Massachusetts Trips

What Inspires You?

Beaches  ▪  Family  ▪  Food  ▪  Haunted  ▪  Music  ▪  National Parks  ▪  Outdoor Adventures  ▪  Relaxation  ▪  Road Trips  ▪  Scenic Drives  ▪  Shopping  ▪   Space  ▪  Weekend Getaways

Destinations: Trips by State or Province  ▪  Northeast  ▪  South  ▪  Midwest  ▪  West  ▪  Canada  ▪  Mexico
Seasons: Spring  ▪  Summer  ▪  Fall  ▪  Winter

Immerse yourself in history in Plymouth. In Boston, chow down on a lobster roll. Go whale-watching from the tip of Cape Cod. Visit Berkshire County to sample fresh-tapped maple sugar. Walk the beaches on Martha’s Vineyard or explore cobblestone streets on Nantucket Island. Let Enterprise Rent-A-Car help you do all that for a romantic getaway or a vacation with the family.

Following the Berkshire Cheese Trail

Head to Northeast dairy country for some of America’s finest cheeses.
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Yoga Retreats of the Northeast

Legendary resorts ensure a relaxing journey.
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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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A Bayou Writer Goes Maple Sugaring in New England

From New Orleans to the Northeast, one foodie sets out to explore the sweet beyond.
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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.
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Get more Massachusetts road trip ideas.