Default HTG hotel image

Find hotels in Ashland, NY from CA $129

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Aug 10 - Aug 11
Tomorrow
Aug 11 - Aug 12
This weekend
Aug 14 - Aug 16
Next weekend
Aug 21 - Aug 23

Filter by

Star rating

Guest rating

Our top choices for Ashland hotels

Hotel
Breakfast included
Pet friendly
Reserve now, pay later
Ashland Town Hall

1. Cave Mountain Motel

Cave Mountain Motel
Windham
CA $194
CA $209 total
includes taxes & fees
Aug 11 - Aug 12
Cave Mountain Motel

2. Moore's Motel

Moore's Motel
Prattsville
United States
Cory
CA $167
CA $181 total
includes taxes & fees
Aug 11 - Aug 12
Moore's Motel

3. Hotel Vienna

Hotel Vienna
Windham
United States
Laszlo
CA $182
CA $221 total
includes taxes & fees
Aug 11 - Aug 12
Hotel Vienna

4. The Colonial Motel

The Colonial Motel
Grand Gorge
United States
Juerg
CA $117
CA $129 total
includes taxes & fees
Aug 23 - Aug 24
The Colonial Motel

5. Black Bear Lodge

Black Bear Lodge
Prattsville
United States
Arlene
CA $208
CA $224 total
includes taxes & fees
Aug 11 - Aug 12
Black Bear Lodge

6. Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark
Hunter
United States
Yessenia
CA $165
CA $208 total
includes taxes & fees
Sep 1 - Sep 2
Hunter Lodge, a Bluebird by Lark

7. Antique Rose Inn Windham

Antique Rose Inn Windham
Windham
United States
David
CA $188
CA $203 total
includes taxes & fees
Aug 11 - Aug 12
Antique Rose Inn Windham

8. The Winwood Condominiums

The Winwood Condominiums
Windham
United States
Nicoletta
CA $232
CA $251 total
includes taxes & fees
Aug 12 - Aug 13
The Winwood Condominiums

9. Jimmy OConnors Windham Mountain Inn

Jimmy OConnors Windham Mountain Inn
Windham
United States
Amy
CA $169
CA $183 total
includes taxes & fees
Aug 18 - Aug 19
Jimmy OConnors Windham Mountain Inn

10. Mountain Treasure B&B

Mountain Treasure B&B
Maplecrest
United States
cynthia
CA $204
CA $220 total
includes taxes & fees
Aug 11 - Aug 12
Mountain Treasure B&B

11. Albergo Allegria Hotel

Albergo Allegria Hotel
Windham
CA $242
CA $262 total
includes taxes & fees
Aug 11 - Aug 12
Albergo Allegria Hotel

12. Eastwind Windham

Eastwind Windham
Windham
United States
Marta
CA $252
CA $311 total
includes taxes & fees
Aug 11 - Aug 12
Eastwind Windham

13. The Haüs Windham

The Haüs Windham
Windham
United States
Christopher
CA $262
CA $283 total
includes taxes & fees
Aug 11 - Aug 12
The Haüs Windham

14. Wylder Hotel Windham

Wylder Hotel Windham
Windham
United States
Linda
CA $280
CA $372 total
includes taxes & fees
Aug 11 - Aug 12
Wylder Hotel Windham

15. Kaatskill Mountain Club & Condos by Vail Resorts

Kaatskill Mountain Club & Condos by Vail Resorts
Hunter
United States
Reina
CA $277
CA $330 total
includes taxes & fees
Sep 8 - Sep 9
Kaatskill Mountain Club & Condos by Vail Resorts

16. Starlite Motel

Starlite Motel
Big Indian
United States
Sean
CA $174
CA $195 total
includes taxes & fees
Aug 11 - Aug 12
Starlite Motel

17. The Perch Hotel

The Perch Hotel
East Windham
United States
Jason
CA $226
CA $244 total
includes taxes & fees
Aug 13 - Aug 14
The Perch Hotel

