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Our top choices for Ashley Falls hotels

A spacious lobby with a fireplace, multiple seating areas, and a chandelier.
A spacious lobby with a fireplace, seating area, and a bar.
A hotel lobby with a snow-covered entrance and a sign reading "Lobby".
An indoor swimming pool with a high ceiling, multiple windows, and seating areas.

1. Berkshire Mountain Lodge

Berkshire Mountain Lodge
Pittsfield
United States
Jay
$109 nightly
$121 total
Oct 1 - Oct 2
Total with taxes and fees
Berkshire Mountain Lodge
A spacious hotel lobby with high ceilings, large windows, and a central seating area with a chandelier.
A cozy library with bookshelves, a sofa, a coffee table, and a large window with a view of trees.
A spacious bar area with a long counter and multiple stools, a seating area with a sofa and chairs, and a view through large windows to the outdoors.
A cozy library with bookshelves, a fireplace, and comfortable seating.

2. Berkshires Untold

Berkshires Untold
Lenox
United States
Drue
$160 nightly
$179 total
Sep 30 - Oct 1
Total with taxes and fees
Berkshires Untold
A large, multi-story building with a swimming pool, surrounded by dense greenery and trees.
A covered porch with wicker furniture and hanging flower baskets.
A brick pathway lined with autumn foliage and pumpkins, leading to a white building with a porch decorated with hanging flowers.
A swimming pool with lounge chairs and umbrellas, surrounded by greenery and a building in the background.

3. The Red Lion Inn

The Red Lion Inn
Stockbridge
United States
Stephan
$236 nightly
$264 total
Oct 27 - Oct 28
Total with taxes and fees
The Red Lion Inn
A building with a porch and multiple windows, surrounded by purple flowers.
A Holiday Inn Club Vacations sign for Oak N'Spruce Resort.
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.

4. Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort
South Lee
United States
Jared
$135 nightly
$150 total
Oct 18 - Oct 19
Total with taxes and fees
Holiday Inn Club Vacations Oak 'n Spruce Resort
A modern bathroom with a freestanding bathtub, a fireplace, and two framed posters on the wall.
A view from a balcony with a wooden railing, a grassy landscape, and a mountain in the distance.
A hotel room with a four-poster bed, two armchairs, a small table with a book, and a decorative canopy.
A swimming pool with a surrounding deck, a stone wall, and a building in the background.

5. The Yankee Inn

The Yankee Inn
Lenox
United States
William
$108 nightly
$121 total
Oct 27 - Oct 28
Total with taxes and fees
The Yankee 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 hotel room with a bathroom, a bed, a desk, and a nightstand.

6. Quality Inn Great Barrington

Quality Inn Great Barrington
Great Barrington
United States
Joan
$101 nightly
$113 total
Oct 20 - Oct 21
Total with taxes and fees
Quality Inn Great Barrington
A lakeside setting with Adirondack chairs and a covered seating area, surrounded by trees and hills in the background.
A lakeside dock with kayaks and a covered boat ramp.
A lodge with a large building and a dock by a lake, surrounded by forest.
A dining area with large windows, wooden furniture, and a view of a lake.

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

The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lee
United States
Bob
$135 nightly
$151 total
Oct 29 - Oct 30
Total with taxes and fees
The Black Swan Lee - Lenox, an Ascend Collection Hotel
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 dining room with a wooden table, chairs, a vase with flowers, and red curtains.
A covered porch with white railings and rocking chairs.

8. Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
East Canaan
United States
Daniel
$105 nightly
$121 total
Sep 30 - Oct 1
Total with taxes and fees
Locust Tree Bed and Breakfast LLC
Interior detail
A cozy living room with a fireplace, a bookshelf, a coffee table with a book, and a plaid sofa.
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
Mark
$206 nightly
$231 total
Oct 25 - Oct 26
Total with taxes and fees
Wilder House Berkshires
A wooden deck with a swing chair and a bench overlooking a lake.
A tented area with lush greenery and a dining setup.
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.

