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The Berkshires, Massachusetts, Family Vacation

Adventure and Culture in the Great Outdoors

The Berkshires with Pre-Teens & Teens

Your teen will have a Wild 'N' Wet time in the Berkshires, from water parks to white water rafting.
See Interactive Map Pre-Trip Fun For Kids

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At a Glance

Lush mountains, fresh air, crystal clear lakes . . . what's not to love? The Zen of the Berkshires (legend has it that just-so rock formations give the place a sort of cosmic feng shui) has been drawing crowds since the Guilded Age, when rich folks arrived with their newly built family "cottages" (mansions to we common folk). Families still flock here, now to enjoy the mix of plentiful culture (much of which can be enjoyed casually alfresco) as well as more adventurous outdoor fun. It's a blend unique to the Berkshires, where families can hike the Appalachian Trail, ride horses, or whitewater raft by day and throw a Frisbee at an outdoor classical musical concert on the lawn at Tanglewood by night. Don't miss the plentiful shops, restaurants, and ice cream stores that dot the landscape of the cute little Berkshire towns—lapping up culture never tasted so good.

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Wild 'N Wet Water & Sports Rentals

Lakeview Terrace

Good for Pre-Teens & Teens

*****see all ratings

Who needs ocean surf when you've got crystal clear lake water to play in? Families love Lake Pontoosuc, a bustling place where pleasure boating is via motor, paddle, or foot....

  • Boating

  • Fishing

  • Rafting

  • Swimming

  • Boat Ride

Camping in the Berkshires

Glendale

Good for Pre-Teens & Teens

*****see all ratings

Legend has it that Nathaniel Hawthorne and Herman Melville built a historic friendship while hiking Monument Mountain. Folks today continue to explore the nature and culture connection—nowhere more so than at October Mountain. ...

  • Hiking

Jiminy Peak Mountain Resort

Glendale

Good for Pre-Teens & Teens

*****see all ratings

Jiminy's newfangled spring/summer Mountain Coaster raises the bar on the alpine slide genre, laying elevated tracks down the length of a ski slope and sending rider-steered cars careening down drops, around corners, and through its top-speed course....

  • Resort

  • Bicycling

  • Hiking

  • Skiing

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Adventure and Culture in the Great Outdoors

A Family Vacation in Berkshires, MASSACHUSETTS with Pre-Teens & Teens
  1. 1.

    Wild 'N Wet Water & Sports Rentals
    Wild 'N Wet Water & Sports Rentals
    Rt. 7
    Lanesboro,  MA  01237
    413-445-5211
    42.49417972222222 -73.23848194444444
  2. 2.

    Berkshire Scenic Railway Museum
    Berkshire Scenic Railway Museum
    10 Willow Creek Rd.
    Lenox,  MA  01240
    413-637-2210
    42.350495 -73.2448038888889
  3. 3.

    Hancock Shaker Village
    Hancock Shaker Village
    1843 W. Housatonic St.
    Pittsfield,  MA  01201
    413-443-0188
    42.43148083333333 -73.33409388888889
  4. 4.

    Norman Rockwell Museum
    Norman Rockwell Museum
    9 Glendale Rd.
    Stockbridge,  MA  01262
    413-298-4100
    42.28135888888889 -73.31190194444444
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Favorite Vacation Moments

Taking a "spirit ride"
By heatherweller - March 08, 2008
The Berkshires
One of my all time favorite vacatio…
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