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Oct 26 - Oct 27
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Oct 27 - Oct 28
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Oct 30 - Nov 1
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Our top choices for Ashley Falls hotels

A spacious hotel lobby with high ceilings, large windows, and a central seating area with a chandelier.
A cozy library with bookshelves, a fireplace, and comfortable seating.
A cozy library with bookshelves, a sofa, a coffee table, and a large window with a view of trees.
An outdoor seating area with a sofa, chairs, and tables, and a building with large windows and a door labeled "Hotel Entrance".

1. Berkshires Untold

Berkshires Untold
Lenox
United States
Madhavi R
$133 nightly
$149 total
Nov 3 - Nov 4
Total with taxes and fees
Berkshires Untold
Exterior
An indoor swimming pool with a high ceiling, multiple windows, and seating areas.
A spacious lobby with a fireplace, seating area, and a bar.
A garden with wooden Adirondack chairs and a stone pathway.

2. Berkshire Mountain Lodge

Berkshire Mountain Lodge
Pittsfield
United States
Michael
$115 nightly
$128 total
Nov 24 - Nov 25
Total with taxes and fees
Berkshire Mountain Lodge
A tranquil stream with rocks and trees, a building with balconies and a red railing, and a clear sky.
A living room with a sofa, armchair, coffee table, and a patterned rug.
A hotel room with a large bed, a bathroom with a bathtub, a vanity with a mirror, and a window with curtains.
A multi-story building with a balcony, a pond with rocks, and a tree.

3. Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires

Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
South Lee
United States
Michael
$135 nightly
$150 total
Oct 29 - Oct 30
Total with taxes and fees
Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
A large, multi-story building with a swimming pool, surrounded by dense greenery and trees.
A brick pathway lined with autumn foliage and pumpkins, leading to a white building with a porch decorated with hanging flowers.
A bar with wooden floors and shelves filled with bottles.
A covered porch with wicker furniture and hanging flower baskets.

4. The Red Lion Inn

The Red Lion Inn
Stockbridge
United States
Mallory
$191 nightly
$214 total
Nov 10 - Nov 11
Total with taxes and fees
The Red Lion Inn
A spacious indoor area with a reception desk, multiple seating arrangements, and a view of the outdoors through large windows.
A hotel reception area with framed artwork, a coffee machine, and a sign indicating 'Quality by Choice Hotels'.
A hotel room with a wooden desk, a television, a mirror, and a bathroom visible through an open door.
A Quality Inn sign, a brick building, and a parking lot with cars.

5. Quality Inn Great Barrington

Quality Inn Great Barrington
Downtown Great Barrington
United States
Lynne
$75 nightly
$84 total
Nov 22 - Nov 23
Total with taxes and fees
Quality Inn Great Barrington
A hotel with a covered entrance, a registration desk, and a parking area.
Two Adirondack chairs facing a river with a forested hill in the background.
A cozy room with a wooden desk, a chair with a blanket, a fireplace with a fire, a mirror, and a poster on the wall.
A modern bathroom with a freestanding bathtub, a fireplace, and two framed posters on the wall.

6. The Yankee Inn

The Yankee Inn
Lenox
United States
Basil
$105 nightly
$117 total
Nov 1 - Nov 2
Total with taxes and fees
The Yankee Inn
A sign for 'The Logust Tree Bed & Breakfast' with a contact number.
A two-story building with a flat roof, solar panels, and a small patio area.
A covered porch with white railings and rocking chairs.
A bedroom with a wooden bed, two bedside tables, a window with curtains, and a radiator.

7. Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
East Canaan
United States
Daniel
$105 nightly
$121 total
Oct 27 - Oct 28
Total with taxes and fees
Locust Tree Bed and Breakfast LLC
A wooden deck with a swing chair and a bench overlooking a lake.
A modern hotel room with a bed, sofa, leather chair, and a small table.
A lakeside deck with Adirondack chairs, a canoe, and a wooden railing.
A modern bar area with a counter, bar stools, and a variety of bottles.

