5 days in Massachusetts Itinerary

5 days in Massachusetts Itinerary

Created using Inspirock Massachusetts holiday maker

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Route & dates

5 days in Massachusetts Itinerary

Start: Charleston
Fly:  4​h 45​min
1
Boston
— Few hours
Drive:  2​h
2
Northampton
— 3 nights
Drive:  3​h 30​min
3
Provincetown
— 1 night
Fly:  5​h 45​min
End: Charleston

few
hours
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.
Kick off your visit on the 18th (Wed): admire the masterpieces at Museum of Fine Arts.

To find traveler tips, reviews, other places to visit, and more tourist information, read our Boston trip site .

Charleston to Boston is an approximately 5-hour flight. You can also do a combination of bus and flight; or drive. In September, Boston is slightly colder than Charleston - with highs of 75°F and lows of 59°F. Finish your sightseeing early on the 18th (Wed) so you can travel to Northampton.

Things to do in Boston

Museums
Highlights from your plan
Museum of Fine Arts ©
Museum of Fine Arts

3
nights
Northampton

Northampton ©
The city of Northampton is the county seat of Hampshire County, Massachusetts, United States. Explore Northampton's surroundings by going to The Clark Art Institute (in Williamstown), The Mark Twain House & Museum (in Hartford) and Norman Rockwell Museum (in Stockbridge). And it doesn't end there: get in on the family fun at Six Flags New England, view the masterpieces at R. Michelson Galleries, admire the masterpieces at Smith College Museum of Art, and explore and take pictures at Dr. Seuss National Memorial Sculpture Garden.

Inspirock's itinerary builder makes planning a Northampton trip simple and quick.

Traveling by car from Boston to Northampton takes 2 hours. Traveling from Boston in September, you can expect nighttime temperatures to be a bit cooler in Northampton, with lows of 51°F. Wrap up your sightseeing on the 21st (Sat) to allow time to travel to Provincetown.

Things to do in Northampton

Museums Parks Theme Parks

Side Trips

Dr. Seuss National Memorial Sculpture Garden, Norman Rockwell Museum, Six Flags New England, The Mark Twain House & Museum, The Clark Art Institute
Highlights from your plan
Norman Rockwell Museum ©
Norman Rockwell Museum
The Clark Art Institute ©
The Clark Art Institute
The Mark Twain House & Museum ©
The Mark Twain House & Museum

1
night
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.
On the 22nd (Sun), stroll through Race Point Beach and then appreciate the history behind Pilgrim Monument & Provincetown Museum.

To find traveler tips, other places to visit, reviews, and more tourist information, read Provincetown online visit planner .

Getting from Northampton to Provincetown by car takes about 4 hours. Traveling from Northampton in September, you will find days in Provincetown are little chillier (71°F), and nights are a bit warmer (57°F). Finish your sightseeing early on the 22nd (Sun) so you can travel back home.

Things to do in Provincetown

Beaches Parks Outdoors
Highlights from your plan
Race Point Beach ©
Race Point Beach

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