𝗧𝗢𝗣 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Ashland from RM399 (2026) - Fully Refundable Options

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Our top choices for Ashland hotels

A swimming pool with lounge chairs and potted plants.

A hotel room with two beds, a desk, a chair, and a TV on a stand.

A wooden bed with a floral bedspread, a small table with a vase, and a poster on the wall.

A two-story motel with a central staircase, balconies, and a grassy front yard.

1. Moore's Motel

Prattsville

Marika

RM489

RM528 total

includes taxes & fees

29 Sept - 30 Sept

A log cabin with a deck, outdoor seating, and a view of a forest.

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 woman in a black swimsuit stepping out of a pool into a room with wooden ceiling beams, large windows, and wooden lounge chairs.

A wooden covered bridge in a forested area with a paved path leading to it.

2. Hotel Vienna

Windham

Paul

RM473

RM581 total

includes taxes & fees

1 Oct - 2 Oct

A covered porch with outdoor seating, a staircase, and potted plants.

A swimming pool with a fenced deck, lounge chairs, and umbrellas.

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 sign for The Colonial Motel with a green and white color scheme, surrounded by lush greenery and flowering trees.

3. The Colonial Motel

Grand Gorge

Eric

RM363

RM399 total

includes taxes & fees

29 Sept - 30 Sept

A two-story building with a balcony, surrounded by well-maintained lawns and trees.

A view from a room with a glass door onto an outdoor patio. The patio has a metal table and two chairs, a small pumpkin decoration, and a metal fence.

A compact living space with a kitchen, dining area, and seating.

A kitchen with a central island, a black refrigerator, pendant lights, and a view through large windows.

4. The Winwood Condominiums

Windham

Abdul

RM608

RM657 total

includes taxes & fees

29 Sept - 30 Sept

A river flowing through a forested area with rocks and autumn-colored trees.

A wooden sign for Black Bear Lodge with a phone number.

A dining area with a wooden table and a single green chair.

A front door with a WiFi sign, a Christmas wreath, and a bear statue.

5. Black Bear Lodge

Prattsville

Gerald

RM607

RM656 total

includes taxes & fees

30 Sept - 1 Oct

A large, multi-story house with a wrap-around porch and a small tower-like structure on the roof.

A wooden staircase leading to a second floor, a red sofa with floral cushions, and a wooden floor.

A dining room with a wooden table, chairs, a chandelier, and a vase of flowers.

A garden with blooming pink flowers and green grass.

6. Antique Rose Inn Windham

Windham

David

RM550

RM594 total

includes taxes & fees

29 Sept - 30 Sept

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 bedroom with a large window offering a view of a forested mountain.

A cozy lounge area with a sofa, armchairs, a coffee table, and a bookshelf.

7. Hunter Lodge, a Bluebird by Lark

Hunter

Shubhangi

RM596

RM731 total

includes taxes & fees

26 Oct - 27 Oct

A large, two-story house with multiple porches and string lights.

A grassy field with a wooden structure overhead, possibly a gazebo or pavilion.

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.

8. Albergo Allegria Hotel

Windham

Roy

RM708

RM764 total

includes taxes & fees

29 Sept - 30 Sept

A rustic stone building with a sign for Windham Mountain Inn, surrounded by autumn foliage.

A wooden room with a bed, a nightstand with a lamp, and a wall with tree decorations.

A bar with wooden chairs, a bar counter, and various bottles and glasses.

9. Jimmy OConnors Windham Mountain Inn

Windham

James

RM544

RM588 total

includes taxes & fees

30 Sept - 1 Oct

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 round wooden table with a hanging light fixture, surrounded by four stools, set against a backdrop of a large window with a view of trees and a wooden deck.

A bar area with wooden beams, a bar counter, and four bar stools.

10. Eastwind Windham

Windham

Sharon

RM1,011

RM1,216 total

includes taxes & fees

4 Oct - 5 Oct

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 large hotel with multiple floors, a parking lot, and a mountainous backdrop.

A cozy cabin interior with a wooden ceiling, two sofas, a coffee table, a fireplace, and a television.

11. Kaatskill Mountain Club & Condos by Vail Resorts

Hunter

Nuria

RM803

RM957 total

includes taxes & fees

27 Oct - 28 Oct

A park with Adirondack chairs and a table, surrounded by trees.

A dining table set with breakfast items, a red mug, and a glass of orange juice.

A well-lit hallway with a wooden staircase, a decorative vase, and a dining area with a table and chairs.

A lamp post in a grassy area with autumn foliage in the background.

12. Mountain Treasure B&B

Maplecrest

Daniel

RM676

RM730 total

includes taxes & fees

20 Oct - 21 Oct

A large, white, multi-story building with a central courtyard, surrounded by lush greenery and a hilly landscape.

A room with two blue armchairs, a small round table, a lamp, and a large window with curtains.

A restaurant setting with neatly arranged tables, each with a menu, plates, and glasses.

Outdoor seating with tables and chairs, a fire pit, and a wooden bridge in a park setting.

13. Wylder Hotel Windham

Windham

Yousung

RM1,091

RM1,382 total

includes taxes & fees

29 Oct - 30 Oct

A bedroom with a large window, a bed, and a view of a forest.

A spacious living room with a stone fireplace, wooden staircase, and modern furniture.

A wooden cabin with a door, surrounded by greenery and a stone pathway.

A large, multi-story wooden house with a snow-covered roof and several lit windows, surrounded by bare trees and snow.

