
Berkshire County Vacations & Trips from $611
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Your Berkshire County Vacation
With a Berkshire County vacation package, you can forget about the stress of planning and simply focus on experiencing what this exciting destination has on offer. Kick off your trip to Berkshire County with a few nights in Lenox visiting popular attractions like National Shrine of the Divine Mercy and Norman Rockwell Museum. Williamstown is another city that draws crowds from far and wide. Massachusetts Museum of Contemporary Art and Mount Greylock are two of the leading places to see in this destination. If you're ready to stop daydreaming and start doing, Expedia will help turn your Berkshire County vacation into reality.
Top destinations in Berkshire County

Lee
The Latest Berkshire County Vacation Packages

The Cornell Inn, Lenox & The Berkshires
Reviewed on May 1, 2026

Prospect Berkshires
Reviewed on Apr 28, 2026

Lodges At Cresthaven
Reviewed on Apr 12, 2026


DoubleTree by Hilton Schenectady Downtown
Reviewed on May 2, 2026
Find the Best Berkshire County Vacation Packages
Berkshire County Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Bradley Intl. Airport (BDL) |
Top Sights | Bash Bish Falls State Park, Pittsfield State Forest and Tolland State Forest |
Berkshire County Hotel Deals

Berkshire Mountain Lodge
Kitchen fully equipped for basic cooking. Outdoor hot tub is nice amd hot and well maintained.
Reviewed on May 2, 2026

Berkshires Untold
I loved my stay.
Reviewed on May 3, 2026

Vacation Village in the Berkshires
Muito bom para aproveitar em família ou a 2
Reviewed on May 3, 2026
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