Regional Connected Routes
Best road trips passing through Boston
We found 4 curated itineraries that include a stop in Boston. Whether you want a weekend escape or a cross-country odyssey, these routes are fully enriched with stops, eats, and attractions.
4 Results
USA
Boston, MA
Provincetown, MA
$$$ Tier
The Old King's Highway Coastal Run
Approximately 120-150 miles (one way, with scenic detours)
2-3 days (leisurely, allowing for full exploration)
USA
Boston, MA
White Mountains, NH
$$$ Tier
The New England Autumn Forest Loop
Approximately 350 miles (round trip)
4-5 days (minimum)
USA
New York City, NY
Acadia National Park, ME
Family Gold$$$ Tier
New England Coastal Drive
Approximately 500-600 miles (depending on exact route and detours)
5-7 days (allowing for ample exploration at each stop)
USA
New York City, NY
Boston, MA
Family Gold$$$ Tier
The Historic New England Coastline
Approximately 250-300 miles (depending on coastal detours)
3-5 days (to fully enjoy each stop)