14. The Haüs Windham

Windham

Erica

RM503

RM1,155 total

includes taxes & fees

7 Oct - 8 Oct

A room with two beds, wooden headboards, a red accent wall, and wooden flooring.

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 park with picnic tables and chairs, a tall cylindrical structure, and autumn-colored trees.

A bathroom with three sinks, a trash can, and a chair.

15. SunView Motel

Tannersville

Victoria

RM425

RM459 total

includes taxes & fees

1 Oct - 2 Oct

16. Windham NY Escape

Hensonville

Miguel

RM1,748

RM2,209 total

includes taxes & fees

30 Sept - 1 Oct

A large, two-story house with a prominent chimney, surrounded by lush greenery and a well-maintained lawn.

A bedroom with a fireplace, a wooden ceiling, and a view of the outdoors.

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.

17. Hotel Mountain Brook

Tannersville

Kristen

RM913

RM986 total

includes taxes & fees

30 Sept - 1 Oct

18. The Wheelhouse Inn

Pine Hill

Allen

A large, multi-story house with a prominent tower, surrounded by a well-maintained lawn and trees.

A dining area with wooden furniture, a stained glass window, and a cabinet with glass doors.

A pathway lined with trees and illuminated string lights, leading to a building with a visible entrance.

A richly decorated living room with a sofa, a coffee table, and a colorful stained glass lamp.

19. Fairlawn Inn

Hunter

Rachel

RM1,055

RM1,140 total

includes taxes & fees

4 Oct - 5 Oct

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 room with a curved wooden ceiling, large windows with wooden frames, two upholstered armchairs, a round table, and a potted plant.

20. Shadowcrest

Fleischmanns

David

RM538

RM592 total

includes taxes & fees

5 Oct - 6 Oct

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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

Hunter Lodge, a Bluebird by Lark

8/10 Good

"Great location, friendly staff. Very large rooms but felt a bit musty being that we were on the lower level. The hallway was extremely dark at night, almost hard to see."

Kaatskill Mountain Club & Condos by Vail Resorts

10/10 Excellent

"Nice Resort. Helpful friendly staff. Heated pool and 2 hot tubs. Nice workout room. Restaurant with bar had good food and drinks. Wish they would have been open for lunch. Studio had had a decent amount of room with nice views. It had a mini fridge but was lacking a microwave. Resort lacked a good breakfast option. But overall it was a very nice experience"

The Colonial Motel

10/10 Excellent

"Second time staying and they were a good as they were the first time."

Hotel Mountain Brook

10/10 Excellent

"Fabulous hotel to stay at in the Catskills. Very near to all the different villages in the mountains. The hotel is Beautifully appointed and our cabin, (rose) was fabulous. Breakfast was continental with a different hot dish served daily along with freshly baked pastries. Delicious! Kudos to the mgr Chloe and her team"

Hotel Vienna

10/10 Excellent

"Very nice property with very nice rooms and great staff. Would definitely recommend!"

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."

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!"

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."

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."

More cheap stays in Ashland

The Colonial Motel

37283 NY-23 Grand Gorge NY

RM363

RM399 total

29 Sept - 30 Sept

includes taxes & fees

9.6/10 Exceptional! (496 reviews)

SunView Motel

5844 Main St Tannersville NY

RM425

RM459 total

1 Oct - 2 Oct

includes taxes & fees

Starlite Motel

8722 Route 28 Big Indian NY

RM509

RM570 total

29 Sept - 30 Sept

includes taxes & fees

9.2/10 Wonderful! (314 reviews)

Phoenicia Lodge

5987 New York 28 Phoenicia NY

RM705

RM789 total

29 Sept - 30 Sept

includes taxes & fees

9/10 Wonderful! (67 reviews)

Kaatskill Mountain Club & Condos by Vail Resorts

61 LIFTSIDE DR Hunter NY

RM803

RM957 total

27 Oct - 28 Oct

includes taxes & fees

9.2/10 Wonderful! (430 reviews)

The Perch Hotel

7604 NY-23 East Windham NY

RM1,048

RM1,132 total

29 Oct - 30 Oct

includes taxes & fees

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.

Ashland hotels from RM399

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Ashland

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Ashland hotels

1. Moore's Motel

2. Hotel Vienna

3. The Colonial Motel

4. The Winwood Condominiums

5. Black Bear Lodge

6. Antique Rose Inn Windham

7. Hunter Lodge, a Bluebird by Lark

8. Albergo Allegria Hotel

9. Jimmy OConnors Windham Mountain Inn

10. Eastwind Windham

11. Kaatskill Mountain Club & Condos by Vail Resorts

12. Mountain Treasure B&B

13. Wylder Hotel Windham

14. The Haüs Windham

15. SunView Motel

16. Windham NY Escape

17. Hotel Mountain Brook

18. The Wheelhouse Inn

19. Fairlawn Inn

20. Shadowcrest

Stay near popular Ashland attractions

Ashland Town Hall

Top Ashland Hotel Reviews

Hunter Lodge, a Bluebird by Lark

Kaatskill Mountain Club & Condos by Vail Resorts

The Colonial Motel

Hotel Mountain Brook

Hotel Vienna

Jimmy OConnors Windham Mountain Inn

Emerson Resort & Spa

Shandaken Inn

Starlite Motel

More cheap stays in Ashland

The Colonial Motel

SunView Motel

Starlite Motel

Phoenicia Lodge

Kaatskill Mountain Club & Condos by Vail Resorts

The Perch Hotel

Frequently asked questions

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