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Check prices for these dates

Tonight
12 Aug - 13 Aug
Tomorrow
13 Aug - 14 Aug
This weekend
14 Aug - 16 Aug
Next weekend
21 Aug - 23 Aug

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Our top choices for Ashland hotels

Ashland
Breakfast included
Hotel
Reserve now, pay later
Pet-friendly

1. Cave Mountain Motel

Cave Mountain Motel
Windham
United States
Sarah
NZ$255
includes taxes & fees
19 Aug - 20 Aug
Cave Mountain Motel

2. Moore's Motel

Moore's Motel
Prattsville
United States
Cory
NZ$220
includes taxes & fees
13 Aug - 14 Aug
Moore's Motel

3. The Colonial Motel

The Colonial Motel
Grand Gorge
United States
Juerg
NZ$161
includes taxes & fees
13 Aug - 14 Aug
The Colonial Motel

4. Hotel Vienna

Hotel Vienna
Windham
United States
Laszlo
NZ$274
includes taxes & fees
7 Sept - 8 Sept
Hotel Vienna

5. Black Bear Lodge

Black Bear Lodge
Prattsville
United States
Arlene
NZ$274
includes taxes & fees
17 Aug - 18 Aug
Black Bear Lodge

6. Xenia Resort

Xenia Resort
Jewett
United States
Andrew
NZ$275
includes taxes & fees
14 Aug - 15 Aug
Xenia Resort

7. Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark
Hunter
United States
Yessenia
NZ$254
includes taxes & fees
1 Sept - 2 Sept
Hunter Lodge, a Bluebird by Lark

8. Jimmy OConnors Windham Mountain Inn

Jimmy OConnors Windham Mountain Inn
Windham
United States
Amy
NZ$223
includes taxes & fees
18 Aug - 19 Aug
Jimmy OConnors Windham Mountain Inn

9. Antique Rose Inn Windham

Antique Rose Inn Windham
Windham
United States
David
NZ$248
includes taxes & fees
19 Aug - 20 Aug
Antique Rose Inn Windham

10. The Winwood Condominiums

The Winwood Condominiums
Windham
United States
Nicoletta
NZ$306
includes taxes & fees
16 Aug - 17 Aug
The Winwood Condominiums

11. Mountain Treasure B&B

Mountain Treasure B&B
Maplecrest
United States
cynthia
NZ$268
includes taxes & fees
24 Aug - 25 Aug
Mountain Treasure B&B

12. Albergo Allegria Hotel

Albergo Allegria Hotel
Windham
United States
Roy
NZ$319
includes taxes & fees
16 Aug - 17 Aug
Albergo Allegria Hotel

13. Eastwind Windham

Eastwind Windham
Windham
United States
Marta
NZ$379
includes taxes & fees
13 Aug - 14 Aug
Eastwind Windham

14. The Haüs Windham

The Haüs Windham
Windham
United States
Christopher
NZ$345
includes taxes & fees
18 Aug - 19 Aug
The Haüs Windham

15. Wylder Hotel Windham

Wylder Hotel Windham
Windham
United States
Linda
NZ$486
includes taxes & fees
24 Aug - 25 Aug
Wylder Hotel Windham

16. The Perch Hotel

The Perch Hotel
East Windham
United States
Jason
NZ$280
includes taxes & fees
20 Aug - 21 Aug
The Perch Hotel

17. Kaatskill Mountain Club & Condos by Vail Resorts

Kaatskill Mountain Club & Condos by Vail Resorts
Hunter
United States
Reina
NZ$420
includes taxes & fees
19 Aug - 20 Aug
Kaatskill Mountain Club & Condos by Vail Resorts

18. Shadowcrest

Shadowcrest
Fleischmanns
United States
Maria
NZ$232
includes taxes & fees
19 Aug - 20 Aug
Shadowcrest

19. Fairlawn Inn

Fairlawn Inn
Hunter
United States
Rachel
NZ$512
includes taxes & fees
15 Aug - 16 Aug
Fairlawn Inn

20. Hotel Mountain Brook

Hotel Mountain Brook
Tannersville
United States
Alexis
NZ$329
includes taxes & fees
8 Sept - 9 Sept
Hotel Mountain Brook
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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
"the back decks and the path"
Bradford 2-night trip
Posted less than an hour ago
Hotel Vienna
Hotel Mountain Brook

Hotel Mountain Brook

10/10 Excellent
"Very clean property with exceptional service, beautiful accomodations and fantastic panoramic views of the Catskill Mountains!"
Alexis 3-night trip
Posted 1 day ago
Hotel Mountain Brook
The Hidden Inn

The Hidden Inn

10/10 Excellent
"The room was quiet, clean and well kept and it was supplied with all the essential items we required. We had good but limited interaction with staff and enjoyed the continental breakfast offered. While there was one little issue with coffee cups, it was quickly addressed. I would recommend this hotel, especially for couples."
Michael 2-night trip
Posted 1 day ago
The Hidden Inn
Eastwind Windham

Eastwind Windham

10/10 Excellent
"Excellence as always — can’t wait to come back."
Mercy 2-night trip
Posted 2 days ago
Eastwind Windham
The Colonial Motel

The Colonial Motel

8/10 Good
"."
Scott 1-night trip
Posted 2 days ago
The Colonial Motel
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 3 days ago
Wylder Hotel Windham
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 4 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 6 days ago
The Graham & Co.
Phoenicia Lodge

Phoenicia Lodge

10/10 Excellent
"Clean room, very pleasant staff"
Salvacion 1-night trip
Posted 8 days ago
Phoenicia Lodge

More cheap accommodation in Ashland

The Colonial Motel

The Colonial Motel

37283 NY-23 Grand Gorge NY
NZ$161
13 Aug - 14 Aug
includes taxes & fees
9.6/10 Exceptional! (470 reviews)
The Colonial Motel
Moore's Motel

Moore's Motel

14672 Main Street Prattsville NY
NZ$220
13 Aug - 14 Aug
includes taxes & fees
Moore's Motel
Starlite Motel

Starlite Motel

8722 Route 28 Big Indian NY
NZ$238
25 Aug - 26 Aug
includes taxes & fees
Starlite Motel
Catskill Seasons Inn

Catskill Seasons Inn

178 Route 42 Shandaken NY
NZ$305
9 Sept - 10 Sept
includes taxes & fees
Catskill Seasons Inn
Phoenicia Lodge

Phoenicia Lodge

5987 New York 28 Phoenicia NY
NZ$340
23 Aug - 24 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
NZ$420
19 Aug - 20 Aug
includes taxes & fees
9.2/10 Wonderful! (407 reviews)
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, although it depends on the cancellation policy of your booking. Most bookings are refundable if cancelled within 24 to 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 NZ$161 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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