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Check prices for these dates

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

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Our top choices for Ashland hotels

1. Cave Mountain Motel

Cave Mountain Motel
Windham
United States
Sarah
AU$212
includes taxes & fees
11 Aug - 12 Aug
Cave Mountain Motel

2. Hotel Vienna

Hotel Vienna
Windham
United States
Laszlo
AU$224
includes taxes & fees
11 Aug - 12 Aug
Hotel Vienna

3. Moore's Motel

Moore's Motel
Prattsville
United States
Cory
AU$183
includes taxes & fees
11 Aug - 12 Aug
Moore's Motel

4. The Colonial Motel

The Colonial Motel
Grand Gorge
United States
Juerg
AU$134
includes taxes & fees
11 Aug - 12 Aug
The Colonial Motel

5. Black Bear Lodge

Black Bear Lodge
Prattsville
United States
Arlene
AU$228
includes taxes & fees
11 Aug - 12 Aug
Black Bear Lodge

6. Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark
Hunter
United States
Yessenia
AU$211
includes taxes & fees
1 Sept - 2 Sept
Hunter Lodge, a Bluebird by Lark

7. Antique Rose Inn Windham

Antique Rose Inn Windham
Windham
United States
David
AU$206
includes taxes & fees
11 Aug - 12 Aug
Antique Rose Inn Windham

8. Mountain Treasure B&B

Mountain Treasure B&B
Maplecrest
United States
cynthia
AU$223
includes taxes & fees
11 Aug - 12 Aug
Mountain Treasure B&B

9. Jimmy OConnors Windham Mountain Inn

Jimmy OConnors Windham Mountain Inn
Windham
United States
Amy
AU$185
includes taxes & fees
19 Aug - 20 Aug
Jimmy OConnors Windham Mountain Inn

10. The Winwood Condominiums

The Winwood Condominiums
Windham
United States
Nicoletta
AU$255
includes taxes & fees
11 Aug - 12 Aug
The Winwood Condominiums

11. Albergo Allegria Hotel

Albergo Allegria Hotel
Windham
United States
Roy
AU$266
includes taxes & fees
11 Aug - 12 Aug
Albergo Allegria Hotel

12. Eastwind Windham

Eastwind Windham
Windham
United States
Marta
AU$316
includes taxes & fees
11 Aug - 12 Aug
Eastwind Windham

13. The Haüs Windham

The Haüs Windham
Windham
United States
Christopher
AU$287
includes taxes & fees
11 Aug - 12 Aug
The Haüs Windham

14. Wylder Hotel Windham

Wylder Hotel Windham
Windham
United States
Linda
AU$404
includes taxes & fees
12 Aug - 13 Aug
Wylder Hotel Windham

15. Kaatskill Mountain Club & Condos by Vail Resorts

Kaatskill Mountain Club & Condos by Vail Resorts
Hunter
United States
Reina
AU$335
includes taxes & fees
8 Sept - 9 Sept
Kaatskill Mountain Club & Condos by Vail Resorts

16. The Perch Hotel

The Perch Hotel
East Windham
United States
Jason
AU$238
includes taxes & fees
13 Aug - 14 Aug
The Perch Hotel

17. Shadowcrest

Shadowcrest
Fleischmanns
United States
Maria
AU$203
includes taxes & fees
12 Aug - 13 Aug
Shadowcrest

18. Starlite Motel

Starlite Motel
Big Indian
United States
Sean
AU$198
includes taxes & fees
11 Aug - 12 Aug
Starlite Motel

19. Catskill Seasons Inn

Catskill Seasons Inn
Shandaken
United States
Yevgenia
AU$254
includes taxes & fees
11 Aug - 12 Aug
Catskill Seasons Inn

20. Meadowood Inn

Meadowood Inn
Arkville
AU$190
includes taxes & fees
13 Aug - 14 Aug
Meadowood Inn
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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

Recent Reviews in Ashland

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 11 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 14 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 20 hours 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 accommodation in Ashland

The Colonial Motel

The Colonial Motel

37283 NY-23 Grand Gorge NY
AU$134
11 Aug - 12 Aug
includes taxes & fees
9.6/10 Exceptional! (469 reviews)
The Colonial Motel
Moore's Motel

Moore's Motel

14672 Main Street Prattsville NY
AU$183
11 Aug - 12 Aug
includes taxes & fees
Moore's Motel
Starlite Motel

Starlite Motel

8722 Route 28 Big Indian NY
AU$198
11 Aug - 12 Aug
includes taxes & fees
Starlite Motel
Catskill Seasons Inn

Catskill Seasons Inn

178 Route 42 Shandaken NY
AU$254
11 Aug - 12 Aug
includes taxes & fees
Catskill Seasons Inn
Phoenicia Lodge

Phoenicia Lodge

5987 New York 28 Phoenicia NY
AU$276
24 Aug - 25 Aug
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
AU$335
8 Sept - 9 Sept
includes taxes & fees
Kaatskill Mountain Club & Condos by Vail Resorts

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 cancelled 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 can I save on a hotel booking in Ashland with Expedia?
One Key™—Expedia's free travel rewards program—gives you instant access to discounts with Member Prices on Ashland hotels. Plus, you'll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings. *Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
How much is the nightly rate for a hotel in Ashland?
Prices for hotels in Ashland often vary, but you can find a great deal from AU$134 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 our cheapest rates.

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