Family friendly Hotels in The Berkshires, Massachusetts

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Check availability on The Berkshires Family friendly Hotels

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Aug 2 - Aug 3
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Aug 8 - Aug 10
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Aug 15 - Aug 17

Top The Berkshires Family friendly Hotels

Holiday Inn Express & Suites Pittsfield - Berkshires
Free daily buffet breakfast

Holiday Inn Express & Suites Pittsfield - Berkshires

2.5 star property
10.0 out of 10, Exceptional, (6)
"Our stay was terrific, and we appreciated the staff's attentiveness, especially Anthony's."
The price is P9,344
P10,437 total
includes taxes & fees
Sep 1 - Sep 2
Holiday Inn Express & Suites Pittsfield - Berkshires
The Black Swan Lee - Lenox, Ascend Hotel Collection
Exterior

The Black Swan Lee - Lenox, Ascend Hotel Collection

3.0 star property
9.0 out of 10, Wonderful, (1000)
"Beautiful location!"
The price is P7,366
P8,228 total
includes taxes & fees
Sep 1 - Sep 2
The Black Swan Lee - Lenox, Ascend Hotel Collection
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Property amenity

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

2.5 star property
9.4 out of 10, Exceptional, (723)
"Was the perfect stop over for our way home. All the employees were extremely friendly. "
The price is P9,248
P10,330 total
includes taxes & fees
Aug 24 - Aug 25
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Restaurant

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
8.0 out of 10, Very Good, (843)
"I like this place a lot and have stayed here many times over the years. Comfortable stay at a reasonable price at a convenient location in Pittsfield. "
The price is P6,689
P7,471 total
includes taxes & fees
Sep 1 - Sep 2
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Best Western Plus Berkshire Hills Inn & Suites
Lobby sitting area

Best Western Plus Berkshire Hills Inn & Suites

2.5 star property
8.6 out of 10, Excellent, (1001)
"Very nice stay"
The price is P6,921
P7,731 total
includes taxes & fees
Sep 1 - Sep 2
Best Western Plus Berkshire Hills Inn & Suites
Jiminy Peak Mountain Resort
Skiing

Jiminy Peak Mountain Resort

3.0 star property
8.2 out of 10, Very Good, (957)
"Everything was convenient and the staff was friendly and helpful, even though we were there in the off season"
The price is P9,248
P10,330 total
includes taxes & fees
Sep 3 - Sep 4
Jiminy Peak Mountain Resort
Travelodge by Wyndham Great Barrington Berkshires
In-room safe, desk, free cribs/infant beds, free rollaway beds

Travelodge by Wyndham Great Barrington Berkshires

2.0 star property
7.4 out of 10, Good, (536)
"Run down old property , room smelled , dirty carpet "
The price is P4,362
P4,873 total
includes taxes & fees
Sep 3 - Sep 4
Travelodge by Wyndham Great Barrington Berkshires
Econo Lodge Lee - Great Barrington
Desk, iron/ironing board, free cribs/infant beds, rollaway beds

Econo Lodge Lee - Great Barrington

2.0 star property
6.4 out of 10, (615)
"It was a clean, well-run, low cost option. "
The price is P3,708
P4,142 total
includes taxes & fees
Aug 17 - Aug 18
Econo Lodge Lee - Great Barrington
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 Red Lion Inn

The Red Lion Inn

10/10 Excellent
"Food was great!"
Emily 1-night trip
Posted 2 days ago
The Red Lion Inn