Road trips through
Massachusetts
32 road-trip plans across 2 cities.
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Cities travelers visit in Massachusetts
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Trips through Massachusetts
Boston to Birmingham, MI & Back: The Great Lakes Moto Run
7 Days on the BMW R 1250 GS — Twisty Roads, Lake Huron Shores & Mackinac Magic
Blue Ridge & Skyline Drive: Boston to the Parkway on the GS
6 Days, Solo on the BMW R1250GS — Shenandoah to the High Country
East Coast USA Family Road Trip: NYC → Philly → DC → Maryland → Boston → Niagara Falls
14 Travelers, 10 Days, Every Iconic Stop — Cherry Blossoms to Clam Chowder to the Falls
East Coast Family Adventure: NYC → Philly → DC → Maryland → Boston → Niagara Falls
14 Passengers, 10 Days, Iconic America — Cherry Blossoms, Crab Feasts & Falls
East Coast USA Family Adventure: NYC → Philly → DC → Maryland → Boston → Niagara Falls
Cherry blossoms, cheesesteaks, blue crabs, clam chowder & the falls — 14 travelers, 10 unforgettable days
Skyline Drive & Shenandoah on Two Wheels
Boston to the Blue Ridge — 5 Days Solo on the BMW R 1250 GS
Tail of the Dragon & Blue Ridge Blitz: Boston to Deals Gap and Back
4 Days. ~1,900 Miles. The Best Motorcycle Roads in the Eastern U.S. — Hit Hard.
Effingham to Boston: Appalachian Foliage & New England Dive Bar Road Trip
9 Days of Fall Color, Mountain Roads, Local Grub & Coastal History — Just the Two of You
New England Fall Foliage Road Trip: DC to Coastal Maine
10 Days of Peak Color, Coastal Views & Small-Town Magic for Four
Boston to Miami on Two Wheels: The Scenic Eastern Seaboard Moto Run
10 Days | BMW S 1000 XR | Blue Ridge Parkway, Skyline Drive & 3 Days in Miami
Blue Ridge Thunder: Boston to Skyline Drive & Back on the BMW R1250GS
6 Days | Boston → Skyline Drive → Shenandoah Valley → WV → Poconos → Home
Blue Ridge Burn: Boston to Asheville on the GS 1250
6 Days · Skyline Drive + Blue Ridge Parkway · Solo Moto · July 18–23, 2025
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