2,274
trips planned today
4.6
out of 5
Trustscore rating
©

Berkshires trip planner

Create a fully customized
day by day itinerary for free

Itinerary planner

+ Add destination
2 adults
Adults
- +
Teens
- +
Kids
- +
Close
Trip Planner :  USA  /  Massachusetts  /  Berkshires

Berkshires

4.6
Art Museums · History Museums · Zipline
Berkshires is in Massachusetts. Start your trip to United States by creating a personalized itinerary on Inspirock.
Create a full itinerary — for free!

    Plan your trip to Berkshires

    • Get a personalized trip
      A complete day by day itinerary
      based on your preferences
    • Customize it
      Refine your trip. We'll find the
      best routes and schedules
    • Book it
      Choose from the best hotels
      and activities. Up to 50% off
    • Manage it
      Everything in one place.
      Everyone on the same page.

    Top Berkshires tours

    FROM $76 BOOK WITH VIATOR Family Float Rafting Trip in Western Massachusetts
    Duration: 3 hours
    Tours from $76 »
    FROM $59 BOOK WITH VIATOR Guided Whitewater Kayaking in the Northern Berkshires
    Duration: 3 hours
    Tours from $59 »
    FROM $112 BOOK WITH VIATOR Valley Jump Tour
    Duration: 3 hours
    Tours from $112 »

    Places to visit in Berkshires

    WilliamstownTrip planner BEST FOR: Art Museum, Theater, Gift & Specialty Shop LenoxTrip planner BEST FOR: Symphony, History Museum, Architectural Building CharlemontTrip planner BEST FOR: Zipline, River Rafting / Tubing, Ski Area PittsfieldTrip planner BEST FOR: History Museum, Theater, Specialty Museum AdamsTrip planner BEST FOR: Mountain, Hiking Trail, Biking Trail

    Visit a single location or make it a multi-destination trip.

    Popular things to do in Berkshires

    See all ›
    The Clark Art Institute ©
    Art Museum
    The Clark Art Institute
    Williamstown
    4.7
    Duration: 2h 30 min
    ©
    Zipline
    Zipline
    Charlemont
    4.8
    Duration: 2h 30 min
    The Mount, Edith Wharton's Home ©
    History Museum
    The Mount, Edith Wharton's Home
    Lenox
    4.7
    Duration: 2h 30 min
    MASS MoCA ©
    Art Museum
    MASS MoCA
    North Adams
    4.6
    Duration: 2h 30 min

    Museums in Berkshires

    See all ›
    Hancock Shaker Village ©
    History Museum
    Hancock Shaker Village
    Pittsfield
    4.5
    Duration: 2h 30 min
    Norman Rockwell Museum ©
    Art Museum
    Norman Rockwell Museum
    Stockbridge
    4.7
    Duration: 2h 30 min
    Williams College Museum of Art ©
    Art Museum
    Williams College Museum of Art
    Williamstown
    4.6
    Duration: 2h 30 min
    Frelinghuysen Morris House & Studio ©
    Specialty Museum
    Frelinghuysen Morris House & Studio
    Lenox
    4.4
    Duration: 2h 30 min

    Nature in Berkshires

    See all ›
    Mount Greylock State Reservation ©
    State Park
    Mount Greylock State Reservation
    Lanesboro
    4.8
    Duration: 2h 30 min
    Monument Mountain
    Mountain
    Monument Mountain
    Great Barrington
    4.7
    Duration: 2h 30 min
    Mount Greylock ©
    Mountain
    Mount Greylock
    Adams
    4.8
    Duration: 2h 30 min
    Natural Bridge State Park ©
    State Park
    Natural Bridge State Park
    North Adams
    4.4
    Duration: 2h 30 min

    Hidden gems in Berkshires

    Ashuwillticook Rail Trail
    Hiking Trail
    Ashuwillticook Rail Trail
    Adams
    4.8
    Duration: 2h 30 min
    Bidwell House Museum ©
    Specialty Museum
    Bidwell House Museum
    Monterey
    4.9
    Duration: 2h 30 min
    Pleasant Valley Sanctuary
    Nature / Park
    Pleasant Valley Sanctuary
    Lenox
    4.8
    Duration: 2h 30 min
    Village Bike Rentals ©
    Biking Trail
    Village Bike Rentals
    Adams
    5.0
    Duration: 2h 30 min

    Parks in Berkshires

    Naumkeag ©
    Garden
    Naumkeag
    Stockbridge
    4.5
    Duration: 2h 30 min
    Kennedy Park ©
    Park
    Kennedy Park
    Lenox
    4.5
    Duration: 2h 30 min
    Tyringham Cobble ©
    Park
    Tyringham Cobble
    Tyringham
    4.7
    Duration: 2h 30 min
    Umapchene Falls Park ©
    Park
    Umapchene Falls Park
    New Marlborough
    4.7
    Duration: 2h 30 min

    Shopping in Berkshires

    See all ›
    Lee Premium Outlets ©
    Factory Outlet
    Lee Premium Outlets
    Lee
    3.8
    Duration: 2h 30 min
    Guido's Fresh Marketplace ©
    Gift & Specialty Shop
    Guido's Fresh Marketplace
    Pittsfield
    4.4
    Duration: 2h 30 min
    A.L. Avery & Son General Store ©
    Gift & Specialty Shop
    A.L. Avery & Son General Store
    Charlemont
    4.9
    Duration: 2h 30 min
    Where'd You Get That!?, Inc. ©
    Gift & Specialty Shop
    Where'd You Get That!?, Inc.
    Williamstown
    4.8
    Duration: 2h 30 min

    Don't Miss a Thing. See & Do More.

    Where to stay in Berkshires

    Norman Rockwell Museum ©
    Browse hotels, guesthouses, and unique homes and book your stay on the world's leading accommodation sites.
    20 million rooms are at your fingertips!
    —
    2 adults
    Adults (12 +)
    - +
    Children (2-11)
    - +
    Infants (Under 2)
    - +
    Close
    Live like a local, find unique places to stay
    —
    2 adults
    Adults (12 +)
    - +
    Children (2-11)
    - +
    Infants (Under 2)
    - +
    Close

    Recently planned trips to Berkshires

    4 days in Berkshires BY A USER FROM UNITED STATES Lenox 4 days in Western Massachusetts BY A USER FROM UNITED STATES Lenox 10 days in Massachusetts BY A USER FROM UNITED STATES Hancock Boston 8 days in North Adams BY A USER FROM UNITED STATES Sanford Blackinton Mansion, North Adams Public Library Bright Ideas Brewing MASS MoCA 9 days in United States BY A USER FROM UNITED STATES Mystic Ogunquit Williamstown 6 days in United States BY A USER FROM UNITED STATES Mystic Newport Hyannis 4 days in Lenox BY A USER FROM UNITED STATES Home of Franklin D. Roosevelt Franklin D. Roosevelt Presidential Library and Museum Walkway Over the Hudson State Historic Park 6 days in United States BY A USER FROM UNITED STATES Mystic Hyannis Plymouth 4 days in Lenox BY A USER FROM UNITED STATES Home of Franklin D. Roosevelt Franklin D. Roosevelt Presidential Library and Museum Walkway Over the Hudson State Historic Park 5 days in East Coast of USA BY A USER FROM UNITED STATES Washington DC New York City Stockbridge 9 days in Philadelphia, Stockbridge & Boston BY A USER FROM UNITED STATES Philadelphia Stockbridge Boston 10 days in United States BY A USER FROM UNITED STATES Philadelphia Boston Hampton
    See also: