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Check prices for these dates

Tonight
26 Sept - 27 Sept
Tomorrow
27 Sept - 28 Sept
Next weekend
2 Oct - 4 Oct
In two weeks
9 Oct - 11 Oct

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Our top choices for Ashland hotels

1. Hotel Vienna

Hotel Vienna
Windham
United States
Paul
NZ$252
includes taxes & fees
1 Oct - 2 Oct
Hotel Vienna

2. Moore's Motel

Moore's Motel
Prattsville
United States
Marika
NZ$229
includes taxes & fees
27 Sept - 28 Sept
Moore's Motel

3. Black Bear Lodge

Black Bear Lodge
Prattsville
United States
Gerald
NZ$284
includes taxes & fees
28 Sept - 29 Sept
Black Bear Lodge

4. The Winwood Condominiums

The Winwood Condominiums
Windham
United States
Abdul
NZ$285
includes taxes & fees
27 Sept - 28 Sept
The Winwood Condominiums

5. The Colonial Motel

The Colonial Motel
Grand Gorge
United States
Eric
NZ$144
includes taxes & fees
28 Sept - 29 Sept
The Colonial Motel

6. Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark
Hunter
United States
Shubhangi
NZ$296
includes taxes & fees
25 Oct - 26 Oct
Hunter Lodge, a Bluebird by Lark

7. Antique Rose Inn Windham

Antique Rose Inn Windham
Windham
United States
David
NZ$257
includes taxes & fees
28 Sept - 29 Sept
Antique Rose Inn Windham

8. Albergo Allegria Hotel

Albergo Allegria Hotel
Windham
United States
Roy
NZ$331
includes taxes & fees
27 Sept - 28 Sept
Albergo Allegria Hotel

9. Jimmy OConnors Windham Mountain Inn

Jimmy OConnors Windham Mountain Inn
Windham
United States
James
NZ$235
includes taxes & fees
27 Oct - 28 Oct
Jimmy OConnors Windham Mountain Inn

10. Mountain Treasure B&B

Mountain Treasure B&B
Maplecrest
United States
Daniel
NZ$317
includes taxes & fees
20 Oct - 21 Oct
Mountain Treasure B&B

11. The Haüs Windham

The Haüs Windham
Windham
United States
Erica
NZ$501
includes taxes & fees
7 Oct - 8 Oct
The Haüs Windham

12. Kaatskill Mountain Club & Condos by Vail Resorts

Kaatskill Mountain Club & Condos by Vail Resorts
Hunter
United States
Nuria
NZ$415
includes taxes & fees
26 Oct - 27 Oct
Kaatskill Mountain Club & Condos by Vail Resorts

13. Eastwind Windham

Eastwind Windham
Windham
United States
Sharon
NZ$555
includes taxes & fees
4 Oct - 5 Oct
Eastwind Windham

14. Wylder Hotel Windham

Wylder Hotel Windham
Windham
United States
Yousung
NZ$580
includes taxes & fees
27 Sept - 28 Sept
Wylder Hotel Windham

15. Shadowcrest

Shadowcrest
Fleischmanns
United States
Midori
NZ$256
includes taxes & fees
27 Sept - 28 Sept
Shadowcrest

16. SunView Motel

SunView Motel
Tannersville
United States
Victoria
NZ$199
includes taxes & fees
1 Oct - 2 Oct
SunView Motel

17. The Wheelhouse Inn

The Wheelhouse Inn
Pine Hill
United States
Allen
NZ$336
includes taxes & fees
16 Oct - 17 Oct
The Wheelhouse Inn

18. Starlite Motel

Starlite Motel
Big Indian
United States
Sarah
NZ$247
includes taxes & fees
28 Sept - 29 Sept
Starlite Motel

19. Hotel Mountain Brook

Hotel Mountain Brook
Tannersville
United States
Kristen
NZ$427
includes taxes & fees
30 Sept - 1 Oct
Hotel Mountain Brook

20. Catskill Seasons Inn

Catskill Seasons Inn
Shandaken
United States
Severn
NZ$316
includes taxes & fees
27 Sept - 28 Sept
Catskill Seasons 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

Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark

8/10 Good
"Just for starters, our room was very very clean and very nice. Lots of room comfortable, bed. I guess some of the problems were with the outside areas. We noticed outside our patio, a pile of cigarette butts and roaches, and some chipping paint that didn’t appear to have been cleaned up for a while. We arrived on a Tuesday afternoon, though the front desk staff were friendly, just didn’t seem to be overly motivated to accommodate new guests. One of the highlights is the outdoor fire pit, which has a really lovely setting. However, the fire pit was filled with trash that appeared to be pill packages and I’m taking a LOT of them! They weren’t cleaned out, just kind of shoved to the side, we had to ask them the next day if they could clean out the fire pit which they did fairly well. Definitely noticed somewhere and tear on the outside such as chipped and peeling paint on these patios and stairways. Overall, a nice day could just use a little facelift!"
Celia 3-night trip
Posted 2 hours ago
Hunter Lodge, a Bluebird by Lark
SunView Motel

