Grand Gorge NY
NT$2,817
NT$3,099 total
Sep 1 - Sep 2
includes taxes & fees
9.6/10 Exceptional! (484 reviews)
The Colonial Motel
Moore's Motel

Moore's Motel

14672 Main Street Prattsville NY
NT$3,794
NT$4,098 total
Sep 1 - Sep 2
includes taxes & fees
8.8/10 Excellent! (176 reviews)
Moore's Motel
Starlite Motel

Starlite Motel

8722 Route 28 Big Indian NY
NT$3,952
NT$4,427 total
Sep 1 - Sep 2
includes taxes & fees
Starlite Motel
Catskill Seasons Inn

Catskill Seasons Inn

178 Route 42 Shandaken NY
NT$5,059
NT$5,666 total
Sep 1 - Sep 2
includes taxes & fees
Catskill Seasons Inn
Phoenicia Lodge

Phoenicia Lodge

5987 New York 28 Phoenicia NY
NT$5,471
NT$6,127 total
Sep 7 - Sep 8
includes taxes & fees
9/10 Wonderful! (65 reviews)
Phoenicia Lodge
Kaatskill Mountain Club & Condos by Vail Resorts

Kaatskill Mountain Club & Condos by Vail Resorts

61 LIFTSIDE DR Hunter NY
NT$5,936
NT$7,069 total
Sep 30 - Oct 1
includes taxes & fees
9.2/10 Wonderful! (417 reviews)
Kaatskill Mountain Club & Condos by Vail Resorts

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?
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 Wylder Hotel Windham and Emerson Resort & Spa. 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?
Wylder Hotel Windham: Hotel located near Windham Mountain Resort. Offers free self parking, a seasonal outdoor pool, and complimentary bicycles. Emerson Resort & Spa 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 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. You'll also find Windham Mountain Resort and Windham Country Club 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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