8 Scenic Options to Take In the Fall Foliage in Massachusetts

While New England shines uniquely in all four seasons, there’s something magical about the bright colorful leaves, crisp air, and pristine orchards that take over every autumn. Leaf peepers will flock to New England destinations like New Hampshire’s Kancamagus Highway, Maine’s Acadia National Park, and Vermont’s Green Mountains, but there are plenty of stunning fall foliage opportunities right here in Massachusetts. From coastal beauty to mountain majesty, Massachusetts provides it all. 

Walk, drive, or cruise these eight fall foliage experiences in Massachusetts that cannot be missed!


Charles River Fall Foliage Cruises

This 90-minute cruise is perfect for taking in the shoreline foliage in both Boston and Cambridge. The experience is made complete with complimentary apple cider onboard! 

Boston Harbor Fall Foliage Luncheon Cruise

Don’t miss the changing leaves on the Harbor Islands! This 90-minute harbor cruise gets you up close to the islands and includes historic stories and a gourmet picnic lunch. 

Greater Boston

Essex Coastal Scenic Byway

Experience the North Shore’s coastline and magnificent foliage all at the same time. The Byway consists of 90 miles and 14 coastal towns, including Lynn, Salem, Gloucester, Ipswich, and Salisbury.

Battle Road Byway (Route 2A)

Follow the road of the Revolutionary War battles through the towns of Arlington, Lexington, Lincoln, and Concord. The heavily wooded area provides spectacular colors every year without fail.  

Western Mass

Jacob’s Ladder Trail

Drive through the Berkshires and enjoy stunning mountain foliage views. There are plenty of places to pull over, walk around, and take iconic photos. 

The Mohawk Trail (Route 2)

Hop on the first scenic roadway in New England. This 63-mile road is packed with state parks and forests full of color.

Mount Greylock State Reservation

Mount Greylock is the highest point in the state at nearly 3,500 feet. The views are endless! Enjoy plenty of scenic overlook stops on your drive to the top. 

Cape Cod

Cape Cod Central Railroad

With plenty of train ride options to choose from, this excursion will provide more than just foliage. Enjoy cranberry bogs, marshes, and all the beauty of Cape Cod on this popular railroad experience. 

Shannon started following Boston Moms on social media before she even lived in the Boston area! She credits her passion for the brand to the way it served her personally before she ever contributed to it. Though Shannon moved to Boston to support her husband’s career, Boston Moms was the unexpected gift and opportunity she had no idea was waiting for her. Shannon is mom to Elizabeth (2016) and Anderson (2018). She has been married to her husband, Benjamin, since 2012. Benjamin is a filmmaker and owner of Boston production company Magnus Films. In her free time, Shannon enjoys going to the beach, browsing antique stores, hiking with her family, traveling, reading, and watching movies with her husband.