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Find hotels in Ashley Falls, MA from $62

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Check prices for these dates, December 15 – 16, 2026

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Our top choices for Ashley Falls hotels

1. Berkshires Untold

A spacious hotel lobby with high ceilings, large windows, and a central seating area with a chandelier.

Location: Lenox
Guest rating: 9/10 (Wonderful, 1074 reviews)
Price: $106 nightly, $119 total, Nov 17 - Nov 18, Total with taxes and fees
Review: Nice Hotel, by Juan

2. Berkshire Mountain Lodge

A large building with a prominent tower, surrounded by trees and a winding road.

Location: Pittsfield
Guest rating: 9/10 (Wonderful, 1274 reviews)
Price: $107 nightly, $119 total, Dec 16 - Dec 17, Total with taxes and fees
Review: Excellent stay!!!!, by Susan J

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

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

Location: South Lee
Guest rating: 9.2/10 (Wonderful, 1001 reviews)
Price: $128 nightly, $143 total, Nov 16 - Nov 17, Total with taxes and fees
Review: Nice place to stay, by Michael

4. The Red Lion Inn

A large, multi-story building with a swimming pool, surrounded by dense greenery and trees.

Location: Stockbridge
Guest rating: 8.8/10 (Excellent, 1002 reviews)
Price: $197 nightly, $221 total, Nov 22 - Nov 23, Total with taxes and fees
Review: Great location - hotel has an excellent dining room and there are several other restaurants within easy walking distance from hotel. A historic, old hotel with lots of curated artwork and history., by Lisabeth

5. Quality Inn Great Barrington

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

Location: Downtown Great Barrington
Guest rating: 8.6/10 (Excellent, 1003 reviews)
Price: $76 nightly, $85 total, Dec 6 - Dec 7, Total with taxes and fees
Review: Great location friendly staff, by David

6. The Yankee Inn

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

Location: Lenox
Guest rating: 9.2/10 (Wonderful, 1005 reviews)
Price: $126 nightly, $141 total, Dec 12 - Dec 13, Total with taxes and fees
Review: The location was good for our trip., by Basil

7. Locust Tree Bed and Breakfast LLC

A sign for 'The Logust Tree Bed & Breakfast' with a contact number.

Location: East Canaan
Guest rating: 8.8/10 (Excellent, 456 reviews)
Price: $105 nightly, $121 total, Nov 16 - Nov 17, Total with taxes and fees
Review: Wonderful stay, and wonderful breakfast., by Daniel

8. Interlaken Inn & Resort

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

Location: Lakeville
Guest rating: 8.2/10 (Very good, 326 reviews)
Price: $269 nightly, $309 total, Dec 16 - Dec 17, Total with taxes and fees
Review: Over eight annual visits to this hotel, it has been a wonderful stay each time., by mary

9. Wilder House Berkshires

Location: Sheffield
Guest rating: 9.8/10 (Exceptional, 72 reviews)
Price: $189 nightly, $211 total, Nov 17 - Nov 18, Total with taxes and fees
Review: Clean, cozy, and charming. The breakfast is delicious and all went smoothly., by Liliana

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

A lakeside setting with Adirondack chairs and a covered seating area, surrounded by trees and hills in the background.

Location: Lee
Guest rating: 9.2/10 (Wonderful, 1005 reviews)
Price: $107 nightly, $120 total, Dec 6 - Dec 7, Total with taxes and fees
Review: clean room - pleasant staff, by Tina

11. Little Cat Lodge

A rustic interior with wooden tables and chairs, brick walls, and a large wooden beam structure.

