Book Hotels in Ashley Falls, MA

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Top Ashley Falls hotels

The Blue Elm - A Historic Berkshire Cottage

The Blue Elm - A Historic Berkshire Cottage

Sheffield MA
Stay at this cottage in Ashley Falls. Enjoy free WiFi, an in-room coffeemaker, and in-room fireplaces. Popular attractions Ashley Falls Woods and Bartholomews ...
Nick and Tiffany were very welcoming and made check-in, check-out and everything in between very easy and seamless. The Blue Elm is a very comfortable cottage and we loved the historic elements that were used. we completely enjoyed our stay there and will stay again when we return to the area to ...

Reviewed on Nov 23, 2025

Opens in a new windowThe Blue Elm - A Historic Berkshire Cottage
Prospect Berkshires

Prospect Berkshires

3 out of 5
50 Prospect Lake Rd Egremont MA
$202 nightly
The price is $226 total per night from Jan 27 to Jan 28
$226 total
Jan 27 - Jan 28
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the sauna and perks like free self parking and free WiFi. A coffee shop, a grocery/convenience ...
Wonderful stay - the property becomes a beautiful winter wonderland in December! Cabin was warm and well-designed, sauna was amazing and easily accessible all day, the staff was friendly, super responsive and drove us around the property when needed. Would recommend and plan to comeback!

Reviewed on Dec 30, 2025

Opens in a new windowProspect Berkshires
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

2.5 out of 5
249 Stockbridge Rd Great Barrington MA
Fully refundableReserve now, pay when you stay
$151 nightly
The price is $169 total per night from Jan 25 to Jan 26
$169 total
Jan 25 - Jan 26
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will ...
Very nice

Reviewed on Jan 18, 2026

Opens in a new windowFairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

3.5 out of 5
190 Meadow Street South Lee MA
Fully refundable
$130 nightly
The price is $145 total per night from Jan 25 to Jan 26
$145 total
Jan 25 - Jan 26
Total with taxes and fees
This hotel features 2 outdoor pools, 2 indoor pools, and a poolside bar. There's fun for all ages with mini golf and a playground, and families will appreciate ...
Clean. parking. staff professionalism. and amenities

Reviewed on Jan 7, 2026

Opens in a new windowHoliday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

3 out of 5
435 Laurel St Lee MA
Fully refundable
$101 nightly
The price is $113 total per night from Feb 1 to Feb 2
$113 total
Feb 1 - Feb 2
Total with taxes and fees
A restaurant and a 24-hour gym are featured at this hotel. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self ...
The staff is super friendly and accommodating. The location is quiet. We stayed during the winter, but the lake view from the restaurant and breakfast area were really nice. The hotel was well kept and clean. We’ll definitely stay there again.

Reviewed on Jan 19, 2026

Opens in a new windowThe Black Swan Lee - Lenox, an Ascend Collection Hotel
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG

2.5 out of 5
415 Stockbridge Rd Great Barrington MA
Fully refundable
$107 nightly
The price is $120 total per night from Jan 25 to Jan 26
$120 total
Jan 25 - Jan 26
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will ...
Always love staying here. The staff is fantastic, amenities are great, and the breakfast is just lovely. Will be returning soon!

Reviewed on Jan 16, 2026

Opens in a new windowHoliday Inn Express Hotel & Suites Great Barrington by IHG
The Red Lion Inn

The Red Lion Inn

3.5 out of 5
30 Main Street Stockbridge MA
Fully refundableReserve now, pay when you stay
$186 nightly
The price is $208 total per night from Jan 26 to Jan 27
$208 total
Jan 26 - Jan 27
Total with taxes and fees
This smoke-free hotel includes 3 restaurants, an outdoor pool, and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi ...
The room was spotless. There was everything we needed in the hotel. Our dinner at the tavern was incredible and then we went down to the Lion’s Den and had a great time. Every staff member was polite and helpful. The cleaning staff were great.

Reviewed on Jan 19, 2026

Opens in a new windowThe Red Lion Inn
Quality Inn

Quality Inn

2.5 out of 5
372 Main Street Great Barrington MA
Fully refundableReserve now, pay when you stay
$70 nightly
The price is $79 total per night from Feb 5 to Feb 6
$79 total
Feb 5 - Feb 6
Total with taxes and fees
A gym, free self parking, and free newspapers are featured at this hotel. Guests will appreciate free perks like on-the-go breakfast and WiFi in public areas. ...
Good

Reviewed on Jan 12, 2026

Opens in a new windowQuality Inn
The Little Lion

The Little Lion

3 out of 5
506 Stockbridge Road Great Barrington MA
Fully refundableReserve now, pay when you stay
$110 nightly
The price is $123 total per night from Jan 22 to Jan 23
$123 total
Jan 22 - Jan 23
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, a picnic area, and express check-in are also on offer.
Perfect for pets

Reviewed on Dec 24, 2025

Opens in a new windowThe Little Lion
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