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The Berkshires, Massachusetts for Pre-Teens & Teens
4 day trip
Day 1
-
- Amusement Park
- Water Park
Six Flags New England
Agawam, MA
Look, up in the sky! It's a bird! It's a plane! No, it's a car full of riders screaming their lungs out as they speed down a 221-foot drop at 77 miles per hour! ...
-
- Greek
- Italian
- Pizza
- Take-Out
Baba Louie's
Great Barrington, MA
You'll know this fabled crispy-crust, wood fired pizza place by the crowds of people spilling on to the sidewalk trying to get in....
-
- Hotel / Motel
Red Lion Inn
Stockbridge, MA
Stay here for the lovely rooms and the vintage feel. The old stagecoach stop breathes history, from the lovely tea parlor to the old cage elevator (kids can actually ride it—just ask) to the grandfather clock that chimes on the hour. ...
Day 2
-
- Art Museum
- Special Collection
Crab Apple Whitewater Rafting
Charlemont, MA
Oh-so-fun adventure trips down the Deerfield River operate rain or shine. As the guide says gleefully, "You're going to get soaked anyway." Getting wet is half the fun—that, and (according to teens) watching mom and dad hang on for dear life....
-
- Boutique
Seven Arts
Stockbridge, MA
The smallish façade of this one-of-a-kind store is deceptive: inside are rooms and rooms that stretch to the back and up the stairs, all full of trinkets, collectibles, and bygone toys and merchandise that will thrill every age in your group. ...
-
- Hotel / Motel
Red Lion Inn
Stockbridge, MA
Stay here for the lovely rooms and the vintage feel. The old stagecoach stop breathes history, from the lovely tea parlor to the old cage elevator (kids can actually ride it—just ask) to the grandfather clock that chimes on the hour. ...
Day 3
-
- Resort
- Bicycling
- Hiking
- Skiing
Jiminy Peak Mountain Resort
Lanesboro, MA
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....
-
- Boating
- Fishing
- Rafting
- Swimming
- Boat Ride
- Boat Tour
Wild 'N Wet Water & Sports Rentals
Lanesboro, MA
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....
-
- Take-Out
- American
- Burgers
- Family Dining
Dakota Steak House
Pittsfield, MA
Ask for a family friendly place and locals will lead you here. The busy, log-cabin style eatery appeals to kids, with its hunting-lodge décor, extensive children's menu, overflowing plates, and a fabled Mud Pie for dessert. ...
-
- Hotel / Motel
Red Lion Inn
Stockbridge, MA
Stay here for the lovely rooms and the vintage feel. The old stagecoach stop breathes history, from the lovely tea parlor to the old cage elevator (kids can actually ride it—just ask) to the grandfather clock that chimes on the hour. ...
Day 9
-
- Art Museum
- History Museum
- Science & Nature Museum
- Special Collection
- Historical Landmark
- Aquarium
- Theater
Berkshire Museum
Pittsfield, MA
Kids love the "magic" entryway (doors open outward by themselves) and just about everything else at this landmark science-meets-history-meets-art kids' museum. Surprises are everywhere....
-
- Hotel / Motel
Red Lion Inn
Stockbridge, MA
Stay here for the lovely rooms and the vintage feel. The old stagecoach stop breathes history, from the lovely tea parlor to the old cage elevator (kids can actually ride it—just ask) to the grandfather clock that chimes on the hour. ...
The Berkshires, Massachusetts for Pre-Teens & Teens
4 day trip
Day 1
-
- Amusement Park
- Water Park
Six Flags New England
Agawam, MA
Look, up in the sky! It's a bird! It's a plane! No, it's a car full of riders screaming their lungs out as they speed down a 221-foot drop at 77 miles per hour! ...
-
- Greek
- Italian
- Pizza
- Take-Out
Baba Louie's
Great Barrington, MA
You'll know this fabled crispy-crust, wood fired pizza place by the crowds of people spilling on to the sidewalk trying to get in....
-
- Hotel / Motel
Red Lion Inn
Stockbridge, MA
Stay here for the lovely rooms and the vintage feel. The old stagecoach stop breathes history, from the lovely tea parlor to the old cage elevator (kids can actually ride it—just ask) to the grandfather clock that chimes on the hour. ...
Day 2
-
- Art Museum
- Special Collection
Crab Apple Whitewater Rafting
Charlemont, MA
Oh-so-fun adventure trips down the Deerfield River operate rain or shine. As the guide says gleefully, "You're going to get soaked anyway." Getting wet is half the fun—that, and (according to teens) watching mom and dad hang on for dear life....
-
- Boutique
Seven Arts
Stockbridge, MA
The smallish façade of this one-of-a-kind store is deceptive: inside are rooms and rooms that stretch to the back and up the stairs, all full of trinkets, collectibles, and bygone toys and merchandise that will thrill every age in your group. ...
-
- Hotel / Motel
Red Lion Inn
Stockbridge, MA
Stay here for the lovely rooms and the vintage feel. The old stagecoach stop breathes history, from the lovely tea parlor to the old cage elevator (kids can actually ride it—just ask) to the grandfather clock that chimes on the hour. ...
Day 3
-
- Resort
- Bicycling
- Hiking
- Skiing
Jiminy Peak Mountain Resort
Lanesboro, MA
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....
-
- Boating
- Fishing
- Rafting
- Swimming
- Boat Ride
- Boat Tour
Wild 'N Wet Water & Sports Rentals
Lanesboro, MA
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....
-
- Take-Out
- American
- Burgers
- Family Dining
Dakota Steak House
Pittsfield, MA
Ask for a family friendly place and locals will lead you here. The busy, log-cabin style eatery appeals to kids, with its hunting-lodge décor, extensive children's menu, overflowing plates, and a fabled Mud Pie for dessert. ...
-
- Hotel / Motel
Red Lion Inn
Stockbridge, MA
Stay here for the lovely rooms and the vintage feel. The old stagecoach stop breathes history, from the lovely tea parlor to the old cage elevator (kids can actually ride it—just ask) to the grandfather clock that chimes on the hour. ...
Day 9
-
- Art Museum
- History Museum
- Science & Nature Museum
- Special Collection
- Historical Landmark
- Aquarium
- Theater
Berkshire Museum
Pittsfield, MA
Kids love the "magic" entryway (doors open outward by themselves) and just about everything else at this landmark science-meets-history-meets-art kids' museum. Surprises are everywhere....
-
- Hotel / Motel
Red Lion Inn
Stockbridge, MA
Stay here for the lovely rooms and the vintage feel. The old stagecoach stop breathes history, from the lovely tea parlor to the old cage elevator (kids can actually ride it—just ask) to the grandfather clock that chimes on the hour. ...