Location: Copake Falls
Guest rating: 9.6/10 (Exceptional, 159 reviews)
Price: $149 nightly, $167 total, Nov 17 - Nov 18, Total with taxes and fees
Review: Such a lovely stay! Helpful and kind staff, and lots of nearby nature, farms, vineyards, and restaurants., by Nutcha

12. Blackberry River Inn

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

Location: Norfolk
Guest rating: 9.4/10 (Exceptional, 256 reviews)
Price: $180 nightly, $207 total, Nov 22 - Nov 23, Total with taxes and fees
Review: Great Breakfast Bed was okay Room very quaint hotel was very nice inside, by Melanie

13. Mayflower Inn & Spa, Auberge Collection

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

Location: Washington
Guest rating: 9.4/10 (Exceptional, 67 reviews)
Price: $1,154 nightly, $1,327 total, Nov 17 - Nov 18, Total with taxes and fees
Review: Very nice and charming place to stay. We had a wonderful experience and our kids felt very welcomed and happy., by Angela

14. The White Hart

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

Location: Salisbury
Guest rating: 9.8/10 (Exceptional, 156 reviews)
Price: $298 nightly, $343 total, Nov 22 - Nov 23, Total with taxes and fees
Review: It’s an exceptional place in every aspect. , by William

15. Gedney Farm

A rustic wooden building with a large window and a door partially covered by ivy.

Location: Great Barrington
Guest rating: 9.2/10 (Wonderful, 143 reviews)
Review: Beautiful location with a fantastic chef and meal options. Lee the bartender was great, too!, by Terri

16. The Old Inn On The Green

A dining area with round tables set for two, a fireplace, and a mural on the wall.

Location: Great Barrington
Guest rating: 9.2/10 (Wonderful, 96 reviews)
Price: $319 nightly, $350 total, Nov 16 - Nov 17, Total with taxes and fees
Review: Lovely property.unique historic buildings and rooms with updated amenities! Quiet and peaceful beautiful dinner!, by mary ellen

17. East Rock Inn

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

Location: Great Barrington
Guest rating: 9.6/10 (Exceptional, 58 reviews)
Price: $124 nightly, $139 total, Dec 16 - Dec 17, Total with taxes and fees
Review: East Rock was a nice, clean, and comfortable place to stay. Everything was great, and I enjoyed my stay., by Sharon

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

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

Location: Pittsfield
Guest rating: 9.4/10 (Exceptional, 261 reviews)
Price: $110 nightly, $123 total, Nov 20 - Nov 21, Total with taxes and fees
Review: The room was clean and well kept, breakfast was amazing!, by Ruth

19. The Berkshire Mountain Inn

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

Location: Great Barrington
Guest rating: 9.4/10 (Exceptional, 25 reviews)
Review: Really pretty and Pet friendly!, by Courtney

20. Prospect Berkshires

A lakeside cabin with a reflection in the water, surrounded by autumn-colored trees.

Location: Egremont
Guest rating: 10/10 (Exceptional, 53 reviews)
Price: $295 nightly, $330 total, Nov 30 - Dec 1, Total with taxes and fees
Review: Great experience!, by Sunny

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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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

Holiday Inn Express Hotel & Suites Great Barrington by IHG

A Holiday Inn Express & Suites building with a clear entrance, a covered parking area, and a stone facade.

Location: Great Barrington
Review: The room was spacious and clean with comfortable beds. The breakfast was wonderful, an assortment of hot and cold items., by Melissa, November 13, 2026, rated 10/10 Excellent

Quality Inn Great Barrington

Address: 372 Main Street, Great Barrington, MA, 01230, US
Location: Downtown Great Barrington
Star rating: 2.5/5
Guest rating: 8.6/10 (1003 reviews)
Review: We like Great Barrington. This is a great location. This is a great value.. We will be back., by Andrew, March 29, 2025, rated 10/10 Excellent

Monument Mountain Motel

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

Location: Great Barrington
Review: 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..., by Anthony, December 22, 2023, rated 10/10 Excellent

Locust Tree Bed and Breakfast LLC

A two-story house with a porch and a large tree in front.

