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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

Reserve now, pay later
Hotel
Breakfast included
Ashland
Heated pool

1. Hotel Vienna

Hotel Vienna
Windham
United States
Laszlo
Rp2.341.550
Rp2.838.134 total
includes taxes & fees
11 Aug - 12 Aug
Hotel Vienna

2. Moore's Motel

Moore's Motel
Prattsville
United States
Cory
Rp2.147.640
Rp2.319.451 total
includes taxes & fees
11 Aug - 12 Aug
Moore's Motel

3. The Colonial Motel

The Colonial Motel
Grand Gorge
United States
Juerg
Rp1.594.623
Rp1.753.906 total
includes taxes & fees
13 Aug - 14 Aug
The Colonial Motel

4. Cave Mountain Motel

Cave Mountain Motel
Windham
United States
Sarah
Rp2.487.683
Rp2.686.698 total
includes taxes & fees
11 Aug - 12 Aug
Cave Mountain Motel

5. Albergo Allegria Hotel

Albergo Allegria Hotel
Windham
United States
Roy
Rp3.109.604
Rp3.358.372 total
includes taxes & fees
11 Aug - 12 Aug
Albergo Allegria Hotel

6. The Winwood Condominiums

The Winwood Condominiums
Windham
United States
Nicoletta
Rp2.980.924
Rp3.219.312 total
includes taxes & fees
12 Aug - 13 Aug
The Winwood Condominiums

7. Jimmy OConnors Windham Mountain Inn

Jimmy OConnors Windham Mountain Inn
Windham
United States
Amy
Rp2.174.486
Rp2.348.444 total
includes taxes & fees
18 Aug - 19 Aug
Jimmy OConnors Windham Mountain Inn

8. Antique Rose Inn Windham

Antique Rose Inn Windham
Windham
United States
David
Rp2.416.095
Rp2.609.383 total
includes taxes & fees
11 Aug - 12 Aug
Antique Rose Inn Windham

9. Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark
Hunter
United States
Yessenia
Rp2.114.531
Rp2.670.270 total
includes taxes & fees
1 Sept - 2 Sept
Hunter Lodge, a Bluebird by Lark

10. Kaatskill Mountain Club & Condos by Vail Resorts

Kaatskill Mountain Club & Condos by Vail Resorts
Hunter
United States
Reina
Rp3.553.449
Rp4.231.459 total
includes taxes & fees
8 Sept - 9 Sept
Kaatskill Mountain Club & Condos by Vail Resorts

11. SunView Motel

SunView Motel
Tannersville
United States
Deborah
Rp2.363.299
Rp2.552.291 total
includes taxes & fees
1 Sept - 2 Sept
SunView Motel

12. Starlite Motel

Starlite Motel
Big Indian
United States
Sean
Rp2.237.125
Rp2.505.580 total
includes taxes & fees
11 Aug - 12 Aug
Starlite Motel

13. Mountain Treasure B&B

Mountain Treasure B&B
Maplecrest
United States
cynthia
Rp2.614.394
Rp2.823.431 total
includes taxes & fees
11 Aug - 12 Aug
Mountain Treasure B&B

14. Eastwind Windham

Eastwind Windham
Windham
United States
Marta
Rp3.235.420
Rp3.994.073 total
includes taxes & fees
11 Aug - 12 Aug
Eastwind Windham

15. Black Bear Lodge

Black Bear Lodge
Prattsville
United States
Arlene
Rp2.666.653
Rp2.879.985 total
includes taxes & fees
11 Aug - 12 Aug
Black Bear Lodge

16. Margaretville Motel

Margaretville Motel
Margaretville
United States
Donna
Rp1.521.245
Rp1.959.722 total
includes taxes & fees
11 Aug - 12 Aug
Margaretville Motel

17. Wylder Hotel Windham

Wylder Hotel Windham
Windham
United States
Linda
Rp3.905.314
Rp5.112.588 total
includes taxes & fees
12 Aug - 13 Aug
Wylder Hotel Windham

18. Catskill Seasons Inn

Catskill Seasons Inn
Shandaken
United States
Yevgenia
Rp2.863.520
Rp3.207.142 total
includes taxes & fees
11 Aug - 12 Aug
Catskill Seasons Inn

19. Phoenicia Lodge

Phoenicia Lodge
Phoenicia
United States
Kathy
Rp3.113.899
Rp3.487.588 total
includes taxes & fees
24 Aug - 25 Aug
Phoenicia Lodge

20. Hotel Mountain Brook

Hotel Mountain Brook
Tannersville
United States
Michael
Rp3.131.975
Rp3.382.533 total
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

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 14 hours ago
Hotel Vienna
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 23 hours ago
The Colonial Motel
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
Eastwind Windham

Eastwind Windham

10/10 Excellent
"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!"
Marta 2-night trip
Posted 1 month ago
Eastwind Windham

More cheap stays in Ashland

The Colonial Motel

The Colonial Motel

37283 NY-23 Grand Gorge NY
Rp1.594.623
Rp1.753.906 total
13 Aug - 14 Aug
includes taxes & fees
The Colonial Motel
Moore's Motel

Moore's Motel

14672 Main Street Prattsville NY
Rp2.147.640
Rp2.319.451 total
11 Aug - 12 Aug
includes taxes & fees
Moore's Motel
Starlite Motel

Starlite Motel

8722 Route 28 Big Indian NY
Rp2.237.125
Rp2.505.580 total
11 Aug - 12 Aug
includes taxes & fees
Starlite Motel
Catskill Seasons Inn

Catskill Seasons Inn

178 Route 42 Shandaken NY
Rp2.863.520
Rp3.207.142 total
11 Aug - 12 Aug
includes taxes & fees
Catskill Seasons Inn
Phoenicia Lodge

Phoenicia Lodge

5987 New York 28 Phoenicia NY
Rp3.113.899
Rp3.487.588 total
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
Rp3.553.449
Rp4.231.459 total
8 Sept - 9 Sept
includes taxes & fees
Kaatskill Mountain Club & Condos by Vail Resorts

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 traveller data. Two other options for your visit to the area are Emerson Resort & Spa and Wylder Hotel Windham. See all available top hotels, or vacation rentals in Ashland.
If I need to cancel my hotel reservation in Ashland, will I receive a refund?
Yes, most hotel room reservations are fully refundable provided that you cancel prior to the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of your scheduled arrival. If you have a reservation that's non-refundable, it might still be possible to cancel it and be given a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Ashland.
What are some accommodation options with pools in Ashland?
Emerson Resort & Spa: Offers a full-service spa, a seasonal outdoor pool and complimentary bicycles. Wylder Hotel Windham and Hotel Vienna are two additional hotels with an on-site pool. View all hotels with pools in Ashland.
What is staying in Ashland like?
Travellers to Ashland will find plenty to explore and enjoy. In Ashland, there are 7 hotels and other accommodation options to choose from. Find out more about Ashland.
What should I do while I'm visiting Ashland?
A favourite place to visit is Ashland Town Hall. You'll also find Windham Mountain Resort and Windham Country Club in the area. Take a look at what more there is 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 temperature of 18°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Ashland are January, March, December and November, with each month seeing an average of 18 cm of snowfall.

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