7 days in Massachusetts Itinerary

7 days in Massachusetts Itinerary

Created using Inspirock Massachusetts tour planner

Plan created by another user. Make it yours
1
Boston
— 1 night
2
Eastham
— 2 nights
3
Salem
— 3 nights

S M T W T F S
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1
night
Boston

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 20th (Sun), wander the streets of Newbury Street, appreciate the extensive heritage of Freedom Trail, then stop by North End, and finally buy something for everyone on your list at Faneuil Hall Marketplace.

To find other places to visit, traveler tips, ratings, and other tourist information, read our Boston tour itinerary planner.

Green Bay to Boston is an approximately 6.5-hour flight. You can also drive; or do a combination of bus and train. The time zone difference when traveling from Green Bay to Boston is 1 hour. Plan for a bit warmer nights when traveling from Green Bay in October since evenings lows in Boston dip to 50°F. Cap off your sightseeing on the 20th (Sun) early enough to go by car to Eastham.

Things to do in Boston

Highlights from your plan
Faneuil Hall Marketplace ©
Faneuil Hall Marketplace
Freedom Trail ©
Freedom Trail
North End ©
North End

2
nights
Eastham

Eastham ©
Eastham is a town in Barnstable County, Massachusetts, United States, Barnstable County being coextensive with Cape Cod. Start off your visit on the 21st (Mon): browse for treasures at Yak Arts and then tour the pleasant surroundings at Cape Cod National Seashore. On your second day here, stroll through Nauset Beach, do a tasting at Truro Vineyards of Cape Cod, and then tour the pleasant surroundings at Race Point Beach.

Plan a trip to Eastham easily and quickly by telling Inspirock to suggest an itinerary.

You can drive from Boston to Eastham in 2 hours. In October in Eastham, expect temperatures between 63°F during the day and 50°F at night. Wrap up your sightseeing on the 22nd (Tue) to allow time to drive to Salem.

Things to do in Eastham

Beaches · Outdoors · Parks · Shopping

Side Trips

Highlights from your plan
Cape Cod National Seashore ©
Cape Cod National Seashore
Race Point Beach ©
Race Point Beach
Nauset Beach ©
Nauset Beach

3
nights
Salem

Salem ©

Witch City

Best known for its 1692 witch trials, Salem has a number of significant historical sites, a bustling downtown, and many witch-themed attractions.
Take a break from the city and head to Dolphin & Whale Watching and Salisbury Rail Trail. Get some historical perspective at Marginal Way Walkway and Nubble Lighthouse. Venture out of the city with trips to Just Us Chickens Gallery (in Kittery) and Ogunquit (Perkins Cove & Ogunquit Beach). There's more to do: contemplate the long history of The House of the Seven Gables and get engrossed in the history at Salem Witch Museum.

To find more things to do, maps, photos, and tourist information, read Salem tour planner.

Traveling by car from Eastham to Salem takes 2.5 hours. Alternatively, you can do a combination of bus and train; or do a combination of bus and ferry. Traveling from Eastham in October, Salem is slightly colder at night with lows of 45°F. Wrap up your sightseeing on the 25th (Fri) early enough to travel back home.

Things to do in Salem

Outdoors · Parks · Historic Sites · Wildlife

Side Trips

Highlights from your plan
Marginal Way Walkway ©
Marginal Way Walkway
Dolphin & Whale Watching
Ogunquit Beach ©
Ogunquit Beach

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