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!

Road Trips From Boston

Road Trip from Boston to New York City

Explore Bristol, New Haven and more as you drive from Boston to New York City using this weekend trip itinerary.
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Boston to Maine Road Trip

Explore the Northeastern U.S. on this road trip from Boston to Bar Harbor, where you'll find a unique mix of history and awesome scenery along the way.
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Day Trip from Boston to Cape Cod and Beyond

Discover some of the best scenery the East coast has to offer on a road trip from Boston to Cape Cod. Book an Enterprise rental car to visit all the best stops along the way!
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See All Road Trips

Looking for more road trip ideas? Check out our Road Trip Planner and choose your next journey!

Road Trip Ideas

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