Massachusetts Stops
Road-trip stops in Massachusetts
20 featured Massachusettsstops — National Parks, iconic roadside attractions, and Steve’s hand-picked favorites.
Massachusetts (20)
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Adams National Historical Park
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Boston African American National Historic Site
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Boston Harbor Islands National Recreation Area
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Boston National Historical Park
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Cape Cod National Seashore
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Fenway Park
America's oldest active ballpark, built in 1912 — and yes, the Green Monster really is that close to home plate. Tours run year-round and take you onto the warning track, into the press box, and up to the top of the Monster itself. Game tickets are pricey and scarce; the off-day tour is the family-friendly play. Park at Riverside MBTA and take the Green Line in — driving in Kenmore Square at 6pm in a Truckster is a great way to lose a fender.
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Frederick Law Olmsted National Historic Site
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John Fitzgerald Kennedy National Historic Site
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Longfellow House Washington's Headquarters National Historic Site
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Lowell National Historical Park
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Lowell National Historical Park Tours
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Minute Man National Historical Park
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New Bedford Whaling National Historical Park
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New England National Scenic Trail
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Plymouth Rock
It's a rock. Behind a Roman portico. With '1620' carved on it. You will visit for four minutes and leave with one of those 'huh' photos that defines a road trip. Free, kid-friendly, never crowded for long. Pair it with the Mayflower II at the dock 200 yards north — a full-scale replica of the original ship that's a lot more impressive than the rock. Easy off-and-on from I-95 via Route 3.
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Salem Maritime National Historical Park
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Saugus Iron Works National Historic Site
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Springfield Armory National Historic Site
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Washington-Rochambeau Revolutionary Route National Historic Trail
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Salem Witch Museum
About twenty minutes off I-95, Salem is where American history gets spooky. The Witch Museum does a theatrical walkthrough of the 1692 trials that'll fascinate kids over eight and terrify kids under six — know your audience. Even the drive through town is cool — old colonial buildings everywhere. October is madness here, but the rest of the year it's a manageable, genuinely interesting detour.