Make this year a time of amazing exploration and discovery. These carefully crafted road trips will guide you throughout our beautiful state, taking you to classic destinations and hidden gems you didn’t even know existed. From incredible natural wonders to spooky sites, this bucket list of the best road trips in Massachusetts will keep you low on gas but rich with memories.

Follow the links in the captions for more information about the destinations. To view an interactive map of each road trip, simply click on the link beneath each map photo.

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What do you think of this list of the best road trips in Massachusetts? Please share your opinion in the comment section.

There’s so much to do and see in the Bay State, but we’re happy to do most of the trip planning for you. Take a look at these amazing Massachusetts day trips you absolutely have to take.

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Best Road Trips In Massachusetts

What are some must-visit attractions in Massachusetts?

The Bay State is filled with many must-visit attractions that should be added to everyone’s bucket list. Take for example The Crane Estate in Ipswich which will make you feel as though you’re in Europe with its old-world beauty and charm. The 2,100-acre property sits seaside with a gorgeous manicured lawn that leads your eye all the way to the water. It’s a breathtaking place to visit. Plimoth Plantation in Plymouth is a living history museum with a scale replica of the Mayflower and everyone who works there dresses as though it’s the 1700s. You will certainly feel as though you’ve stepped back in time here. Learn more about these and several other must-visit places in Massachusetts in this post.

What are some of the best day trips in Massachusetts?

If you want to feel like a kid again, spend the day at Kimball Farm in Westford. Although there are three other locations, this is the original and aside from ice cream, it has plenty of activities to keep the family entertained all day long. You can challenge the kids to a round of mini-golf, take a ride on the bumper boats or bumper cars, have a high-flying adventure on the zip-line, and so much more! You’ll have a blast at Kimball’s. Read our article, 11 Best Day Trips You Can Possibly Take In Massachusetts, for more day-trip ideas. 

What are some unique things to do in Massachusetts?

Have you ever thought about visiting a wolf sanctuary? Well, you can have your chance with a trip to the incredibly unique Wolf Hollow in Ipswich. Book a public or private tour of the sanctuary or attend one of the wolf presentations. It’s an incredible place where visitors can learn more about the gray wolf. There are also many unique things to do around the Bay State where you don’t even have to open your wallet. You can read about just a few of those places in this post.