Top 10 Hotels in Ashland, NY from ￥14,302 - Competitive Prices

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Condo

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Waterpark

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Our top choices for Ashland hotels

1. Moore's Motel

Prattsville

Cory

￥18,433

￥19,908 total

includes taxes & fees

Sep 14 - Sep 15

2. Cave Mountain Motel

Windham

Nancy

￥21,352

￥23,060 total

includes taxes & fees

Oct 1 - Oct 2

3. The Colonial Motel

Grand Gorge

Eric

￥13,002

￥14,302 total

includes taxes & fees

Sep 16 - Sep 17

4. Black Bear Lodge

Prattsville

Gerald

￥22,888

￥24,719 total

includes taxes & fees

Sep 14 - Sep 15

5. Antique Rose Inn Windham

Windham

David

￥20,737

￥22,396 total

includes taxes & fees

Sep 15 - Sep 16

6. The Winwood Condominiums

Windham

Abdul

￥22,926

￥24,760 total

includes taxes & fees

Sep 14 - Sep 15

7. Hotel Vienna

Windham

Jerrold

￥15,525

￥19,420 total

includes taxes & fees

Oct 1 - Oct 2

8. Albergo Allegria Hotel

Windham

Roy

￥26,690

￥28,825 total

includes taxes & fees

Sep 14 - Sep 15

9. Mountain Treasure B&B

Maplecrest

Daniel

￥25,960

￥28,037 total

includes taxes & fees

Sep 14 - Sep 15

Double Room, Mountain View | Food and drink

Double Room, Mountain View | Bar (on property)

10. Jimmy OConnors Windham Mountain Inn

Windham

"This is an old-school fifties-style motel (looking at it makes one think of "Shady Rest Inn" ), with a central building that serves simple dinner and beer (did not avail). The room is very old-fashioned and mine had two very solid double beds. Have to admit that my sheet had a rather prominent red (blood?) spot that was near my head and hard to ignore. Otherwise, the room was comfortable, had a small air conditioner that worked, a nice shower, and old-style but very nice furnishings. I would...

Jeffrey

￥21,342

￥23,048 total

includes taxes & fees

Sep 16 - Sep 17

11. Hunter Lodge, a Bluebird by Lark

Hunter

Shubhangi

￥20,760

￥25,738 total

includes taxes & fees

Sep 23 - Sep 24

12. Eastwind Windham

Windham

Claire

￥36,630

￥44,160 total

includes taxes & fees

Sep 16 - Sep 17

13. Margaretville Motel

Margaretville

Donna

￥13,057

￥16,820 total

includes taxes & fees

Sep 14 - Sep 15

14. Wylder Hotel Windham

Windham

Yousung

￥39,210

￥50,027 total

includes taxes & fees

Sep 27 - Sep 28

15. Windham NY Escape

Hensonville

Miguel

￥65,899

￥83,304 total

includes taxes & fees

Sep 14 - Sep 15

Panoramic Double Room, Mountain View | Balcony

16. The Perch Hotel

East Windham

Jason

￥27,707

￥29,925 total

includes taxes & fees

Sep 17 - Sep 18

17. Kaatskill Mountain Club & Condos by Vail Resorts

Hunter

Nuria

￥29,719

￥35,390 total

includes taxes & fees

Sep 16 - Sep 17

Luxury Duplex, Housekeeping, Mountainside | Living area

18. The Haüs Windham

Windham

"Firstly I would like to say communication with the staff is extremely difficult. Constantly having to call multiple times to get to someone. For example, the code given for room wasn’t correct and communication took forever. There was no toiletries whatsoever and since communication was so hard it forced us to buy our own paper towels, towels, rags, etc. The property was nice but it was clear no housekeeping had been in there before we came. The nature was probably the only thing that made up...

Raven Jane

￥23,063

￥47,947 total

includes taxes & fees

Sep 14 - Sep 15

19. SunView Motel

Tannersville

Victoria

￥16,014

￥17,295 total

includes taxes & fees

Oct 1 - Oct 2

20. The Wheelhouse Inn

Pine Hill

Allen

￥13,825

￥15,484 total

includes taxes & fees

Oct 3 - Oct 4

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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

The Colonial Motel

10/10 Excellent

"Friendly staff. Easy to park. Room & bathroom very clean. Location was convenient. The outdoor swimming pool is also great for an easy day. I would stay here again!"

