Ashland Hotel & Accommodation Deals 2026 from AU$116 - Compare prices by date

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Go beyond your typical stay in Ashland

Pet friendly

Apartment

Pool

Condo

Spa pool

Cottage

Family friendly

Cabin

Waterpark

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Ashland hotels

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.

1. Hotel Vienna

Windham

john

AU$203

includes taxes & fees

1 Oct - 2 Oct

A swimming pool with lounge chairs and potted plants.

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

A two-story building with a large front porch, a chimney, and a balcony.

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

2. Moore's Motel

Prattsville

Cory

AU$184

includes taxes & fees

26 Sept - 27 Sept

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 white colonial-style building with green shutters, a porch with a swing, and hanging flower baskets.

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

3. The Colonial Motel

Grand Gorge

Eric

AU$116

includes taxes & fees

30 Sept - 1 Oct

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.

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

Two white Adirondack chairs in a forest with fallen leaves.

4. Black Bear Lodge

Prattsville

Gerald

AU$229

includes taxes & fees

27 Sept - 28 Sept

A bar area with wooden stools, a stone wall, and a view of the outdoor seating area.

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.

A modern living room with a large window, a blue sofa, a wooden coffee table, and a rustic wooden wall.

5. Hunter Lodge, a Bluebird by Lark

Hunter

Shubhangi

AU$238

includes taxes & fees

25 Oct - 26 Oct

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

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

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 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.

6. The Winwood Condominiums

Windham

Abdul

AU$229

includes taxes & fees

27 Sept - 28 Sept

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

A garden with blooming pink flowers and green grass.

A covered outdoor seating area with wicker chairs and a table, surrounded by white railings and hanging planters.

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

7. Antique Rose Inn Windham

Windham

David

AU$207

includes taxes & fees

1 Oct - 2 Oct

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

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

A pool table with balls and a cue stick.

8. Jimmy OConnors Windham Mountain Inn

Windham

James

AU$201

includes taxes & fees

30 Sept - 1 Oct

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

A room with a wooden wardrobe, a bed, a nightstand, a lamp, and a fireplace.

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

A building with a porch and outdoor seating area.

9. Albergo Allegria Hotel

Windham

Roy

AU$267

includes taxes & fees

1 Oct - 2 Oct

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

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

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

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

10. The Haüs Windham

Windham

Erica

AU$404

includes taxes & fees

7 Oct - 8 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 vintage car parked in front of a house surrounded by trees.

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

11. Mountain Treasure B&B

Maplecrest

Daniel

AU$256

includes taxes & fees

20 Oct - 21 Oct

A multi-story building with outdoor seating and a stone-paved patio.

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

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.

12. Kaatskill Mountain Club & Condos by Vail Resorts

Hunter

Nuria

AU$335

includes taxes & fees

26 Oct - 27 Oct

13. The Wheelhouse Inn

Pine Hill

Allen

AU$270

includes taxes & fees

3 Oct - 4 Oct

A wooden cabin with a triangular roof, a wooden door, and a bench outside.

A wooden cabin with a balcony, surrounded by snow-covered trees.

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

A triangular wooden room with a bed and pillows, a window, and a view of a forested hill.

14. Eastwind Windham

Windham

Sharon

AU$416

includes taxes & fees

1 Oct - 2 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 bathroom with three sinks, a trash can, and a chair.

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

15. SunView Motel

Tannersville

Victoria

AU$161

includes taxes & fees

1 Oct - 2 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.

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

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

16. Wylder Hotel Windham

Windham

Yousung

AU$468

includes taxes & fees

27 Sept - 28 Sept

A large, white, two-story house with a turret and a wrap-around porch, surrounded by lush greenery.

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

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.

17. Shadowcrest

Fleischmanns

Margo

AU$190

includes taxes & fees

27 Sept - 28 Sept

A modern kitchen with a central island, a dining area with a sofa, and a large window with a view of the outdoors.

A covered outdoor seating area with picnic tables and umbrellas, surrounded by a forest.

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.

18. Starlite Motel

Big Indian

Sarah

AU$199

includes taxes & fees

28 Sept - 29 Sept

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

A wooden-paneled bedroom with a bed, bedside tables, and a hanging light fixture.

A wooden deck with a table and chairs, a glass door leading to a room with a dresser and a lamp.

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

19. Hotel Mountain Brook

Tannersville

Kristen

AU$345

includes taxes & fees

30 Sept - 1 Oct

A breakfast table with a painting of a barn, bowls of fruit, pastries, and a toaster.

A two-story house with a stone fireplace, two Adirondack chairs, and a snow-covered lawn.

A stone building with a chimney, a pool, and a sign for Shandaken Inn.

A bar area with wooden paneling, a central arch, and multiple liquor bottles.

20. Shandaken Inn

Shandaken

Karina

AU$329

includes taxes & fees

27 Sept - 28 Sept

View all properties

Save an average of 15% on thousands of hotels when you're signed in

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

Urban Cowboy Lodge

10/10 Excellent

"A fabulous establishment, lots to do on site!"

The Colonial Motel

10/10 Excellent

"Absolutely wonderful place to stay"

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!!"

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!"

SunView Motel

8/10 Good

"Quiet and comfortable! We would definitely stay here again."

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."

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."