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25 Sept - 26 Sept
Tomorrow
26 Sept - 27 Sept
This weekend
25 Sept - 27 Sept
Next weekend
2 Oct - 4 Oct

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Our top choices for Ashland hotels

A log cabin with a deck, outdoor seating, and a view of a forest.
A wooden covered bridge in a forested area with a paved path leading to it.
A cozy cabin interior with a stone fireplace, wooden walls, a dining area with a red and black checkered tablecloth, and a television mounted above the fireplace.
A modern building with large glass doors, a staircase leading up to the entrance, and a potted plant beside the door.

1. Hotel Vienna

Hotel Vienna
Windham
United States
john
Rp2.080.048
Rp2.556.040 total
includes taxes & fees
1 Oct - 2 Oct
Hotel Vienna
A swimming pool with lounge chairs and potted plants.
A two-story motel with a central staircase, balconies, and a grassy front yard.
A wooden bed with a floral bedspread, a small table with a vase, and a poster on the wall.
A hotel room with two beds, a desk, a chair, and a TV on a stand.

2. Moore's Motel

Moore's Motel
Prattsville
United States
Cory
Rp2.138.160
Rp2.309.213 total
includes taxes & fees
30 Sept - 1 Oct
Moore's Motel
A bar area with wooden stools, a stone wall, and a view of the outdoor seating area.
A circular fire pit with chairs around it, set on a grassy area with a wooden fence and trees in the background.
A cozy lounge area with a sofa, armchairs, a coffee table, and a bookshelf.
A bedroom with a large window offering a view of a forested mountain.

3. Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark
Hunter
United States
Shubhangi
Rp2.421.347
Rp3.002.041 total
includes taxes & fees
25 Oct - 26 Oct
Hunter Lodge, a Bluebird by Lark
A covered porch with outdoor seating, a staircase, and potted plants.
A cozy room with a white sofa, a wooden table with a lamp, and a chair with a patterned cushion. There's a reception desk with a computer and a sign that says "Welcome".
A swimming pool with a fenced deck, lounge chairs, and umbrellas.
A white colonial-style building with green shutters, a porch with a swing, and hanging flower baskets.

4. The Colonial Motel

The Colonial Motel
Grand Gorge
United States
Eric
Rp1.587.584
Rp1.746.164 total
includes taxes & fees
7 Oct - 8 Oct
The Colonial Motel
A two-story building with a balcony, surrounded by well-maintained lawns and trees.
A dining area with wooden chairs and a table, a kitchen with a window and a blackboard, and a staircase leading to another level.
A kitchen with a central island, a black refrigerator, pendant lights, and a view through large windows.
A compact living space with a kitchen, dining area, and seating.

5. The Winwood Condominiums

The Winwood Condominiums
Windham
United States
Abdul
Rp2.673.963
Rp2.887.880 total
includes taxes & fees
27 Sept - 28 Sept
The Winwood Condominiums
A room with two beds, wooden headboards, a red accent wall, and wooden flooring.
A large tree in a grassy area with a small white building in the background.
A hallway with a wooden door leading to a bathroom, a blue couch with a cushion, and a kitchen area with cabinets and a sink.
A bathroom with three sinks, a trash can, and a chair.

6. SunView Motel

SunView Motel
Tannersville
United States
Victoria
Rp1.867.743
Rp2.017.162 total
includes taxes & fees
1 Oct - 2 Oct
SunView Motel
A large, two-story house with multiple porches and string lights.
A building with a porch and outdoor seating area.
A room with a wooden floor, a chair, a lamp, and a view through a window with a decorative frame.
A grassy field with a wooden structure overhead, possibly a gazebo or pavilion.

7. Albergo Allegria Hotel

Albergo Allegria Hotel
Windham
United States
Roy
Rp3.095.878
Rp3.343.548 total
includes taxes & fees
4 Oct - 5 Oct
Albergo Allegria Hotel
A multi-story building with outdoor seating and a stone-paved patio.
A multi-story hotel with a swimming pool, balconies, and outdoor seating areas.
A cozy lounge area with leather sofas, a fireplace, and a large window overlooking a garden.
A cozy cabin interior with a wooden ceiling, two sofas, a coffee table, a fireplace, and a television.

