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The Berkshires, Massachusetts for School-Age Kids
4 day trip
Day 1
-
- 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....
-
- 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 2
-
- 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 3
-
- 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....
-
- Italian
- Café
- Take-Out
Café Lucia
Lenox, MA
Families like this friendly "bit of Italy in the Berkshires" for its outdoor seating (in season) and the fresh food. Parents like its local flavor, and although it doesn't have a kids menu, staff will happily adapt dishes to suit kid tastes....
-
- Historical Landmark
- Live Music Venue
Tanglewood
Lenox, MA
The picnickers start arriving an hour ahead of time, unpacking ginormous spreads with tablecloths, silverware, even candelabras (really!). Such elaborate concert-night dining is a tradition here, and it's a hoot to be part of. ...
-
- 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 School-Age Kids
4 day trip
Day 1
-
- 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....
-
- 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 2
-
- 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 3
-
- 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....
-
- Italian
- Café
- Take-Out
Café Lucia
Lenox, MA
Families like this friendly "bit of Italy in the Berkshires" for its outdoor seating (in season) and the fresh food. Parents like its local flavor, and although it doesn't have a kids menu, staff will happily adapt dishes to suit kid tastes....
-
- Historical Landmark
- Live Music Venue
Tanglewood
Lenox, MA
The picnickers start arriving an hour ahead of time, unpacking ginormous spreads with tablecloths, silverware, even candelabras (really!). Such elaborate concert-night dining is a tradition here, and it's a hoot to be part of. ...
-
- 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. ...