Love history? Massachusetts is the perfect state to indulge that love. The Bay State is packed with historic sites and this road trip will take you to some of the best. This road trip involves about seven and half hours of total drive time, so you might want to plan on breaking it up with a stay in a historic bed and breakfast or hotel while you tour some of the most best historical sites in Massachusetts.

Click here to view an interactive map and driving directions for this road trip.

Click here to view an interactive map and driving directions for this road trip. If you love history, enjoy a pint at this haunted bar that’s been around since before Massachusetts was even a state. How many of these historical sites have you visited? Let us know in the comments below!

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Historical Sites In Massachusetts

What can I do with kids in Massachusetts?

The Bay State is rich with family-friendly, kid-approved activities that are both fun and educational, making memories to last a lifetime. Massachusetts is home to the world-renowned Boston Children's Museum, the second oldest of its kind in the U.S.. Little Fascinating exhibits, engaging interactive programs, and exciting events fill the museum’s schedule year-round. While in Boston, a trip to the Franklin Park Zoo is a must. Activities like Curious Cubs Playgroup for your youngest animal lovers, the Franklin Farm petting zoo, and an outdoor climbing Children’s Zoo will keep the whole family engaged. For the thrill-seeking groups, Zoar Outdoor in Charlemont provides an unforgettable day of adrenaline-pumping play. Go on a whitewater rafting adventure, cruise the waters kayaking, or zoom the grounds on a zip line course. 

What are the best day trips in Massachusetts?

You don’t have to plan a whole vacation to see incredible Massachusetts sights, short and sweet destinations are plentiful across our state. When you need to get away from it all, get lost in the magical beauty of The Three Sisters Sanctuary in Goshen. Exploring the collection of installations at this beloved sculpture garden will transport you to a dreamy fairytale land. Before you leave, pop into their lovely antique shop to pick up a unique memento. For those with a sweet tooth, taking a tour of Somerville’s Taza Chocolate Factory will satisfy the chocoholic in you. You’ll learn all about ancient chocolate making techniques and feast on delectable samples. Nestled in the Berkshires, discover Hilltop Orchards & Furnace Brook Winery. After sipping samples of their delicious wine, honey mead, or hard cider, stroll the 200-acres of preserved farmland, apple orchards, and scenic woodland trails.

Can I take a canopy walk in Massachusetts?

Want to enjoy our state’s wealth of natural beauty from a different perspective? A canopy walk is a perfect activity when you want to get back to nature. Head over to Lanesborough and get your heart pumping at Ramblewild’s Tree-to-Tree Adventure Park. Activities range from beginner level to advanced with high wires, ziplines, and a 200-foot suspension bridge offering idyllic forest views. Explore Cape Cod’s lush canopy from the 60 tree bridges at The Adventure Park at Heritage Museum & Gardens. Their 7 zipline courses allow visitors to safely take a birds-eye view while learning about the area's natural environment. If you’ve ever dreamed of sleeping high in the treetops, Otis is home to the Octagonal Glass Treehouse in Berkshires. This one-of-a-kind Airbnb has floor to ceiling windows offering views of the surrounding wooded acreage and features a cozy wood-burning fireplace.