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Jul 31 - Aug 2
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Aug 7 - Aug 9

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Our top choices for Ashland hotels

Ashland
Front of property

1. Cave Mountain Motel

Cave Mountain Motel
2.5 star property
Windham
9.4 out of 10, Exceptional, (146 reviews)
"Staff was friendly and helpful. While the property was dated, it was clean and comfortable. Would definitely stay again at this place should I return to Windham"
United States
Sarah
The price is ￥22,708
￥24,525 total
includes taxes & fees
Aug 2 - Aug 3
Cave Mountain Motel
Outdoor pool

2. Moore's Motel

Moore's Motel
2.5 star property
Prattsville
8.6 out of 10, Excellent, (174 reviews)
"Great accommodations for the price. The room was quiet and comfortable. Great value, and I'll definitely be staying here again."
United States
Cory
The price is ￥19,604
￥21,172 total
includes taxes & fees
Aug 2 - Aug 3
Moore's Motel
View from room

3. Hotel Vienna

Hotel Vienna
3.0 star property
Windham
9.4 out of 10, Exceptional, (835 reviews)
"The property was super clean , friendly staff and great amenities! Can wait to get back there ."
United States
Laszlo
The price is ￥21,751
￥26,316 total
includes taxes & fees
Aug 9 - Aug 10
Hotel Vienna
Property entrance

4. The Colonial Motel

The Colonial Motel
2.5 star property
Grand Gorge
9.6 out of 10, Exceptional, (465 reviews)
"Absolutely wonderful place to stay. We will be contacting them for next years trip."
United States
Karen
The price is ￥13,975
￥15,373 total
includes taxes & fees
Aug 30 - Aug 31
The Colonial Motel
Dinner served

5. Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark
3.0 star property
Hunter
9.2 out of 10, Wonderful, (1,014 reviews)
"It was great and cozy"
United States
Yessenia
The price is ￥22,913
￥28,276 total
includes taxes & fees
Aug 19 - Aug 20
Hunter Lodge, a Bluebird by Lark
Exterior

6. The Winwood Condominiums

The Winwood Condominiums
3.0 star property
Windham
8.8 out of 10, Excellent, (358 reviews)
"It was so comfortable to stay there, we skied and was the perfect place to stay for a couple nights. "
United States
Nicoletta
The price is ￥26,411
￥28,525 total
includes taxes & fees
Aug 3 - Aug 4
The Winwood Condominiums
Double Room, Mountain View | Exterior

7. Jimmy OConnors Windham Mountain Inn

Jimmy OConnors Windham Mountain Inn
Windham
8.8 out of 10, Excellent, (3 reviews)
"What a gem of a property! The brother and sister that own and operate this place are so sweet and hospitable, and the bar and motel are quaint and charming in a cozy, woodsy way. If I’m ever in the area I would absolutely stay here again."
United States
Amy
The price is ￥23,532
￥25,416 total
includes taxes & fees
Aug 3 - Aug 4
Jimmy OConnors Windham Mountain Inn
View from property

8. Black Bear Lodge

Black Bear Lodge
2.5 star property
Prattsville
9.0 out of 10, Wonderful, (146 reviews)
"Clean and owners very friendly also pet friendly and we definitely will be back"
United States
Arlene
The price is ￥24,342
￥26,289 total
includes taxes & fees
Aug 6 - Aug 7
Black Bear Lodge
Front of property

9. Antique Rose Inn Windham

Antique Rose Inn Windham
3.0 star property
Windham
9.0 out of 10, Wonderful, (133 reviews)
"A fantastic stay!"
United States
David
The price is ￥22,055
￥23,819 total
includes taxes & fees
Aug 12 - Aug 13
Antique Rose Inn Windham
Exterior

10. Albergo Allegria Hotel

Albergo Allegria Hotel
3.5 star property
Windham
9.6 out of 10, Exceptional, (284 reviews)
"Amazing hotel, very clean and comfortable beds."
United States
Roy
The price is ￥28,386
￥30,657 total
includes taxes & fees
Aug 6 - Aug 7
Albergo Allegria Hotel
Free self parking

11. Xenia Resort

Xenia Resort
2.5 star property
Jewett
9.2 out of 10, Wonderful, (68 reviews)
"Beautiful place and setting, lovely owners. "
United States
Andrew
Xenia Resort
Property amenity

