The Berkshires Vacations from $597
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Your The Berkshires Vacation
Leave the travel planning to us with a The Berkshires vacation package. With everything organized before you head off, the only thing left for you to do is relax and enjoy this destination's countless delights. A trip to The Berkshires wouldn't be complete without exploring some of its most renowned cities, starting with Lenox. A couple of the top attractions here include National Shrine of the Divine Mercy and Norman Rockwell Museum. Williamstown should also be on the itineraries of all The Berkshires travelers. Visitors to this city enjoy Massachusetts Museum of Contemporary Art and Mount Greylock. Expedia has flights, hotels, car rentals and more to help you organize your own customized The Berkshires vacation today.
The Latest The Berkshires vacation packages
The Equinox Golf Resort & Spa
Reviewed on Oct 3, 2025
Discover the most popular places to visit in The Berkshires
Tanglewood Music Center
You can get tickets for a performance at Tanglewood Music Center during your trip to Lenox. While you're in the area, stroll along the lakeside.
Jiminy Peak Mountain Resort
Hit the slopes in Hancock with a visit to Jiminy Peak Mountain Resort. Discover the mountain views in this family-friendly area.
Mount Greylock
Explore the great outdoors at Mount Greylock and enjoy the mountain views during your trip to Adams. You can seek out the ski slopes while in the area.
The Berkshires Hotel Deals
Vacation Village in the Berkshires
Reviewed on Sep 29, 2025
Berkshire Mountain Lodge
Reviewed on Sep 30, 2025
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Reviewed on Sep 28, 2025
The Berkshires Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Bradley Intl. Airport (BDL) |
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