7 days in Massachusetts Itinerary

7 days in Massachusetts Itinerary

Created using Inspirock United States tour planner
Make it your trip
Drive to Newark Liberty International Airport, Fly to Boston
— 3 nights
— 2 nights
Drive to Logan International Airport, Fly to Barcelona


Boston — 3 nights

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 (Sat): snap pictures at The Old North Bridge, then take an in-depth tour of Louisa May Alcott's Orchard House, then witness the site of a historic battle at Minute Man National Historical Park, and finally explore the different monuments and memorials at Mount Auburn Cemetery. Get ready for a full day of sightseeing on the next day: get to know the fascinating history of HarborWalk, then get a new perspective on nature at The Harvard Museum of Natural History, then contemplate the long history of Longfellow House Washington's Headquarters National Historic Site, and finally pause for some serene contemplation at Trinity Church.

To find where to stay, ratings, maps, and other tourist information, you can read our Boston online trip maker.

East Stroudsburg to Boston is an approximately 4.5-hour car ride. You can also do a combination of car and flight. Traveling from East Stroudsburg in June, Boston is somewhat warmer at night with lows of 18°C. Finish your sightseeing early on the 20th (Mon) to allow enough time to drive to Hyannis.
Historic Sites · Museums · Parks · Nature
Side Trips

Hyannis — 2 nights

"The Capital of the Cape," Hyannis serves as Cape Cod's main transportation and commercial hub.
Edward Gorey House and St. Francis Xavier Church are good opportunities to explore the local culture. Explore hidden gems such as Kalmus Beach and Long Pasture Wildlife Sanctuary. The adventure continues: get a new perspective on things with Boat Tours & Water Sports, see the interesting displays at John F Kennedy Hyannis Museum, get engrossed in the history at Stony Brook Grist Mill and Museum, and view the masterpieces at Cape Cod Maritime Museum.

For maps, ratings, where to stay, and tourist information, refer to the Hyannis trip itinerary site.

Drive from Boston to Hyannis in 1.5 hours. Alternatively, you can take a bus; or fly. In June, daily temperatures in Hyannis can reach 26°C, while at night they dip to 17°C. Wrap up your sightseeing on the 22nd (Wed) to allow time to fly back home.
Museums · Wildlife · Outdoors · Parks
Side Trips

Massachusetts travel guide

History Museums · Art Museums · Nightlife
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.

Cape Cod travel guide

Beaches · Dolphin & Whale Watching · Specialty Museums
Located on the southern shore of Massachusetts, Cape Cod contains some 15 towns and two islands. The arm-shaped peninsula is a popular holiday destination throughout the year because of its historical attractions, art galleries, award-winning restaurants, and a scenic coastline dotted by sandy beaches. Start your sightseeing in Provincetown, located at the very tip of the cape and famous for being the site of the first Pilgrims' landing in 1620. From there you can hit up all of the Cape's other small towns, renowned for their comfortable bed and breakfasts and distinctive cuisine of fresh fish and oyster dishes. This maritime community features more than a dozen lighthouses. Part of experiencing the Cape means a trip to its two islands--which showcase several lighthouses and numerous restaurants.