8. Interlaken Inn & Resort

Interlaken Inn & Resort
Lakeville
United States
mary
$266 nightly
$306 total
Nov 26 - Nov 27
Total with taxes and fees
Interlaken Inn & Resort
Interior detail
A bedroom with a large bed, a dresser, a chair, and a mirror.
A sign for 'Wilder House' with a maple leaf logo, established in 2023, and a date of 2023.
A room with a wooden floor, two red armchairs, a small table, and a window with a view of trees.

9. Wilder House Berkshires

Wilder House Berkshires
Sheffield
United States
Liliana
$170 nightly
$190 total
Nov 1 - Nov 2
Total with taxes and fees
Wilder House Berkshires
A lakeside setting with Adirondack chairs and a covered seating area, surrounded by trees and hills in the background.
A lodge with a large building and a dock by a lake, surrounded by forest.
A lakeside dock with kayaks and a covered boat ramp.
A dining area with large windows, wooden furniture, and a view of a lake.

10. The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lee
United States
Gustavo
$109 nightly
$122 total
Nov 22 - Nov 23
Total with taxes and fees
The Black Swan Lee - Lenox, an Ascend Collection Hotel
A rustic interior with wooden tables and chairs, brick walls, and a large wooden beam structure.
A cozy room with a wooden bench, a table with a pitcher, and a sofa with patterned cushions. Large windows with yellow blinds offer a view of greenery outside.
A wooden fire pit surrounded by six Adirondack chairs in a forested area.
A house with a stone patio and wooden stools.

11. Little Cat Lodge

Little Cat Lodge
Copake Falls
United States
Stacy
$149 nightly
$167 total
Nov 24 - Nov 25
Total with taxes and fees
Little Cat Lodge
A cozy living room with a fireplace, leather armchairs, a coffee table with fruit, and a bookshelf.
A dining area with multiple tables set for service, wooden floors, and large windows offering a view of the outdoors.
A room with a fireplace, two striped armchairs, and a floral drape.
A grand hallway with a chandelier, a staircase, and a table with flowers.

12. Blackberry River Inn

Blackberry River Inn
Norfolk
United States
Melanie
$173 nightly
$199 total
Oct 28 - Oct 29
Total with taxes and fees
Blackberry River Inn
A covered porch with wicker furniture, a table with drinks, and potted plants.
A dining area with wicker chairs, a patterned floor, and wall-mounted decorative plates.
A room with patterned wallpaper, a chandelier, a round table with stools, a fireplace, and a large plant.
A large, two-story building with a symmetrical facade, surrounded by well-manicured gardens and hedges.

13. Mayflower Inn & Spa, Auberge Collection

Mayflower Inn & Spa, Auberge Collection
Washington
United States
Angela
$942 nightly
$1,084 total
Nov 2 - Nov 3
Total with taxes and fees
Mayflower Inn & Spa, Auberge Collection
A bedroom with a large bed, a chair, and a window with curtains.
A dining area with yellow chairs and tables, a kitchen in the background, and a clock on the wall.
A framed painting of a white horse on a wooden dresser, a white fireplace with a black mantle, and two green vases with white flowers on the wall.
A covered porch with a dining area, a sofa, and decorative wall art.

14. The White Hart

The White Hart
Salisbury
United States
William
$298 nightly
$343 total
Nov 23 - Nov 24
Total with taxes and fees
The White Hart
A rustic wooden building labeled 'GEDNEY FARM' with a signboard indicating 'SERVING DINNER WED-FRI 5:00-9:00pm'.
A rustic barn-style venue with round tables and chairs, string lights, and a central bar area.
A spacious living room with a fireplace, patterned armchairs, and a staircase leading to an upper level.
An outdoor patio with wooden tables and chairs, surrounded by greenery.

15. Gedney Farm

Gedney Farm
Great Barrington
United States
Terri
Gedney Farm
A dining area with round tables set for two, a fireplace, and a mural on the wall.
A cozy room with a fireplace, wooden walls, a bed with a patterned bedspread, and two wall-mounted lamps.
A room with a leather armchair, a table with a potted plant, a lamp, and a fireplace with decorative elements.
A white two-story house with a front door, windows, and a chimney.

