The Ultimate East Coast Road Trip: Top Places to See When Driving From Bennington, Vermont to Sandwich, Massachusetts

If you have a love for adventure, travel, and the open road, going on a road trip is a perfect way to satisfy all those cravings. From the rugged mountain ranges to the sun-kissed sand dunes, the East Coast has a jaw-dropping scenic route that will make for a fantastic road trip. This itinerary takes you from Bennington, Vermont to Sandwich, Massachusetts, and shows you the amazing beauty of New England. So rev up the engines and let’s hit the road!

1. Bennington, Vermont

Start the journey in Bennington, Vermont, a lovely rural town filled with history and charm. It’s a great place to stretch your legs, grab an authentic maple syrup, take a stroll downtown, and admire the sweeping views of the mountains.

2. Manchester, Vermont

The next stop on the itinerary is Manchester, Vermont, located less than an hour's drive away. This delightful town is speckled with designer outlets, antique shops, art galleries, and museums, providing plenty of cultural highlights. Take a scenic drive through the Green Mountains to see the breathtaking foliage.

3. Salem, Massachusetts

The third stop on the itinerary is Salem, Massachusetts. This charming city is famous for its witch trials and offers a unique blend of history and mystery. You can visit the Salem Witch Museum, Salem Maritime National Historic Site, and Nathaniel Hawthorne’s House of Seven Gables.

4. Gloucester, Massachusetts

Gloucester, Massachusetts, is the largest fishing community in New England and offers a glimpse into the local waterfront culture. This charming town is filled with robust seafood markets, art galleries, and stunning beaches, making it a great place to stop for a bite to eat.

5. Boston, Massachusetts

The next stop on the itinerary is Boston, Massachusetts. This bustling city boasts a unique blend of historic colonial architecture, world-class museums, and sophisticated dining establishments. Take a walking tour of the Freedom Trail, visit the Harvard campus, and indulge in the local cuisine, including clam chowder and lobster rolls.

6. Plymouth, Massachusetts

Plymouth, Massachusetts, is known as the birthplace of America and offers a deep-rooted connection to the Pilgrim’s history. Take a stroll around Plymouth Rock, visit the Plimoth Plantation, and climb aboard the Mayflower II, which is a replica of the Pilgrim’s ship.

7. Cape Cod, Massachusetts

Finish off the journey on the Cape Cod peninsula, located roughly an hour's drive south of Sandwich. Cape Cod is famous for its sandy beaches, quaint lighthouses, and delicious lobster rolls. Take a scenic drive on the Cape Cod National Seashore, walk along the charming islands of Martha's Vineyard and Nantucket, and indulge in the local seafood.

Conclusion

Road trips are the perfect way to explore and create unforgettable memories. This itinerary from Bennington, Vermont, to Sandwich, Massachusetts, offers a diverse mix of scenic beauty, historic landmarks, and cultural gems. So pack your bags, grab your favorite snacks, and hit the open road!