18. Catskill Seasons Inn

Catskill Seasons Inn
Shandaken
United States
Yevgenia
CA $223
CA $250 total
includes taxes & fees
Aug 11 - Aug 12
Catskill Seasons Inn

19. Shadowcrest

Shadowcrest
Fleischmanns
United States
Maria
CA $171
CA $188 total
includes taxes & fees
Sep 8 - Sep 9
Shadowcrest

20. SunView Motel

SunView Motel
Tannersville
United States
Deborah
CA $184
CA $199 total
includes taxes & fees
Sep 1 - Sep 2
SunView Motel
View all properties
Save an average of 15% on thousands of hotels when you're signed in

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
"Great weekend visit at Hotel Vienna with our 2 small dogs! Check in and check out were super easy, staff was helpful and accommodating, and the property was really quiet, very clean and super well maintained. The bathrooms were obviously recently renovated and very tastefully done, the bed was firm and linens soft and comfy. Breakfast was pastries, cereal, and yogurt; all were high quality, fresh and delicious. Cappuccino and tea were lovely. Shower pressure could have been a bit better, but that was literally the only downside. We did not have a chance to use the pool, but it looked very clean, located in a nice, stand-alone building with windows and skylights. Barrel sauna is just outside on the deck, and both are is surrounded by beautiful landscaping. The main building also has two sunny, well furnished decks, and there are fire pits with Adirondack chairs located about the property, and there's direct access to the Windham Path and dog park. Sad I missed the free Saturday morning yoga, but I'll definitely try to make it next time. All in all, this hotel was perfect, peaceful, and we'll definitely be back to explore all the things we missed!"
Alicia 2-night trip
Posted 17 hours ago
Hotel Vienna
Wylder Hotel Windham

Wylder Hotel Windham

10/10 Excellent
"The staff were wonderful and went out of their way to make sure you had whatever you wanted. There are plenty of things to do right at the hotel and you are right by the mountains if you want to take advantage of that. The pool is heated and you can have drinks by the pool. There are several locations for fire pits and the staff will help you get a raging fire going immediately upon request. The golf course was simply beautiful and if that is your thing, absolutely a must. The restaurant on the grounds was terrific as was the bakery for breakfast and goodies. The buildings themselves are 150 years old and are lovely to check out just for that. I would certainly return in the future."
Robert 2-night trip
Posted 20 hours ago
Wylder Hotel Windham
The Colonial Motel

The Colonial Motel

10/10 Excellent
"Beautiful historic Inn and motel, set in the heart of the Catskills. I stayed in the main Inn and enjoyed a boutique style stay. My room was beautifully decorated with attention given to details from the time period. Very clean with one of the most comfortable beds I've slept in. Really enjoyed the pool and the staff. Can't wait to return."
Lisa 2-night trip
Posted 1 day ago
The Colonial Motel
Hotel Mountain Brook

Hotel Mountain Brook

10/10 Excellent
"We stayed in the 3 bedroom apt and it was so cute and very clean! There was an ample supply of towels for the three of us and all the room amenities you would need. Lots of board games and movies to borrow from the lobby den and coffee and tea are always available. They are welcoming to dogs and had bowls and treats for our two fur babies. The fire pit was on each night and there are delicious s’mores kits in the lobby to take out to the fire which we LOVED!!! Wish they offered lunch and dinner but they don’t so make sure you plan around that. Also mondays and Tuesdays many of the restaurants around there are closed."
Lori 2-night trip
Posted 2 days ago
Hotel Mountain Brook
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 2 days ago
Jimmy OConnors Windham Mountain Inn
The Graham & Co.

The Graham & Co.

