6 days in Boston & Portland Itinerary

6 days in Boston & Portland Itinerary

Created using Inspirock United States holiday planner

Plan created by another user. Make it yours
Drive
1
Boston
— 3 nights
Drive
2
Portland
— 2 nights
Drive

S M T W T F S
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25
26
27
28
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30
1
2
3
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5

3
nights
Boston

Beantown

Rich in museums, restaurants, shops, and historical sites, Boston attracts over 16 million visitors each year. New England's largest and most influential city, Boston ranks among the world's major centers of education and culture.
On the 26th (Thu), get to know the fascinating history of Freedom Trail, then take a stroll through North End, and then admire the masterpieces at Museum of Fine Arts. On the next day, contemplate the long history of The Paul Revere House, then contemplate the waterfront views at Walden Pond State Reservation, then steep yourself in history at Louisa May Alcott's Orchard House, and finally witness the site of a historic battle at Minute Man National Historical Park.

To see traveler tips, photos, and more tourist information, you can read our Boston tour itinerary planner.

Cherry Hill to Boston is an approximately 5.5-hour flight. You can also drive; or take a train. In November, daytime highs in Boston are 52°F, while nighttime lows are 37°F. Wrap up your sightseeing on the 28th (Sat) to allow time to drive to Portland.

Things to do in Boston

Historic Sites · Parks · Nature · Museums

Side Trip

2
nights
Portland

The Forest City

Maine's biggest and perhaps most vibrant city, Portland was established as a fishing village in 1633 and grew to become New England's largest port.
Kick off your visit on the 28th (Sat): visit a coastal fixture at Portland Head Light, take a stroll through Old Port, and then explore the world behind art at Portland Museum of Art. Here are some ideas for day two: appreciate the extensive heritage of Marginal Way Walkway, then explore the striking landscape at Perkins Cove, and then tour the pleasant surroundings at Ogunquit Beach.

For maps, photos, and tourist information, use the Portland trip planner.

Drive from Boston to Portland in 2 hours. Alternatively, you can take a bus; or take a train. Expect little chillier evenings in Portland when traveling from Boston in November, with lows around 30°F. Finish up your sightseeing early on the 30th (Mon) so you can travel back home.

Things to do in Portland

Historic Sites · Parks · Neighborhoods · Outdoors

Side Trips