Hotels with free parking in The Berkshires, Massachusetts

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Check availability on The Berkshires Hotels with free parking

Tonight
Aug 2 - Aug 3
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Aug 3 - Aug 4
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Aug 8 - Aug 10
In two weeks
Aug 15 - Aug 17

Top The Berkshires Hotels with free parking

The Williams Inn
Stunning hotel with a blend of traditional and modern architecture, surrounded by beautifully maintained gardens and a serene water feature.

The Williams Inn

4.0 star property
9.6 out of 10, Exceptional, (478)
"The property was spacious but still had a cozy feel. "
The price is P14,605
P16,314 total
includes taxes & fees
Aug 11 - Aug 12
The Williams Inn
Hampton Inn & Suites Berkshires-Lenox
Hotel features a two-story design with a flat roof and a mix of brick and siding.

Hampton Inn & Suites Berkshires-Lenox

2.5 star property
9.2 out of 10, Wonderful, (1000)
"Good lodgings in a great area to visit."
The price is P8,355
P9,333 total
includes taxes & fees
Sep 2 - Sep 3
Hampton Inn & Suites Berkshires-Lenox
Vacation Village in the Berkshires
Relax in a stylish living area with a large carpet, comfortable sofas, and a wooden coffee table.

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1924)
"Great stay with all plenty of things to do…"
The price is P5,053
P6,282 total
includes taxes & fees
Aug 25 - Aug 26
Vacation Village in the Berkshires
Hotel On North
Enjoy a diverse menu at this restaurant, featuring a selection of drinks and a modern design.

Hotel On North

3.5 star property
9.6 out of 10, Exceptional, (749)
"Staff were excellent and welcoming."
The price is P10,993
P12,279 total
includes taxes & fees
Aug 5 - Aug 6
Hotel On North
Holiday Inn Express & Suites Pittsfield - Berkshires
Enjoy a diverse selection of hot and cold dishes at our buffet.

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 2 - Sep 3
Holiday Inn Express & Suites Pittsfield - Berkshires
Fairfield Inn & Suites by Marriott Williamstown
Experience the Fairfield Inn & Suites' modern design, featuring a prominent brick facade and flat roof.

Fairfield Inn & Suites by Marriott Williamstown

2.5 star property
8.8 out of 10, Excellent, (364)
"Great location and breakfast."
The price is P10,411
P11,629 total
includes taxes & fees
Sep 1 - Sep 2
Fairfield Inn & Suites by Marriott Williamstown
The Yankee, Trademark Collection by Wyndham
Classic hotel entrance with a covered walkway, surrounded by beautifully maintained gardens.

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.2 out of 10, Wonderful, (1000)
"Loved the Yankee Inn!"
The price is P9,830
P10,980 total
includes taxes & fees
Aug 25 - Aug 26
The Yankee, Trademark Collection by Wyndham
The Whitlock
Exterior

The Whitlock

2.0 star property
8.6 out of 10, Excellent, (261)
"Lovely hotel in the heart of Lenox. The rooms and property were very nice. The staff was great. We would definitely stay here again!"
The price is P10,819
P12,084 total
includes taxes & fees
Sep 3 - Sep 4
The Whitlock
Maple Terrace Motel
Welcome to this charming two-story home, featuring a cozy front porch with a small American flag and festive wreath.

Maple Terrace Motel

2.5 star property
9.6 out of 10, Exceptional, (567)
"The staff, room and property was wonderful! "
The price is P6,543
P7,309 total
includes taxes & fees
Aug 17 - Aug 18
Maple Terrace Motel
The Dewey
Exterior

The Dewey

3.5 star property
8.8 out of 10, Excellent, (318)
"excellent stay!! The Dewey is a cozy getaway location!"
The price is P10,702
P11,954 total
includes taxes & fees
Aug 25 - Aug 26
The Dewey
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 1 day ago
The Red Lion Inn