4 days in Massachusetts Itinerary
4 days in Massachusetts Itinerary
Created using Inspirock Massachusetts vacation planner
Start: Princeton
Drive
1
Boston
— 1 night
Drive
2
Dennis
— 2 nights
+2
Drive to General Edward Lawrence Logan International Airport, Fly to Newark Liberty International Airport, Drive to Princeton
End: Princeton
Sat, Aug 22 - Tue, Aug 25
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See full calendar
Boston
— 1 night

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.Kick off your visit on the 22nd (Sat): explore the world behind art at Museum of Fine Arts, then admire the natural beauty at Boston Public Garden, then walk around Boston Common, and finally get to know the fascinating history of Louisburg Square. Here are some ideas for day two: enjoy the sand and surf at Crane Beach and then see majestic marine mammals with a dolphin and whale watching tour.
To see maps, where to stay, ratings, and more tourist information, read Boston travel planner.
Princeton to Boston is an approximately 5-hour car ride. You can also fly; or take a train. In August in Boston, expect temperatures between 81°F during the day and 65°F at night. Wrap up your sightseeing on the 23rd (Sun) early enough to drive to Dennis.
Things to do in Boston
Side Trips
Highlights from your trip
Dennis
— 2 nights

Dennis is a town in Barnstable County, Massachusetts, United States, located near the center of Cape Cod. Kick off your visit on the 24th (Mon): get up close to creatures of the deep with Hyannis Whale Watcher Cruises, tour the pleasant surroundings at West Dennis Beach, and then kick back and relax at South Village Beach. Keep things going the next day: enjoy the sand and surf at Mayflower Beach and then tour the pleasant surroundings at Corporation Beach.
To see traveler tips, reviews, and other tourist information, refer to the Dennis online road trip planner.
Traveling by car from Boston to Dennis takes 1.5 hours. Alternatively, you can drive. Expect a daytime high around 79°F in August, and nighttime lows around 63°F. Finish your sightseeing early on the 25th (Tue) to allow enough time to travel back home.
To see traveler tips, reviews, and other tourist information, refer to the Dennis online road trip planner.
Traveling by car from Boston to Dennis takes 1.5 hours. Alternatively, you can drive. Expect a daytime high around 79°F in August, and nighttime lows around 63°F. Finish your sightseeing early on the 25th (Tue) to allow enough time to travel back home.
Things to do in Dennis
Side Trip
Highlights from your trip
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Massachusetts travel guide
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.