10/10 Excellent
"This was my family’s third time staying at the Graham & Co. and every single stay has been wonderful. My family has grown a lot since our first stay 10 years ago, so staying in the bungalow gave everyone enough space while keeping us close. The room and grounds are very clean and well kept. The staff were so attentive. We arrived very late and they were great about giving us an option of seamless access to our room. We will certainly be back soon."
Lakesha 2-night trip
Posted 4 days ago
The Graham & Co.
Phoenicia Lodge

Phoenicia Lodge

10/10 Excellent
"Clean room, very pleasant staff"
Salvacion 1-night trip
Posted 6 days ago
Phoenicia Lodge
Emerson Resort & Spa

Emerson Resort & Spa

8/10 Good
"We had a really beautiful stay, staff was wonderful- everything was clean."
Ashley 1-night trip
Posted 6 days ago
Emerson Resort & Spa
Urban Cowboy Lodge

Urban Cowboy Lodge

10/10 Excellent
"Fabulous resort, food, service. We visited from the UK and for sure will be returning. Highly recommend."
Daniel 4-night trip
Posted 3 weeks ago
Urban Cowboy Lodge

More cheap stays in Ashland

The Colonial Motel

The Colonial Motel

37283 NY-23 Grand Gorge NY
CA $117
CA $129 total
Aug 23 - Aug 24
includes taxes & fees
9.6/10 Exceptional! (469 reviews)
The Colonial Motel
Moore's Motel

Moore's Motel

14672 Main Street Prattsville NY
CA $167
CA $181 total
Aug 11 - Aug 12
includes taxes & fees
Moore's Motel
Starlite Motel

Starlite Motel

8722 Route 28 Big Indian NY
CA $174
CA $195 total
Aug 11 - Aug 12
includes taxes & fees
Starlite Motel
Catskill Seasons Inn

Catskill Seasons Inn

178 Route 42 Shandaken NY
CA $223
CA $250 total
Aug 11 - Aug 12
includes taxes & fees
Catskill Seasons Inn
Phoenicia Lodge

Phoenicia Lodge

5987 New York 28 Phoenicia NY
CA $243
CA $272 total
Aug 24 - Aug 25
includes taxes & fees
9.2/10 Wonderful! (58 reviews)
Phoenicia Lodge
Kaatskill Mountain Club & Condos by Vail Resorts

Kaatskill Mountain Club & Condos by Vail Resorts

61 LIFTSIDE DR Hunter NY
CA $277
CA $330 total
Sep 8 - Sep 9
includes taxes & fees
Kaatskill Mountain Club & Condos by Vail Resorts

Hotels in Ashland with star rating

Frequently asked questions

What is the best area to stay in Ashland?
The best area to stay in Ashland, New York, is near the village centre, particularly along Main Street and its immediate surroundings.This area is the heart of Ashland, offering convenient access to local shops, eateries, and community events. Main Street itself is quite walkable, with a mix of historic buildings and modern conveniences. You'll find many of the town's amenities concentrated here, making it easy to get around on foot.For couples seeking a relaxing getaway, staying near the village centre is ideal. You're close to local restaurants for evening meals and can easily explore the small boutiques and art galleries. The area also provides a good base for short scenic drives into the surrounding Catskill Mountains.Families will also find this area convenient. With many local businesses within walking distance, it's easy to grab snacks or find activities without extensive travel.
When is the best time to go to Ashland?
The best time to visit Ashland, New York, is typically during the summer months, from June to August, or in the autumn, from September to October.Summer offers warm weather, ideal for outdoor activities like hiking, fishing, and enjoying the natural beauty of the Catskill Mountains. Most local attractions and businesses are fully operational, and the area is lively with visitors. This is a great time for families looking for an active holiday with plenty of options for children.Autumn is particularly stunning due to the vibrant fall foliage. The cooler temperatures are superb for scenic drives, exploring hiking trails, and attending local harvest festivals. Couples often find this season especially appealing for a romantic getaway, with cosy evenings and picturesque landscapes.While winter brings opportunities for skiing and snowboarding at nearby resorts, and spring offers new growth, these seasons can be less predictable with weather and have fewer attractions open.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Ashland.
How much is the nightly rate at a Ashland hotel?
Prices for hotels in Ashland often vary, but you can find a great deal from CA $129 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

Explore a world of travel with Expedia