10. Interlaken Inn & Resort

Interlaken Inn & Resort
Lakeville
United States
Stacie
$212 nightly
$243 total
Oct 26 - Oct 27
Total with taxes and fees
Interlaken Inn & Resort
An indoor swimming pool with a concrete floor, a large window, and a vase with flowers.
A bar area with wooden beams, a bar counter, and stools.
A restaurant with long tables, chairs, and a brick wall.
A spacious room with leather seating, large windows, and exposed brick walls.

11. Pocketbook Hotel and Bath

Pocketbook Hotel and Bath
Hudson
United States
Elizabeth
$284 nightly
$321 total
Oct 26 - Oct 27
Total with taxes and fees
Pocketbook Hotel and Bath
A cozy living room with a fireplace, leather armchairs, a coffee table with fruit, and a bookshelf.
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.
A dining area with multiple tables set for service, wooden floors, and large windows offering a view of the outdoors.

12. Blackberry River Inn

Blackberry River Inn
Norfolk
United States
Brian
$140 nightly
$161 total
Sep 30 - Oct 1
Total with taxes and fees
Blackberry River Inn
A rustic interior with wooden tables and chairs, brick walls, and a large wooden beam structure.
A house with a stone patio and wooden stools.
A wooden fire pit surrounded by six Adirondack chairs in a forested area.
A poolside area with lounge chairs and blue umbrellas, surrounded by a forested area.

13. Little Cat Lodge

Little Cat Lodge
Copake Falls
United States
Kees
$199 nightly
$223 total
Sep 30 - Oct 1
Total with taxes and fees
Little Cat Lodge
A bedroom with a large bed, a chair, and a window with curtains.
A covered porch with a dining area, a sofa, and decorative wall art.
A dining area with yellow chairs and tables, a kitchen in the background, and a clock on the wall.
A large, two-story house with a porch and multiple windows, surrounded by a well-maintained lawn.

14. The White Hart

The White Hart
Salisbury
United States
William
$450 nightly
$518 total
Oct 7 - Oct 8
Total with taxes and fees
The White Hart
A dining area with round tables set for two, a fireplace, and a mural on the wall.
A white two-story house with a front door, windows, and a chimney.
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.

15. The Old Inn On The Green

The Old Inn On The Green
Great Barrington
United States
Catherine
$363 nightly
$398 total
Oct 1 - Oct 2
Total with taxes and fees
The Old Inn On The Green
A rustic wooden building labeled 'GEDNEY FARM' with a signboard indicating 'SERVING DINNER WED-FRI 5:00-9:00pm'.
An outdoor patio with wooden tables and chairs, surrounded by greenery.
A rustic barn-style venue with round tables and chairs, string lights, and a central bar area.
A wooden sign with "GEDNEY FARM" written on it, surrounded by lush greenery and purple flowers.

16. Gedney Farm

Gedney Farm
Great Barrington
United States
Terri
$221 nightly
$243 total
Oct 6 - Oct 7
Total with taxes and fees
Gedney Farm
A covered porch with wicker furniture, a table with drinks, and potted plants.
A large, two-story building with a symmetrical facade, surrounded by well-manicured gardens and hedges.
A room with patterned wallpaper, a chandelier, a round table with stools, a fireplace, and a large plant.
A dining area with wicker chairs, a patterned floor, and wall-mounted decorative plates.

17. Mayflower Inn & Spa, Auberge Collection

Mayflower Inn & Spa, Auberge Collection
Washington
United States
Angela
$1,297 nightly
$1,492 total
Oct 4 - Oct 5
Total with taxes and fees
Mayflower Inn & Spa, Auberge Collection
A modern living room with grey sofas, a wooden coffee table, a stone fireplace, and a kitchen in the background.
A grassy outdoor area with four blue Adirondack chairs arranged in a circle.
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.

18. East Rock Inn

East Rock Inn
Great Barrington
United States
ERIK
$142 nightly
$159 total
Oct 30 - Oct 31
Total with taxes and fees
East Rock Inn
An indoor swimming pool with clear water, tiled floors, and a blue wall.
A snack bar with shelves of snacks and a refrigerated display.
A modern cafe with a counter, seating area, and large windows.
A reception area with a modern design, including a reception desk, a Holiday Inn Express sign, and a refrigerator stocked with beverages.

