Family Fun

With a safe, nurturing environment of rolling mountains, farmlands and placid lakes, yet with the arts & cultural offerings of major population centers, the Berkshires invites families to explore the region’s plethora of attractions to make for memorable vacation getaways or longer stays. If your family is the more adventurous type, the area is host to some of the best white-water rafting, aerial adventure courses and mountain biking in the Northeast. There are also the numerous indoor options that have made the region known for their outstanding cultural offerings.


Find The Best Activities for Families in the Berkshires

  • Greylock Works

    FESTIVE Holiday Market

    FESTIVE Holiday Market! FALL INTO THE BERKSHIRES @ gWorks Our FESTIVE 2018 holiday marketplace will be Saturday, NOVEMBER 17th! Join us for Greylock WORKS’ 2nd annual Fall FESTIVE – a handmade holiday market celebrating local food and design from t more

    Nov 17, 2018

    10:30 AM

    Greylock WORKS

    North Adams & Williamstown

  • Holiday Bazaar @ St. Mary's School

    ✨Bake Sale, including the very popular Italian Cookies ✨School full of Vendors ✨Children's Activities & Games ✨Breakfast & Lunch Cafe ✨Festival of Trees up for Silent Auction ✨Raffle Room, including an entire Thanksgiving Dinner more

    Nov 18, 2018

    9:00 AM

    St. Mary's School

  • Naumkeag Winter Lights.jpg

    Winterlights: Naumkeag

    Premiering this holiday season, the garden at one of our most popular historic homes, Naumkeag in Stockbridge will be illuminated with thousands of shimmering holiday lights and designed light installations. Each weekend features performances and act more

    Nov 23, 2018

    5:00 PM


View more Search Events
  • Courtyard Marriott in the Berkshires-4.jpg

    Drink, Dine, Decompress

    What better way to end your long day than with a cocktail and appetizer... in bed! the Courtyard by Marriott Lenox offers every convenience under one roof! more

  • Girlfriend getaway package hampton inn lenox

    Girlfriend Getaway

    The Berkshires is the perfect place for a girlfriends notch shopping, amazing restaurants and comfortable lodging. more

  • Yankee Suites Extended Stays Pittsfield Ma

    Extended Stays

    Looking to stay a week? Month? Year? Yankee Suites Extended Stays offers fully equipped condo-style living in downtown Pittsfield. more

  • In-room massage Yankee Inn

    Book an in-room massage

    Upgrade your next stay with the ultimate indulgence- an in room massage at the Yankee Inn more

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