12. Mountain Treasure B&B

Mountain Treasure B&B
3.0 star property
Maplecrest
9.4 out of 10, Exceptional, (296 reviews)
"The room was clean and comfortable, the breakfast was great. We had a good stay. "
United States
cynthia
The price is ￥23,865
￥25,773 total
includes taxes & fees
Aug 12 - Aug 13
Mountain Treasure B&B
Lushna Cabin | WiFi (free), bed sheets

13. Eastwind Windham

Eastwind Windham
3.5 star property
Windham
9.2 out of 10, Wonderful, (112 reviews)
"The place is perfect for couples, very quiet and relaxing. The cabin was clean and well mantained, the property has bikes that you can use. They welcome you with a smores kit. I recommend this place a lot!"
United States
Marta
The price is ￥26,850
￥33,465 total
includes taxes & fees
Aug 20 - Aug 21
Eastwind Windham
Exterior

14. Wylder Hotel Windham

Wylder Hotel Windham
3.5 star property
Windham
8.8 out of 10, Excellent, (108 reviews)
"It’s our favorite place, third summer we have been here. It’s heavenly!!"
United States
Linda
The price is ￥37,369
￥48,528 total
includes taxes & fees
Aug 4 - Aug 5
Wylder Hotel Windham
Exterior

15. 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, (401 reviews)
"I like the place, the staff are very nice"
United States
Reina
The price is ￥33,908
￥40,380 total
includes taxes & fees
Aug 12 - Aug 13
Kaatskill Mountain Club & Condos by Vail Resorts
Panoramic Single Room, Valley View | Premium bedding, desk, cribs (surcharge), rollaway beds (surcharge)

16. The Perch Hotel

The Perch Hotel
2.0 star property
East Windham
9.6 out of 10, Exceptional, (33 reviews)
"This is a really charming hotel with amazing views and very friendly and helpful staff. We wish we could've stayed longer!"
United States
Reid
The price is ￥25,849
￥27,917 total
includes taxes & fees
Aug 1 - Aug 2
The Perch Hotel
Reception

17. Margaretville Motel

Margaretville Motel
2.5 star property
Margaretville
7.0 out of 10, Good, (200 reviews)
"Easy access to rooms and the main lobby/office. Breakfast in the lobby was also great to have "
United States
Donna
The price is ￥13,886
￥17,889 total
includes taxes & fees
Aug 13 - Aug 14
Margaretville Motel
Exterior

18. Hotel Mountain Brook

Hotel Mountain Brook
4.0 star property
Tannersville
9.8 out of 10, Exceptional, (581 reviews)
"Wonderful hotel! Entire staff were friendly and helpful!! Breakfast was amazing and the food was delicious! Great location, close the hiking trails and restaurants. Would definitely stay again in the future!"
United States
Michael
The price is ￥40,679
￥43,933 total
includes taxes & fees
Aug 27 - Aug 28
Hotel Mountain Brook
Interior

19. The Haüs Windham

The Haüs Windham
2.0 star property
Windham
7.8 out of 10, Good, (33 reviews)
"Can’t complain one bit"
United States
Christopher
The price is ￥30,671
￥33,125 total
includes taxes & fees
Aug 3 - Aug 4
The Haüs Windham
Fireplace

20. The Graham & Co.

The Graham & Co.
3.0 star property
Phoenicia
9.6 out of 10, Exceptional, (49 reviews)
"Absolutely loved our stay here! Our room was super clean and very comfortable. The grounds and pool were also wonderful. Highly recommend for a cozy mountain getaway!"
United States
Laura
The price is ￥28,168
￥31,550 total
includes taxes & fees
Aug 17 - Aug 18
The Graham & Co.
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

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 Mountain Brook

Hotel Mountain Brook

10/10 Excellent
"Great staff, breakfast, beautiful and clean"
Eban 1-night trip
Posted 20 hours ago
Hotel Mountain Brook

More cheap stays in Ashland

The Colonial Motel

The Colonial Motel

37283 NY-23 Grand Gorge NY
The price is ￥13,975 per night from Aug 30 to Aug 31
￥13,975
￥15,373 total
Aug 30 - Aug 31
includes taxes & fees
9.6/10 Exceptional! (465 reviews)

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 Wylder Hotel Windham. See all available top hotels, or vacation rentals in Ashland.
What's the top vacation rental that Ashland has to offer?
Catskill Mountain Retreat -- private, beautiful views, hot tub, game rm, firepit: Visitors like this Ashland vacation home rental. It is located in a rural location and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 3 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, a library, 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 complimentary bicycles. Wylder Hotel Windham 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 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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