Kaatskill Mountain Club & Condos by Vail Resorts

10/10 Excellent

"A"

Hunter Lodge, a Bluebird by Lark

10/10 Excellent

"I have been there twice and have really enjoyed my stay both times"

Hotel Mountain Brook

10/10 Excellent

"Everything was fantastic. Could not have been better. Great breakfast nice rooms and the amenities were perfect. Plus the views were amazing."

Shandaken Inn

10/10 Excellent

"Amazing stay! Will definitely be back and bonus: restaurant on site is also incredible!"

Urban Cowboy Lodge

8/10 Good

"The property and stay was great. The reason for four stars vs. five were the expectations. The descriptions and their Instagram oversells the place so you go expecting more. A little more transparency and marketing the property for its true self - it's a fantastic spot."

Phoenicia Lodge

8/10 Good

"Check in and out was very pleasant."

Eastwind Windham

10/10 Excellent

"The staff was friendly and the room was clean and comfortable. Would love to come back again!"

More cheap stays in Ashland

The Colonial Motel

37283 NY-23 Grand Gorge NY

￥13,002

￥14,302 total

Sep 16 - Sep 17

includes taxes & fees

9.6/10 Exceptional! (493 reviews)

SunView Motel

5844 Main St Tannersville NY

￥16,014

￥17,295 total

Oct 1 - Oct 2

includes taxes & fees

Starlite Motel

8722 Route 28 Big Indian NY

￥19,201

￥21,505 total

Sep 15 - Sep 16

includes taxes & fees

Phoenicia Lodge

5987 New York 28 Phoenicia NY

￥26,578

￥29,767 total

Sep 14 - Sep 15

includes taxes & fees

9/10 Wonderful! (66 reviews)

The Perch Hotel

7604 NY-23 East Windham NY

￥27,707

￥29,925 total

Sep 17 - Sep 18

includes taxes & fees

Kaatskill Mountain Club & Condos by Vail Resorts

61 LIFTSIDE DR Hunter NY

￥29,719

￥35,390 total

Sep 16 - Sep 17

includes taxes & fees

9.2/10 Wonderful! (425 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 Hotel Vienna and Emerson Resort & Spa. See all available top hotels, or vacation rentals in Ashland.

What's the top vacation rental that Ashland has to offer?

Swim. Float. Fish. on private waterfront w/Hot Tub.Fire Pit.Views. Hiking.Games.: Visitors like this Ashland vacation home rental. It is located on a lake and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family. It offers a patio, a selection of games, 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?

Hotel Vienna: Offers daily, an indoor pool, and free self parking. 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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Find hotels in Ashland, NY from ￥14,302

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Ashland

Check prices for these dates

Filter by

Property class

Guest rating

Our top choices for Ashland hotels

1. Moore's Motel

2. Cave Mountain Motel

3. The Colonial Motel

4. Black Bear Lodge

5. Antique Rose Inn Windham

6. The Winwood Condominiums

7. Hotel Vienna

8. Albergo Allegria Hotel

9. Mountain Treasure B&B

10. Jimmy OConnors Windham Mountain Inn

11. Hunter Lodge, a Bluebird by Lark

12. Eastwind Windham

13. Margaretville Motel

14. Wylder Hotel Windham

15. Windham NY Escape

16. The Perch Hotel

17. Kaatskill Mountain Club & Condos by Vail Resorts

18. The Haüs Windham

19. SunView Motel

20. The Wheelhouse Inn

Stay near popular Ashland attractions

Ashland Town Hall

Top Ashland Hotel Reviews

The Colonial Motel

Kaatskill Mountain Club & Condos by Vail Resorts

Hunter Lodge, a Bluebird by Lark

Hotel Mountain Brook

Shandaken Inn

Urban Cowboy Lodge

Phoenicia Lodge

Eastwind Windham

More cheap stays in Ashland

The Colonial Motel

SunView Motel

Starlite Motel

Phoenicia Lodge

The Perch Hotel

Kaatskill Mountain Club & Condos by Vail Resorts

Frequently asked questions

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