16. The Old Inn On The Green

The Old Inn On The Green
Great Barrington
United States
mary ellen
$319 nightly
$350 total
Nov 1 - Nov 2
Total with taxes and fees
The Old Inn On The Green
A modern living room with grey sofas, a wooden coffee table, a stone fireplace, and a kitchen in the background.
A sign for East Rock Inn with a mountainous logo, surrounded by lush greenery and a gravel path leading to a building.
A hotel room with two beds, a desk, a TV, and a window with curtains.
A grassy outdoor area with four blue Adirondack chairs arranged in a circle.

17. East Rock Inn

East Rock Inn
Great Barrington
United States
Sharon
$135 nightly
$151 total
Nov 25 - Nov 26
Total with taxes and fees
East Rock Inn
An indoor swimming pool with clear water, tiled floors, and a blue wall.
A reception area with a modern design, including a reception desk, a Holiday Inn Express sign, and a refrigerator stocked with beverages.
A modern hotel with a large entrance, multiple floors, and a well-lit facade.
A modern cafe with a counter, seating area, and large windows.

18. Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Pittsfield
United States
Ginger
$95 nightly
$106 total
Nov 24 - Nov 25
Total with taxes and fees
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
A two-story building with a central entrance, a porch with railings, and a sign indicating 'The Berkshire Mountain Inn.'
A room with a fireplace, a bookshelf, a leather armchair, and a patterned rug.
A dining area with a round glass table, wooden chairs, a chandelier, and large windows.
A hallway with striped wallpaper, framed botanical prints, a bench, a table, a staircase, and a console table with lamps.

19. The Berkshire Mountain Inn

The Berkshire Mountain Inn
Great Barrington
United States
Courtney
The Berkshire Mountain Inn
A lakeside cabin with a reflection in the water, surrounded by autumn-colored trees.
A wooden cabin with a staircase leading to a deck, surrounded by trees and a gravel path.
A wooden wall with a white pendant light fixture.
A wooden deck with a dog silhouette against a backdrop of autumn foliage.

20. Prospect Berkshires

Prospect Berkshires
Egremont
United States
Conor
$298 nightly
$333 total
Nov 9 - Nov 10
Total with taxes and fees
Prospect Berkshires
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Stay near popular Ashley Falls attractions

Ashley Falls Woods

You can take time to visit Ashley Falls Woods during your travels to Ashley Falls.
See properties

Top Ashley Falls Hotel Reviews

Quality Inn Great Barrington

Quality Inn Great Barrington

10/10 Excellent
"We love staying at this hotel every fall. It is in an easy access location with plenty of parking and very clean. The staff are very friendly and the breakfast is fantastic. We’ll be back!!"
Patricia 2-night trip
Posted 3 hours ago
Quality Inn Great Barrington
Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires

Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires

10/10 Excellent
"Really excellent spot for families. Loved having a townhouse to spread out and good kitchenette. Amenities were great and helped get little kids energy out."
Karen 3-night trip
Posted 5 hours ago
Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

8/10 Good
"After having been away from The Black Swan Inn since the 1980’s, I was happy to see the hotel is being maintained and cared for. The lakeside views are beautiful (even though I had to pay an up charge to get this side upon check in). The room was large. My only wish regarding the bedding, is that the pillows weren’t so hard and stiff. Balconies need a little maintenance. A staff member, “Rocky”, was especially nice to be greeted by in the breakfast room on the morning we left. Thank you."
Stephanie 2-night trip
Posted 8 hours ago
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Monument Mountain Motel

Monument Mountain Motel

8/10 Good
"It was a decent place to stay. I’m a light sleeper, and there wasn’t a lot of outside noise (Sat-Sunday). Good natural light in the morning from the windows. My guest said the pillows were comfortable. I always bring my own pillow."
Kurt 1-night trip
Posted 8 hours ago
Monument Mountain Motel
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

