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.

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1. House of Seven Gables, Salem
Flickr/MOTT
The House of Seven Gables is a spooky-looking spot built in 1668. It’s one of the oldest timber-frame homes in North America and the setting for the 1851 novel "The House of the Seven Gables" by Nathaniel Hawthorne. Today, you can explore the interior and learn about the history of the home in the estate’s museum. (115 Derby St., Salem)
2. Bartlett Farm, Salisbury
Facebook/Bartlett Farm
Bartlett Farm in Salisbury is one of the oldest farms in the country. It was first started in 1659 and has been owned and operated by 11 generations of the Bartlett family ever since. Stop by and grab a bushel of yummy product or maybe indulge in some of their tasty homemade fudge. (96 Main St., Salisbury, Mass.)

Want to learn more? Check out our previous article here.
3. Bridge of Flowers, Shelburne Falls
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The Bridge of Flowers links the towns of Shelburne and Buckland. It was once a functioning trolley bridge, but locals have transformed the bride into a floating garden. Stop by in the spring to revel in the blooms that extend right over the water. (22 Water St., Shelburne Falls, Mass.)

Want to learn more? Check out our previous article here.

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4. Veterans War Memorial, Mount Greylock State Reservation
Flickr/MOTT
The beautiful Veteran’s War Memorial in Mount Greylock State Reservation is a sight that every Bay Stater should see. You can drive or hike to the top of Mount Greylock to check it out.

Want to learn more about the reservation? Check out our previous article here.
5. The Mount, Lenox
Flickr/MOTT
The Mount in Lenox is the former home of legendary writer Edith Wharton. It’s a Gilded Age mansion that’s open to the public for tours and surrounded by verdant green gardens. Stop by for a jazz night or art exhibition, or simply visit for a stroll around the grounds. (2704, 2 Plunkett St., Lenox)

For more information about the charming town of Lenox, check out our previous article here.
6. Minute Man National Historical Park, Concord
Flickr/Renato Bonomini
This stunning park in the old town of Concord is the perfect place to soak up the beauty of nature and a bit of local history at the same time. This lovely green space was actually the site of the battle of Concord and Lexington during the Revolutionary War. You can also take a guided tour of the park and enjoy educational exhibits. (74 Liberty St., Concord)

Learn more by checking out our previous article here.
7. Old State House, Boston
Flickr/Wally Gobetz
Old State House in Boston was first built in 1793. It’s the oldest surviving public structure in the city. In fact, the Boston Massacre unfolded right beneath the east balcony of the State House. History buffs will also love learning about the city’s past in the state house’s educational center and museum. (206 Washington St., Boston)
8. Plymouth Rock, Plymouth
Flickr/Chris Devers
Perhaps the most iconic rock in the state, you’ll find this famous boulder in Pilgrim Memorial State Park on the shores of Plymouth Harbor.

Learn more about Plymouth in our previous article here.

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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More to Explore

Historical Sites In Massachusetts

Jackie Ann | February 11, 2021

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.

Related Articles

Featured Addresses
The House of the Seven Gables, 115 Derby St, Salem, MA 01970, USA
22 Congress St, Salisbury, MA 01952, USA
Bridge of Flowers, Shelburne Falls, MA 01370, USA
Mount Greylock State Reservation, Adams, MA 01220, USA
The Mount, Edith Wharton's Home, 2 Plunkett St, Lenox, MA 01240, USA
174 Liberty St, Concord, MA 01742, USA
Old State House, 206 Washington St, Boston, MA 02109, USA
Island Rock, Plymouth, MA 02360, USA