8. Kaatskill Mountain Club & Condos by Vail Resorts

Kaatskill Mountain Club & Condos by Vail Resorts
Hunter
United States
Nuria
Rp3.521.371
Rp4.193.466 total
includes taxes & fees
29 Sept - 30 Sept
Kaatskill Mountain Club & Condos by Vail Resorts
A large, multi-story house with a wrap-around porch and a small tower-like structure on the roof.
A dining room with a wooden table, chairs, a chandelier, and a vase of flowers.
A garden with blooming pink flowers and green grass.
A wooden staircase leading to a second floor, a red sofa with floral cushions, and a wooden floor.

9. Antique Rose Inn Windham

Antique Rose Inn Windham
Windham
United States
David
Rp2.405.430
Rp2.597.864 total
includes taxes & fees
29 Sept - 30 Sept
Antique Rose Inn Windham
A modern kitchen with a central island, a dining area with a sofa, and a large window with a view of the outdoors.
A reception desk with a mirror, potted plants, a welcome sign, and a bench with patterned cushions.
A modern kitchen with dark cabinets, a brick backsplash, and a central island.
A person walking towards a yellow door with stone walls and a bench to the left.

10. Starlite Motel

Starlite Motel
Big Indian
United States
Sarah
Rp2.239.500
Rp2.508.240 total
includes taxes & fees
28 Sept - 29 Sept
Starlite Motel
A rustic stone building with a sign for Windham Mountain Inn, surrounded by autumn foliage.
A glass of beer with a logo on it, placed on a straw surface.
A pool table with balls and a cue stick.
A bar with wooden chairs, a bar counter, and various bottles and glasses.

11. Jimmy OConnors Windham Mountain Inn

Jimmy OConnors Windham Mountain Inn
Windham
United States
James
Rp2.394.473
Rp2.586.031 total
includes taxes & fees
28 Sept - 29 Sept
Jimmy OConnors Windham Mountain Inn
A large, two-story house with a prominent chimney, surrounded by lush greenery and a well-maintained lawn.
A wooden deck with a table and chairs, a glass door leading to a room with a dresser and a lamp.
A wooden-paneled bedroom with a bed, bedside tables, and a hanging light fixture.
A modern hotel lobby with a wooden floor, a reception desk, two patterned armchairs, a chandelier, and a view of the outdoors through a glass door.

12. Hotel Mountain Brook

Hotel Mountain Brook
Tannersville
United States
Kristen
Rp4.013.184
Rp4.334.239 total
includes taxes & fees
30 Sept - 1 Oct
Hotel Mountain Brook
A wooden cabin with a triangular roof, a wooden door, and a bench outside.
A triangular wooden room with a bed and pillows, a window, and a view of a forested hill.
A bar area with wooden beams, a bar counter, and four bar stools.
A wooden cabin with a balcony, surrounded by snow-covered trees.

13. Eastwind Windham

Eastwind Windham
Windham
United States
Sharon
Rp4.448.184
Rp5.346.672 total
includes taxes & fees
27 Sept - 28 Sept
Eastwind Windham

14. The Wheelhouse Inn

The Wheelhouse Inn
Pine Hill
United States
Allen
Rp3.045.720
Rp3.411.206 total
includes taxes & fees
26 Sept - 27 Sept
The Wheelhouse Inn
A living room with a fireplace, a television, a sofa, and a coffee table.
An aerial view of a motel with a long, single-story building, a parking lot, and a road in the foreground.
A wooden desk with a brochure, a lamp, and a mirror reflecting a bed and a ceiling fan.
A spacious living room with a blue sofa, a red chair, a wooden desk, and a dining table with white chairs.

15. Margaretville Motel

Margaretville Motel
Margaretville
United States
Dianna
Rp1.514.530
Rp1.951.071 total
includes taxes & fees
30 Sept - 1 Oct
Margaretville Motel
A river flowing through a forested area with rocks and autumn-colored trees.
A dining area with a wooden table and a single green chair.
Two white Adirondack chairs in a forest with fallen leaves.
A front door with a WiFi sign, a Christmas wreath, and a bear statue.

