Northeast · United States
Massachusetts
Boston, the Cape and the cradle of New England.
Discover Massachusetts
Massachusetts pairs America's most walkable city with the lighthouses of Cape Cod, the islands of Nantucket and Martha's Vineyard, and the Berkshires in autumn — a perfect fly-drive built around Boston.
Recommended Drives
Suggested itineraries
10 days
Boston, Cape Cod & the Islands
Route: Boston → Plymouth → Cape Cod → Nantucket → Martha's Vineyard → Newport RI → Boston
Open with three nights in Boston, then take the Sagamore Bridge onto the Cape — Chatham, Provincetown, oysters in Wellfleet — before island-hopping by ferry to Nantucket and the Vineyard. Finishes via Newport's Gilded Age mansions.
12 days
New England Fall Foliage Loop
Route: Boston → the Berkshires → Vermont → New Hampshire's White Mountains → Maine coast → Boston
The classic autumn fly-drive — covered bridges, country inns, Tanglewood, the Kancamagus Highway and lobster rolls on the Maine coast. Best between late September and mid-October.
Top Places To Visit
The unmissable Massachusetts
Boston
The Freedom Trail, Fenway Park, the North End and the harbour — see our dedicated Boston city break for full itineraries.
Cape Cod
Lighthouses, dune beaches and oyster shacks from Sandwich to Provincetown.
Nantucket & Martha's Vineyard
Cobblestone whaling towns and grey-shingled cottages, reached by ferry from Hyannis or Woods Hole.
The Berkshires
Tanglewood summers, MASS MoCA in North Adams and the Norman Rockwell Museum in Stockbridge.
Salem
Witch-trial history, the Peabody Essex Museum and a charming harbour 30 minutes north of Boston.
Plymouth & the Pilgrim coast
Plymouth Rock, the Mayflower II replica and Plimoth Patuxet living-history museum.
Pair it with a city break
Boston City Break
Three ready-to-tailor itineraries — the Freedom Trail, the harbour and Fenway, and Boston by neighbourhood.
Continue Exploring The Northeast