Address: 131 East Canaan Road, East Canaan, CT, 06018, US
Location: East Canaan
Star rating: 3/5
Guest rating: 8.8/10 (456 reviews)
Review: Fantastic! Great service and friendly atmosphere. I would highly recommend Locust Tree Bed and Breakfast to all travelers!, by rose, November 5, 2014, rated 10/10 Excellent

Wilder House Berkshires

Address: 48 S Main Street, Sheffield, MA, 01257, US
Location: Sheffield
Star rating: 2/5
Guest rating: 9.8/10 (72 reviews)
Review: Clean, cozy, and charming. The breakfast is delicious and all went smoothly., by Liliana, October 19, 2026, rated 10/10 Excellent

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

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

Location: Great Barrington
Review: 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!, by Anonymous traveler, June 30, 2017, rated 10/10 Excellent

The White Hart

Address: 15 Under Mountain Rd, Salisbury, CT, 06068, US
Location: Salisbury
Star rating: 4/5
Guest rating: 9.8/10 (156 reviews)
Review: 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..., by thomas, August 29, 2021, rated 10/10 Excellent

Little Cat Lodge

Address: 37 Catamount Rd, Copake Falls, NY, 12529, US
Location: Copake Falls
Star rating: 2/5
Guest rating: 9.6/10 (159 reviews)
Review: I didn't want to leave and wish I had time to stay longer. Room was exceptional. Staff was exceptional. A truly great stay., by Elisabeth, April 6, 2025, rated 10/10 Excellent

East Rock Inn

Address: 304 State Rd, Great Barrington, MA, 01230, US
Location: Great Barrington
Star rating: 2/5
Guest rating: 9.6/10 (58 reviews)
Review: Great room, recently renovated. Very close to Butternut and other areas of interest., by Heather, July 22, 2024, rated 10/10 Excellent

The Black Swan Lee - Lenox, an Ascend Collection Hotel

Address: 435 Laurel St, Lee, MA, 01238, US
Location: Lee
Star rating: 3/5
Guest rating: 9.2/10 (1005 reviews)
Review: A dog barking during the night, by Sheila, August 11, 2024, rated 10/10 Excellent

Quality Inn Lee - Lenox South

Location: Lee
Review: Hotel was good for a one night stay while traveling. Close to the highway. Updated and clean., by Anonymous traveler, February 3, 2024, rated 10/10 Excellent

Prospect Berkshires

Address: 50 Prospect Lake Rd, Egremont, MA, 01230, US
Location: Egremont
Star rating: 3/5
Guest rating: 10/10 (53 reviews)
Review: So fantastic!! The cabins are gorgeous and very well appointed. We are going back!, by Emily, July 7, 2025, rated 10/10 Excellent

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

Address: 190 Meadow Street, South Lee, MA, 01260, US
Location: South Lee
Star rating: 3.5/5
Guest rating: 9.2/10 (1001 reviews)
Review: 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..., by David, July 24, 2020, rated 10/10 Excellent

Shaker Mill Inn

Location: West Stockbridge
Review: 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..., by Joe, February 27, 2022, rated 10/10 Excellent

The Red Lion Inn

Address: 30 Main Street, Stockbridge, MA, 01262, US
Location: Stockbridge
Star rating: 3.5/5
Guest rating: 8.8/10 (1002 reviews)
Review: This is a Classic Old Historic Inn full of Antiques, Art, & Character. The Restaurant & Music in the Basement is Very Good. Remember not to miss the Cozy Fire in the Winter or the Front Porch in the Summer., by Michael, December 4, 2023, rated 10/10 Excellent

The Inn at Stockbridge

Location: Stockbridge
Review: Great B&B with everything you need especially for a quick getaway to vist Stockbridge & Great Barrington Massachusetts. The new owners have added new touches to this Inn and the pride of ownership shows. Highly recommended 👌, by Kevin, February 19, 2024, rated 10/10 Excellent

Inn at Pine Plains

A breakfast table with a teapot, milk, and a bagel, set against a brick wall with a framed picture above.

Location: Pine Plains
Review: Our second time visiting the Inn. Such a cute and cozy spot, real hidden gem if you're looking for a weekend escape from the city. The inn keeper Patti is super helpful and always makes sure we have the best plans while in town! Rooms are clean with a homey feel and the beds are dreamy. We'll def be back for our now annual visit to Pine Plains., by Kevin, November 27, 2023, rated 10/10 Excellent

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 $62 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.