Massachusetts: Itineraries

Long Weekend Dedicate 3 days to exploring Boston, then head down to the South Shore for a day of whale-watching.

One Week Give yourself 3 days to explore Boston before traveling to the South Shore for another 2 days. End with 2 days in Cape Cod.

Two Weeks Spend 3 days exploring Boston and 2 apiece visiting the South Shore and Cape Cod. Spend your second week relaxing on Martha’s Vineyard, or head west for a day at Old Sturbridge Village, 2 days in Northampton, and 4 days in the Berkshires.