Top 10 Hotels in Ashley Falls, MA (from $74) 2026 - Competitive Prices

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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.

1. Berkshires Untold

Lenox

Brian

$118 nightly

Nov 17 - Nov 18

Total with taxes and fees

2. Berkshire Mountain Lodge

Pittsfield

Susan J

$104 nightly

Dec 10 - Dec 11

Total with taxes and fees

A tranquil stream with rocks and trees, a building with balconies and a red railing, and a clear sky.

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

South Lee

Michael

$128 nightly

Nov 10 - Nov 11

Total with taxes and fees

A straw hat, sunglasses, and two drinks on a striped towel by a body of water.

4. The Red Lion Inn

Stockbridge

Lisabeth

$195 nightly

Nov 29 - Nov 30

Total with taxes and fees

A spacious indoor area with a reception desk, multiple seating arrangements, and a view of the outdoors through large windows.

5. Quality Inn Great Barrington

Downtown Great Barrington

Lynne

$76 nightly

Nov 30 - Dec 1

Total with taxes and fees

Two Adirondack chairs facing a river with a forested hill in the background.

6. The Yankee Inn

Lenox

Stephanie

$111 nightly

Nov 15 - Nov 16

Total with taxes and fees

A covered porch with white railings and rocking chairs.

7. Locust Tree Bed and Breakfast LLC

East Canaan

Daniel

$105 nightly

Nov 10 - Nov 11

Total with taxes and fees

A wooden deck with a swing chair and a bench overlooking a lake.

8. Interlaken Inn & Resort

Lakeville

mary

$272 nightly

Dec 10 - Dec 11

Total with taxes and fees

9. Wilder House Berkshires

Sheffield

Liliana

$182 nightly

Nov 11 - Nov 12

Total with taxes and fees

A lodge with a large building and a dock by a lake, surrounded by forest.

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

Lee

Gustavo

$107 nightly

Dec 6 - Dec 7

Total with taxes and fees

A house with a stone patio and wooden stools.

11. Little Cat Lodge

Copake Falls

Nutcha

$158 nightly

Dec 10 - Dec 11

Total with taxes and fees

A cozy living room with a fireplace, leather armchairs, a coffee table with fruit, and a bookshelf.

12. Blackberry River Inn

Norfolk

Melanie

$178 nightly

Nov 10 - Nov 11

Total with taxes and fees

A covered porch with wicker furniture, a table with drinks, and potted plants.

13. Mayflower Inn & Spa, Auberge Collection

Washington

Angela

$824 nightly

Nov 11 - Nov 12

Total with taxes and fees

A large, two-story house with a porch and multiple windows, surrounded by a well-maintained lawn.

14. The White Hart

Salisbury

William

$298 nightly

Nov 23 - Nov 24

Total with taxes and fees

A rustic wooden building labeled 'GEDNEY FARM' with a signboard indicating 'SERVING DINNER WED-FRI 5:00-9:00pm'.

15. Gedney Farm

Great Barrington

Terri

A white two-story house with a front door, windows, and a chimney.

16. The Old Inn On The Green

Great Barrington

mary ellen

$319 nightly

Nov 10 - Nov 11

Total with taxes and fees

A modern living room with grey sofas, a wooden coffee table, a stone fireplace, and a kitchen in the background.

17. East Rock Inn

Great Barrington

Sharon

$111 nightly

Dec 9 - Dec 10

Total with taxes and fees

An indoor swimming pool with clear water, tiled floors, and a blue wall.

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

Pittsfield

Ruth

$110 nightly

Nov 15 - Nov 16

Total with taxes and fees

A two-story building with a central entrance, a porch with railings, and a sign indicating 'The Berkshire Mountain Inn.'

19. The Berkshire Mountain Inn

Great Barrington

Courtney

A wooden boat on calm water with a house in the background.

20. Prospect Berkshires

Egremont

Sunny

$295 nightly

Nov 30 - Dec 1

Total with taxes and fees

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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.