SunView Motel

10/10 Excellent
"Exceptionally clean and with terrific refridg, freezer and microwave. Very recently re modelled and hardwood floors!! Bathroom lovely tiles floor and large shower. Good water pressure and soft mountain water. Great room size. Very quiet, busy road only. Highly organized staff to keep things moving well for visitors( regarding keys and internet.) Will stay again and what hillside views!!! Not fancy but so well done. Loved the drive up the 4 mile switch backs to get there. Diner nearby"
Eileen 4-night trip
Posted 1 day ago
SunView Motel
Hotel Vienna

Hotel Vienna

10/10 Excellent
"Very nice property with very nice rooms and great staff. Would definitely recommend!"
Paul 1-night trip
Posted 1 day ago
Hotel Vienna
The Colonial Motel

The Colonial Motel

10/10 Excellent
"Absolutely wonderful place to stay"
Thekla 1-night trip
Posted 2 days ago
The Colonial Motel
Jimmy OConnors Windham Mountain Inn

Jimmy OConnors Windham Mountain Inn

10/10 Excellent
"Cool little spot with the inn at the back of the property and the restaurant at the front. It’s been passed down through the family and I met the owner inside during a quick dinner, down to earth guy. The room is very vey clean and still sporting the original textures and fixtures, real retro feeling, I loved it."
Christopher 2-night trip
Posted 5 days ago
Jimmy OConnors Windham Mountain Inn
Emerson Resort & Spa

Emerson Resort & Spa

10/10 Excellent
"If you are looking for a very peaceful, serene getaway to completely reset, book this place immediately. The quiet, beautiful atmosphere makes it a true sanctuary.The hospitality here is next level. Jackie was incredibly nice and welcoming from start to finish. Jonathan went out of his way to take gorgeous birthday pictures for me the second I asked. The absolute hero of my trip was Kristine, who literally saved me when I found myself stranded in the middle of nowhere!This team protects your peace of mind, I am telling everyone about this gem, and I am definitely coming back to the Emerson!"
Leticia 2-night trip
Posted 5 days ago
Emerson Resort & Spa
Shandaken Inn

Shandaken Inn

8/10 Good
"The hotel staff is very friendly and provides excellent service . The room is clean and comfortable. The breakfast is not really good. The potatoes are too spicy. We asked the waitress if we could change. She rejected directly and didn’t give us any choices. However, when we had the breakfast in second day morning, we required to change too spicy potatoes. The waitress was very nice and helped change to fruit after she talked with supervisor. If the breakfast could give more choices, the hotel would be more attractive."
Paul 2-night trip
Posted 7 days ago
Shandaken Inn
Starlite Motel

Starlite Motel

10/10 Excellent
"Great place to get away for the weekend. Spent our first wedding anniversary here and couldn’t have been happier."
Sean 1-night trip
Posted 7 days ago
Starlite Motel
The Graham & Co.

The Graham & Co.

8/10 Good
"The owners and staff are very friendly. Relaxing atmosphere. We stayed in the deluxe double room. The oven and refrigerator in the room could use some attention and cleaning. Bathroom well stocked but shower was basic. Could use a little refurbishing."
Steven 3-night trip
Posted 9 days ago
The Graham & Co.

More cheap accommodation in Ashland

The Colonial Motel

The Colonial Motel

37283 NY-23 Grand Gorge NY
NZ$144
28 Sept - 29 Sept
includes taxes & fees
9.6/10 Exceptional! (495 reviews)
The Colonial Motel
SunView Motel

SunView Motel

5844 Main St Tannersville NY
NZ$199
1 Oct - 2 Oct
includes taxes & fees
8.6/10 Excellent! (618 reviews)
SunView Motel
Starlite Motel

Starlite Motel

8722 Route 28 Big Indian NY
NZ$247
28 Sept - 29 Sept
includes taxes & fees
9.2/10 Wonderful! (314 reviews)
Starlite Motel
Phoenicia Lodge

Phoenicia Lodge

5987 New York 28 Phoenicia NY
NZ$342
27 Sept - 28 Sept
includes taxes & fees
9/10 Wonderful! (67 reviews)
Phoenicia Lodge
Kaatskill Mountain Club & Condos by Vail Resorts

Kaatskill Mountain Club & Condos by Vail Resorts

61 LIFTSIDE DR Hunter NY
NZ$415
26 Oct - 27 Oct
includes taxes & fees
Kaatskill Mountain Club & Condos by Vail Resorts
The Perch Hotel

The Perch Hotel

7604 NY-23 East Windham NY
NZ$582
22 Oct - 23 Oct
includes taxes & fees
The Perch Hotel

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$144 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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