7 days in Massachusetts Itinerary

7 days in Massachusetts Itinerary

Created using Inspirock Massachusetts journey planner

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Route & dates

7 days in Massachusetts Itinerary

Start: Hartford
Drive:  2​h 45​min
1
Sandwich
— 1 night
Drive:  1​h 15​min
2
Provincetown
— 2 nights
Ferry:  1​h 30​min
3
Boston
— 3 nights
Drive:  1​h 45​min
End: Hartford

1
night
Sandwich

Sandwich ©
Sandwich is a town in Barnstable County, Massachusetts, United States. Kick off your visit on the 25th (Wed): get engrossed in the history at Plimoth Plantation and then contemplate the long history of Mayflower II. Keep things going the next day: engage your brain at Sandwich Glass Museum, see the interesting displays at Heritage Museums & Gardens, then grab your bike and head to Shining Sea Bikeway, and finally pause for some photo ops at Plymouth Rock.

To find maps, reviews, more things to do, and other tourist information, read our Sandwich trip itinerary maker website .

Hartford to Sandwich is an approximately 3-hour car ride. You can also take a bus. Traveling from Hartford in September, expect nights in Sandwich to be about the same, around 55°F, while days are slightly colder, around 73°F. Wrap up your sightseeing on the 26th (Thu) to allow time to drive to Provincetown.

Things to do in Sandwich

Museums Trails Outdoors

Side Trips

Plymouth, Shining Sea Bikeway
Highlights from your plan
Plimoth Plantation ©
Plimoth Plantation
Sandwich Glass Museum ©
Sandwich Glass Museum
Plymouth Rock ©
Plymouth Rock

2
nights
Provincetown

Provincetown ©
A small resort town with a year-round population of just 3,000, Provincetown draws nearly 60,000 annual visitors with its scenic beaches, art colonies, galleries, theaters, and shops.
Kick off your visit on the 27th (Fri): appreciate the history behind Pilgrim Monument & Provincetown Museum and then enjoy the sand and surf at Cape Cod National Seashore. Here are some ideas for day two: enjoy the sand and surf at Nauset Beach, browse the collection at Provincetown Library, and then tour the pleasant surroundings at Race Point Beach.

To see maps, where to stay, reviews, and other tourist information, read our Provincetown trip itinerary app .

Traveling by car from Sandwich to Provincetown takes 1.5 hours. Alternatively, you can take a bus. In September, daytime highs in Provincetown are 71°F, while nighttime lows are 57°F. Wrap up your sightseeing on the 28th (Sat) early enough to ride a ferry to Boston.

Things to do in Provincetown

Beaches Outdoors Parks

Side Trips

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

3
nights
Boston

Boston ©
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.
Kids will enjoy Museum of Fine Arts and Duck Tours. There's lots more to do: stroll around Boston Public Garden, take an in-depth tour of John F. Kennedy Presidential Museum & Library, get curious at Museum of Science, and wander the streets of North End.

To see maps, where to stay, traveler tips, and tourist information, refer to the Boston day trip website .

Traveling by ferry from Provincetown to Boston takes 1.5 hours. Alternatively, you can fly; or drive. In September, plan for daily highs up to 75°F, and evening lows to 59°F. Finish your sightseeing early on the 1st (Tue) to allow enough time to drive back home.

Things to do in Boston

Museums Parks Tours
Highlights from your plan
Boston Public Garden ©
Boston Public Garden
Museum of Fine Arts ©
Museum of Fine Arts
New England Aquarium ©
New England Aquarium

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