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Top Ashley Falls Hotel Reviews

Wilder House Berkshires

Sheffield

10/10 Excellent

Liliana

The White Hart

Salisbury

10/10 Excellent

We enjoyed our stay at the White Hart. We got a room in the back of the building overlooking a garden. We loved sitting out there and relaxing. The room was a nice size and comfortable. The complementary breakfast provided a good selection and was tasty. The lobby is a nice place to have coffee or wine. The chairs are everywhere and make it a nice place to relax. Service was friendly and attentive and Provisions provides excellent sandwiches. We were also able to park right outside our...

thomas

A Fairfield by Marriott hotel with a covered entrance, multiple stories, and a well-maintained lawn.

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Great Barrington

10/10 Excellent

We were greeted by extremely friendly staff. Check in and check out was seamless. Room was very nice and immaculate. We especially liked the bathroom design - didn't have to trip over the toilet to get in the shower as in most hotels! Free breakfast was the usual fare, but in a very pleasant and uncrowded room. Appreciated the free US News and NY Times Beautiful indoor pool - wish we'd brought our bathing suits!

Anonymous traveler

Locust Tree Bed and Breakfast LLC

East Canaan

10/10 Excellent

rose

Quality Inn Great Barrington

Downtown Great Barrington

10/10 Excellent

Andrew

A hotel room with two beds, a bedside table with a lamp, and a window with a view of greenery.

Monument Mountain Motel

Great Barrington

10/10 Excellent

We have stayed here a half dozen times, and if you are simply looking for a clean place to lay your head for the night with no frills, then this place is perfect! The rooms have always been clean and everything in good working order. So what that they don't have breakfast...there is an AMAZING breakfast spot right across the street. Take HALF the money you saved by avoiding big name hotels and you'll get a much better breakfast! We've never had noise issues, never felt "unsafe", and the staff is...

Anthony

Little Cat Lodge

Copake Falls

10/10 Excellent

Elisabeth

The Black Swan Lee - Lenox, an Ascend Collection Hotel

Lee

10/10 Excellent

Sheila

The Old Inn On The Green

Great Barrington

10/10 Excellent

Rishi

The Red Lion Inn

Stockbridge

10/10 Excellent

Michael

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

South Lee

10/10 Excellent

I love this place and have stayed here before. Even with the precautions for COVID-19, my kids and I still had a great time. The check-in was smooth and safe. The room was clean and sanitized. In fact, we had to "break the seal" on the door to enter and the seal was evidence of the cleaning that was done. Of course, the arcade and movie theatre were closed, but that was no surprise. The pools were open and reservations required to ensure everyone could be safe and still have fun. Lots of...

David

Quality Inn Lee - Lenox South

Lee

10/10 Excellent

Anonymous traveler

Shaker Mill Inn

West Stockbridge

10/10 Excellent

This was the most comfortable B&B I have every heard of let alone stayed at. It does not have the awkwardness of eating breakfast in a community room of strangers. All the breakfast amenities are in you room, including the food that is stock daily by the inn keepers, so you get to enjoy in the comforts of your room (which is a cozy as home). The room was so spacious and well kept. Every detail is thought of by the innkeepers and if they forgot something they are accessible and gracious to...

Joe

The Inn at Stockbridge

Stockbridge

10/10 Excellent

Kevin

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.

Find hotels in Ashley Falls, MA from $74

Go beyond your typical stay in Ashley Falls

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Ashley Falls hotels

1. Berkshires Untold

2. Berkshire Mountain Lodge

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

4. The Red Lion Inn

5. Quality Inn Great Barrington

6. The Yankee Inn

7. Locust Tree Bed and Breakfast LLC

8. Interlaken Inn & Resort

9. Wilder House Berkshires

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

11. Little Cat Lodge

12. Blackberry River Inn

13. Mayflower Inn & Spa, Auberge Collection

14. The White Hart

15. Gedney Farm

16. The Old Inn On The Green

17. East Rock Inn

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

19. The Berkshire Mountain Inn

20. Prospect Berkshires

Stay near popular Ashley Falls attractions

Ashley Falls Woods

Top Ashley Falls Hotel Reviews

Wilder House Berkshires

10/10 Excellent

Frequently Asked Questions

What is the best area to stay in Ashley Falls?

When is the best time to go to Ashley Falls?

Can I cancel my hotel reservation on Expedia?

How much is the nightly rate at a Ashley Falls hotel?

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