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

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Pittsfield
United States
Susan
$103 nightly
$115 total
Oct 29 - Oct 30
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 dining area with a round glass table, wooden chairs, a chandelier, and large windows.
A porch with white rocking chairs and a brick wall.
A room with a fireplace, a bookshelf, a leather armchair, and a patterned rug.

20. The Berkshire Mountain Inn

The Berkshire Mountain Inn
Great Barrington
United States
Kristen
The Berkshire Mountain Inn
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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

Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort

10/10 Excellent
"Wonderful resort"
Ofer 2-night trip
Posted 8 hours ago
Holiday Inn Club Vacations Oak 'n Spruce Resort
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

10/10 Excellent
"This was a nice clean convenient hidden gem. Situated on the water, a little cool right now , but the beginning of fall follege was very pretty. Staff was polite and helpful. I would return."
Anthony 2-night trip
Posted 13 hours ago
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South

10/10 Excellent
"Very sweet desk clerk answered my question about late arrival quickly and cheerfully."
Chris 1-night trip
Posted 14 hours ago
Quality Inn Lee - Lenox South
Monument Mountain Motel

Monument Mountain Motel

10/10 Excellent
"Fresh towels and trash removal every day without asking which is rare today. Owner was very nice and helpful. Will definitely stay again."
Dordy 4-night trip
Posted 14 hours ago
Monument Mountain Motel
Quality Inn Great Barrington

Quality Inn Great Barrington

10/10 Excellent
"I typically do not reserve in motel with parking in front of each space due to security, I was mistaken at this facility. Pleasant neighborhood and the building was situated well off the main street."
Peter 1-night trip
Posted 14 hours ago
Quality Inn Great Barrington
The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"One of the most unique establishments in the US. It brings one back to time when life was much simpler. Highly recomended."
Michael 1-night trip
Posted 20 hours ago
The Red Lion Inn
Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC

10/10 Excellent
"Wonderful stay, and wonderful breakfast."
Daniel 1-night trip
Posted 2 days ago
Locust Tree Bed and Breakfast LLC
Troutbeck

Troutbeck

10/10 Excellent
"Absolutely stunning escape. Just go"
Ryan 1-night trip
Posted 2 days ago
Troutbeck
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG

10/10 Excellent
"Just stayed one night to break up our trip. Everything was so clean and staff was great!"
Mark 1-night trip
Posted 3 days ago
Holiday Inn Express Hotel & Suites Great Barrington by IHG

More cheap stays in Ashley Falls

Quality Inn Great Barrington

Quality Inn Great Barrington

372 Main Street Great Barrington MA
$101 nightly
$113 total
Oct 20 - Oct 21
Total with taxes and fees
8.6/10 Excellent! (1,004 reviews)
Quality Inn Great Barrington
Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South

170 Housatonic Street Lee MA
$110 nightly
$122 total
Oct 19 - Oct 20
Total with taxes and fees
8.6/10 Excellent! (1,010 reviews)
Quality Inn Lee - Lenox South
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG

415 Stockbridge Rd Great Barrington MA
$119 nightly
$133 total
Oct 19 - Oct 20
Total with taxes and fees
8.8/10 Excellent! (828 reviews)
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Americas Best Value Inn Torrington CT

Americas Best Value Inn Torrington CT

395 Winsted Rd Torrington CT
$136 nightly
$156 total
Sep 30 - Oct 1
Total with taxes and fees
5.6/10 (821 reviews)
Americas Best Value Inn Torrington CT
the Alander

the Alander

7519 NY-22 Copake NY
$145 nightly
$162 total
Sep 30 - Oct 1
Total with taxes and fees
the Alander
Little Cat Lodge

Little Cat Lodge

37 Catamount Rd Copake Falls NY
$199 nightly
$223 total
Sep 30 - Oct 1
Total with taxes and fees
9.8/10 Exceptional! (142 reviews)
Little Cat Lodge

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 $76 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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