8 days in Massachusetts Itinerary

8 days in Massachusetts Itinerary

Created using Inspirock Massachusetts planner
Make it your trip
— 3 nights
— 2 nights
North Truro
— 2 nights


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.
Boston is known for museums, historic sites, and parks. Your trip includes some of its best attractions: admire the masterpieces at Museum of Fine Arts, walk around Boston Public Garden, take an in-depth tour of Boston Tea Party Ships & Museum, and take a stroll through North End.

For reviews, other places to visit, and other tourist information, go to the Boston trip planner.

New York City to Boston is an approximately 2.5-hour flight. You can also drive; or take a train. Traveling from New York City in May, plan for slightly colder nights in Boston, with lows around 50°F. Finish your sightseeing early on the 8th (Sat) to allow enough time to drive to Sandwich.
Museums · Parks · Historic Sites · Childrens Museums
Side Trip

Sandwich — 2 nights

Sandwich is a town in Barnstable County, Massachusetts, United States. Start off your visit on the 9th (Sun): take an in-depth tour of Mayflower II, appreciate the history behind Plymouth Rock, then take an in-depth tour of Plimoth Patuxet, and finally explore the landscape on two wheels at Shining Sea Bikeway. On the 10th (Mon), you'll have a packed day of sightseeing: contemplate the long history of National Monument to the Forefathers, admire the natural beauty at Brewster Gardens, then get curious at Sandwich Glass Museum, then see the interesting displays at Heritage Museums & Gardens, and finally explore the activities along Cape Cod Canal.

For photos, ratings, maps, and more tourist information, read our Sandwich road trip planning site.

Traveling by car from Boston to Sandwich takes 1.5 hours. Alternatively, you can take a bus. May in Sandwich sees daily highs of 65°F and lows of 47°F at night. Wrap up your sightseeing on the 10th (Mon) early enough to drive to North Truro.
Museums · Parks · Historic Sites · Trails
Side Trips

North Truro — 2 nights

Atlantic Spice Company has been added to your itinerary. Kick off your visit on the 11th (Tue): get engrossed in the history at Truro Historical Museum, stroll through Corn Hill Beach, and then stop by Atlantic Spice Company. On your second day here, take a tour by water with Boat Tours & Water Sports, then explore and take pictures at Wellfleet Bay Wildlife Sanctuary, and then trek along Great Island Trail.

For ratings, maps, traveler tips, and other tourist information, read North Truro driving holiday planner.

Traveling by car from Sandwich to North Truro takes 1.5 hours. In May, daytime highs in North Truro are 63°F, while nighttime lows are 48°F. Wrap up your sightseeing on the 12th (Wed) early enough to fly back home.
Parks · Outdoors · Wildlife · Historic Sites
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.