10/10 Excellent
"We were very pleased with our experience here. Room was super clean and included a mini fridge and microwave. The mini fridge was much needed for storing milk as we were traveling with an 8 month old. We forgot the sheet for our pack and play and the staff was helpful in providing us with one. The black out curtains were very effective and helped get baby ready for his nap. Breakfast was solid. We had lots and bags and baby things resulting in my husband making multiple trips between lobby and room. One thing that would have made our stay better is help with our luggage upon arrival. In any case, we look forward to staying here again!"
Patience 1-night trip
Posted 1 day ago
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South

10/10 Excellent
"A"
Shenaz 1-night trip
Posted 2 days ago
Quality Inn Lee - Lenox South
The Little Lion

The Little Lion

10/10 Excellent
"Everything I needed in a motel and for a very reasonable price. I especially like the lack of check in, check out and room keys because it's remotely operated. I would gladly stay again."
Morganne 2-night trip
Posted 3 days ago
The Little Lion
The Ponds at Foxhollow

The Ponds at Foxhollow

8/10 Good
"We were amazed of the space of the villa and plenty of parking, staff handled our check-in with professionalism and how the property was well maintained beautifully."
albert 2-night trip
Posted 7 days ago
The Ponds at Foxhollow
The Millerton Inn

The Millerton Inn

10/10 Excellent
"Very charming Inn right in the heart of beautiful Millerton."
Ellen 1-night trip
Posted 2 weeks ago
The Millerton Inn

More cheap stays in Ashley Falls

Monument Mountain Motel

Monument Mountain Motel

247 Stockbridge Rd Great Barrington MA
$67 nightly
$74 total
Nov 1 - Nov 2
Total with taxes and fees
8.8/10 Excellent! (930 reviews)
Monument Mountain Motel
Quality Inn Great Barrington

Quality Inn Great Barrington

372 Main Street Great Barrington MA
$75 nightly
$84 total
Nov 22 - Nov 23
Total with taxes and fees
8.6/10 Excellent! (1,007 reviews)
Quality Inn Great Barrington
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG

415 Stockbridge Rd Great Barrington MA
$90 nightly
$101 total
Nov 12 - Nov 13
Total with taxes and fees
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South

170 Housatonic Street Lee MA
$93 nightly
$103 total
Nov 15 - Nov 16
Total with taxes and fees
8.6/10 Excellent! (1,005 reviews)
Quality Inn Lee - Lenox South
Americas Best Value Inn Torrington CT

Americas Best Value Inn Torrington CT

395 Winsted Rd Torrington CT
$150 nightly
$172 total
Oct 27 - Oct 28
Total with taxes and fees
5.6/10 (831 reviews)
Americas Best Value Inn Torrington CT
the Alander

the Alander

7519 NY-22 Copake NY
$165 nightly
$185 total
Nov 13 - Nov 14
Total with taxes and fees
the Alander

Hotels in Ashley Falls with star-rating

Frequently asked questions

What is the best area to stay in Ashley Falls?
The best area to stay in Ashley Falls is the central village area, particularly around the main intersection of Route 7A and East Street.This core part of Ashley Falls offers a pleasant, quiet New England village experience. It's characterized by historic homes, open fields, and proximity to natural attractions. The area is quite walkable for exploring the immediate vicinity and provides convenient access to local roads leading to nearby towns and attractions.For couples seeking a tranquil getaway, this central area is ideal. You'll find a relaxed pace, scenic drives, and opportunities for outdoor activities like hiking or exploring the nearby Housatonic River.
When is the best time to go to Ashley Falls?
The best time to visit Ashley Falls is during the summer and fall seasons, from June to October, for pleasant weather and a full range of outdoor activities.During the summer months, from June to August, the weather is warm and ideal for exploring the natural beauty of the area. You can enjoy hiking, swimming in the Housatonic River, or visiting local farms. This period is superb for families looking for an active outdoor getaway.The fall, specifically September and October, offers cooler temperatures and the renowned New England foliage. The landscape transforms into a stunning display of colors, making it an excellent time for scenic drives, photography, and enjoying the peaceful surroundings.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 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 Ashley Falls.
How much is the nightly rate at a Ashley Falls hotel?
Prices for hotels in Ashley Falls often vary, but you can find a great deal from $74 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 the cheapest rate.

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