5 days in Massachusetts Itinerary

5 days in Massachusetts Itinerary

Created using Inspirock Massachusetts planner

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

S M T W T F S
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Boston

— 3 nights

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.
Kids will appreciate attractions like Museum of Fine Arts and Boston Public Garden. Explore Boston's surroundings by going to Salem (Ropes Mansion, Peabody Essex Museum, &more). The adventure continues: browse the collection at John F. Kennedy Presidential Museum & Library, get engrossed in the history at Boston Tea Party Ships & Museum, take a stroll through North End, and browse the different shops at Faneuil Hall Marketplace.

For where to stay, maps, and other tourist information, use the Boston travel itinerary planner.

Indianapolis to Boston is an approximately 5.5-hour flight. You can also drive; or take a bus. In October, plan for daily highs up to 64°F, and evening lows to 50°F. Finish up your sightseeing early on the 20th (Tue) so you can go by car to Sandwich.

Things to do in Boston

Museums · Historic Sites · Parks · Shopping

Side Trip

Sandwich

— 1 night
Sandwich is a town in Barnstable County, Massachusetts, United States. Kick off your visit on the 21st (Wed): pause for some photo ops at Plymouth Rock, engage your brain at Sandwich Glass Museum, and then get up close to creatures of the deep with Hyannis Whale Watcher Cruises.

For maps, ratings, more things to do, and other tourist information, use the Sandwich trip itinerary planning app.

You can drive from Boston to Sandwich in 1.5 hours. Alternatively, you can take a bus. October in Sandwich sees daily highs of 64°F and lows of 46°F at night. Cap off your sightseeing on the 21st (Wed) early enough to travel back home.

Things to do in Sandwich

Wildlife · Tours · Outdoors · Museums

Side Trips

Massachusetts travel guide

4.3
History Museums · Art Museums · Historic Walking Areas
The Bay State
Known as the "Bay State" because of the three bays dominating its coastline, Massachusetts has played a significant cultural and commercial role through most of the country's history. An increasingly popular vacation destination for foreign travelers, Massachusetts offers numerous places to visit, ranging from historical sites to modern urban centers famous for their culinary, art, and nightlife scenes. With the majority of its population living in and around the city of Boston, in the 20th century Massachusetts went from a state largely dependent on fishing and agriculture to the country's leader in higher education, healthcare, high technology, and financial services. Home to renowned universities and research centers, the state's cities attract a young crowd of students, scientists, artists, and business professionals.