Massachusetts Road Trips
In the heart of New England, Massachusetts is a perfect place to start any road trip. Boston is a fun town filled with historical significance, great food, professional sports and things to do. From there, great destinations in numerous states are merely a few hours away. Take a ride with Enterprise Rent-A-Car and start your journey from Massachusetts today!
Massachusetts Road Trips
Massachusetts Road Trip Inspiration
Yoga Retreats of the Northeast
Legendary resorts ensure a relaxing journey.
Cape Cod Drive Reinforces Benefits of Slow Travel
Massachusetts oyster farmers also recognize the value of investing time.
Road Trip to Maple Sugar Shacks in New England
From New Orleans to the Northeast, one foodie sets out to explore the sweet beyond.
Artsy Provincetown Offers an Inclusive Getaway
Everyone is welcome in this Massachusetts beach town.
Rockport, Massachusetts, is a Relaxing, Seaside Getaway
The quaint town offers a bounty of seafood, a scenic shoreline and even a house made of paper.
Massachusetts Trips
Plan your next road trip, weekend getaway or personal challenge.
Following the Berkshire Cheese Trail
Head to Northeast dairy country for some of America’s finest cheeses.
Read More
Northeast Farm Tours Let Visitors Connect With the Land
People are discovering the origins of their food.
Read More
See All Road Trips
Looking for more road trip ideas? Check out our Road Trip Planner and choose your next journey!
Road Trip Ideas
Start A Reservation
Enjoy fast and easy car rental bookings from Enterprise Rent-A-Car at one of our 7,200 branches in cities, airports and neighborhoods near you.
Reserve a Rental Car