16. Black Bear Lodge

Black Bear Lodge
Prattsville
United States
Gerald
Rp2.669.484
Rp2.883.043 total
includes taxes & fees
28 Sept - 29 Sept
Black Bear Lodge
A large, white, two-story house with a turret and a wrap-around porch, surrounded by lush greenery.
A modern bathroom with a glass sink, wooden vanity, and a large mirror.
A hotel room with a bed, white curtains, and wall-mounted light fixtures.
A bathroom with a blue-tiled shower enclosure, a shelf with toiletries, and a handheld showerhead.

17. Shadowcrest

Shadowcrest
Fleischmanns
United States
Margo
Rp2.364.912
Rp2.601.403 total
includes taxes & fees
27 Sept - 28 Sept
Shadowcrest
A large, white, multi-story building with a central courtyard, surrounded by lush greenery and a hilly landscape.
Outdoor seating with tables and chairs, a fire pit, and a wooden bridge in a park setting.
A room with two blue armchairs, a small round table, a lamp, and a large window with curtains.
A swimming pool with lounge chairs and umbrellas, a wooden fence, and a backdrop of a hill with trees.

18. Wylder Hotel Windham

Wylder Hotel Windham
Windham
United States
Yousung
Rp4.616.109
Rp5.881.197 total
includes taxes & fees
27 Sept - 28 Sept
Wylder Hotel Windham
A dining area with a stone fireplace, wooden beams, and large windows.
A hammock between trees, a red cabin, and a blue chair in a wooded area.
A spacious living room with a stone fireplace, wooden beams, and large windows.

19. Phoenicia Lodge

Phoenicia Lodge
Phoenicia
United States
Thomas
Rp3.099.826
Rp3.471.762 total
includes taxes & fees
27 Sept - 28 Sept
Phoenicia Lodge
A compact kitchen with a central island, a microwave, a stove, a refrigerator, and a cabinet with glass doors.
A building facade with a dark exterior, a window with blinds, a small porch with a railing, and flower planters on the porch.
A modern living room with a fireplace, a sofa, a glass coffee table, and a television mounted on the wall.
A two-story building with a balcony, surrounded by dense forest.

20. Catskill Seasons Inn

Catskill Seasons Inn
Shandaken
United States
Severn
Rp2.866.560
Rp3.210.547 total
includes taxes & fees
26 Sept - 27 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

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 4 hours 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 6 hours ago
Hotel Vienna
Urban Cowboy Lodge

Urban Cowboy Lodge

10/10 Excellent
"A fabulous establishment, lots to do on site!"
Karcynn 2-night trip
Posted 1 day ago
Urban Cowboy Lodge
The Colonial Motel

The Colonial Motel

10/10 Excellent
"Absolutely wonderful place to stay"
Thekla 1-night trip
Posted 1 day ago
The Colonial Motel
Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark

10/10 Excellent
"I love how rustic the decor is, the dog friendly policy was my ultimate favorite. My puppy, boyfriend and I had a marvelous time and stay. The staff was wonderful helped me with trails, the restaurant food was delightful and so was the bar. Will be coming back!!"
Amy 2-night trip
Posted 2 days ago
Hunter Lodge, a Bluebird by Lark
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 4 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 4 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 6 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 6 days ago
Starlite Motel

More cheap stays in Ashland

The Colonial Motel

The Colonial Motel

37283 NY-23 Grand Gorge NY
Rp1.587.584
Rp1.746.164 total
7 Oct - 8 Oct
includes taxes & fees
9.6/10 Exceptional! (495 reviews)
The Colonial Motel
SunView Motel

SunView Motel

5844 Main St Tannersville NY
Rp1.867.743
Rp2.017.162 total
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
Rp2.239.500
Rp2.508.240 total
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
Rp3.099.826
Rp3.471.762 total
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
Rp3.521.371
Rp4.193.466 total
29 Sept - 30 Sept
includes taxes & fees
9.2/10 Wonderful! (428 reviews)
Kaatskill Mountain Club & Condos by Vail Resorts
The Perch Hotel

The Perch Hotel

7604 NY-23 East Windham NY
Rp5.472.173
Rp5.909.947 total
22 Oct - 23 Oct
includes taxes & fees
The Perch Hotel

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 Hotel Vienna. 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 a snack bar/deli. Hotel Vienna and Kaatskill Mountain Club & Condos by Vail Resorts 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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