Hotels with parking in The Berkshires, Massachusetts

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on The Berkshires Hotels with parking

Tonight
Sep 20 - Sep 21
Tomorrow
Sep 21 - Sep 22
Next weekend
Sep 26 - Sep 28
In two weeks
Oct 3 - Oct 5

Top The Berkshires Hotels with parking

Vacation Village in the Berkshires
Lobby

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (2009)
"All around loved everything about the place! "
The price is P5,939
P7,261 total
includes taxes & fees
Oct 21 - Oct 22
Vacation Village in the Berkshires
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Exterior

The Black Swan Lee - Lenox, an Ascend Collection Hotel

3.0 star property
9.0 out of 10, Wonderful, (1010)
"The staff and location make it excellent"
The price is P7,226
P8,072 total
includes taxes & fees
Sep 28 - Sep 29
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Berkshires Untold
Interior

Berkshires Untold

3.5 star property
9.0 out of 10, Wonderful, (725)
"We needed a place to stay in the area Found the place cutely decorated and was happy there was a restaurant on premise "
The price is P6,825
P7,623 total
includes taxes & fees
Sep 21 - Sep 22
Berkshires Untold
The Yankee, Trademark Collection by Wyndham
Exterior

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.0 out of 10, Wonderful, (1006)
"Nice area to visit "
The price is P6,741
P7,530 total
includes taxes & fees
Oct 1 - Oct 2
The Yankee, Trademark Collection by Wyndham
The Cornell Inn, Lenox & The Berkshires
Front of property

The Cornell Inn, Lenox & The Berkshires

3.5 star property
9.0 out of 10, Wonderful, (1004)
"We have stayed at the Cornell Inn in the past. Always a comfortable, convenient and friendly stay. The food, staff and accommodations are perfect."
The price is P6,646
P9,654 total
includes taxes & fees
Sep 22 - Sep 23
The Cornell Inn, Lenox & The Berkshires
Hotel Downstreet, an Ascend Collection Hotel
Hypo-allergenic bedding, desk, laptop workspace, blackout drapes

Hotel Downstreet, an Ascend Collection Hotel

3.0 star property
8.8 out of 10, Excellent, (1008)
"Property was very clean and view of mountain from window was awesome beds very comfortable and loved the hot tub and pool"
The price is P8,678
P9,694 total
includes taxes & fees
Sep 22 - Sep 23
Hotel Downstreet, an Ascend Collection Hotel
Berkshire Mountain Lodge
Fridge, microwave, stovetop, dishwasher

Berkshire Mountain Lodge

3.0 star property
9.0 out of 10, Wonderful, (648)
"Clean, bright, great value, love the hot tub and pool!"
The price is P5,318
P7,215 total
includes taxes & fees
Sep 21 - Sep 22
Berkshire Mountain Lodge
Huttopia Berkshires
Restaurant

Huttopia Berkshires

1.0 star property
10.0 out of 10, Exceptional, (4)
"Perfect place for a relaxing getaway! We loved everything! "
The price is P5,591
P6,246 total
includes taxes & fees
Sep 21 - Sep 22
Huttopia 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, (879)
"Our stay was very pleasant "
The price is P6,219
P6,947 total
includes taxes & fees
Oct 1 - Oct 2
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Lobby sitting area

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

2.5 star property
9.6 out of 10, Exceptional, (40)
"Hotel was clean, the rooms had good space, the breakfast was excellent and the team there was very friendly and accommodating "
The price is P7,226
P8,072 total
includes taxes & fees
Sep 22 - Sep 23
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
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.
View all properties

Top The Berkshires Hotel Reviews

Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort

10/10 Excellent
"Absolutely beautiful "
joanne 2-night trip
Posted 2 days ago
Jiminy Peak Mountain Resort

Explore a world of travel with Expedia

Explore a world of travel with Expedia