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.
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Northeast Farm Tours Let Visitors Connect With the Land

People are discovering the origins of their food.
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Looking for more road trip ideas? Check out our Road Trip Planner and choose your next journey!

Road Trip Ideas

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