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Hotels with free breakfast in The Berkshires, Massachusetts
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Our top choices for The Berkshires hotels with free breakfast
9.2 out of 10, Wonderful, (1000)
"Friendly staff, very clean room and super comfy bed"
Linda
The price is P5,443
P6,080 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHGPittsfield
8.0 out of 10, Very Good, (1001)
"Staff was very nice and helpful nice place restaurant was awesome great food and drinks"
Frank
The price is P5,181
P5,788 total
includes taxes & fees
Jan 3 - Jan 4, 2026
The Black Swan Lee - Lenox, an Ascend Collection Hotel
The Black Swan Lee - Lenox, an Ascend Collection HotelLee
9.0 out of 10, Wonderful, (1001)
"Room was clean and the staff was super friendly and helpful!"
Ethan
The price is P6,100
P6,814 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Fairfield Inn & Suites by Marriott Great Barrington Lenox/BerkshiresGreat Barrington
9.4 out of 10, Exceptional, (759)
"Very friendly staff. Clean rooms. Great breakfast variety. Would definitely stay again."
Dinh
The price is P7,931
P8,859 total
includes taxes & fees
Jan 14 - Jan 15, 2026
9.2 out of 10, Wonderful, (659)
"The room was very clean with comfortable King bed. We really enjoyed the hot tub."
Christine
The price is P7,513
P8,391 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Best Western Plus Berkshire Hills Inn & Suites
Best Western Plus Berkshire Hills Inn & SuitesPittsfield
8.6 out of 10, Excellent, (1000)
"Very friendly and good Breakfast."
Jesse
The price is P4,487
P5,012 total
includes taxes & fees
Jan 21 - Jan 22, 2026
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Holiday Inn Express Hotel & Suites Great Barrington by IHGGreat Barrington
8.8 out of 10, Excellent, (711)
"Great hospitality "
regina maria
The price is P5,992
P6,693 total
includes taxes & fees
Jan 28 - Jan 29, 2026
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 IHGSouth Lee
9.0 out of 10, Wonderful, (809)
"We had a great stay! Karaoke in the bar was a blast!! Great little condo!!"
Stephanie
The price is P7,508
P9,535 total
includes taxes & fees
Jan 4 - Jan 5, 2026
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.
Top The Berkshires Hotel Reviews
The Yankee, Trademark Collection by Wyndham
10/10 Excellent
