Massachusetts Fall Foliage Driving Tours

Scenic Fall Drives in Massachusetts

Massachusetts Fall Drives
Western Massachusetts is one of New England's most enchanting destinations for a fall foliage drive. © 2013 Kim Knox Beckius

Massachusetts offers a bounty of options for leaf lovers looking to drive and explore. If you've only been to the Berkshires, it's time to branch out and find new regions of Massachusetts that come alive with color starting in September. Here are some Massachusetts fall foliage driving tours to consider as you plan your autumn outings. Remember to follow your instincts, too, and don't pass by beautiful byways that beckon to you.

A Massachusetts Cranberry Bog Driving Tour 
It's a colorful sight to behold when Massachusetts' largest cash crop is harvested each fall, and changing leaves add to the visual splendor. Follow these tips and directions to enjoy your own tour of Cranberry Country: the region south of Boston.

New England's First Scenic Drive: Mount Greylock and the Mohawk Trail 
This scenic drive through the Berkshires of western Massachusetts is one of 30 scenic drives featured in the book Backroads of New England. Read this book excerpt, and plan a fall drive to the top of Mount Greylock and along New England's first official scenic road, which is more than a century old.

Berkshires Driving Tours
From the Mohawk Trail Association, here are five suggested driving tours in western Massachusetts that are perfect for any season, especially fall. 

Franklin County Driving Tour
This tour takes you through classic New England towns including Greenfield, Ashfield, Buckland, Shelburne Falls, South Deerfield and Deerfield.

Yankee Candle Village is a must-stop while you're in this part of Massachusetts.

Fall Foliage by Land and Sea
Use this map from the Massachusetts Office of Travel & Tourism to plan your Cape Ann coastal leaf peeping route beginning at Maudslay State Park in Newburyport and ending in Salem: Massachusetts' spooky hot spot during Halloween season.

Jacob's Ladder Trail
Jacob's Ladder Trail is the colorful nickname for U.S. Route 20 in Massachusetts, a hilly and picturesque alternative to the Mass Pike. The country's first auto road built to climb over a mountain range is also a National Scenic Byway.

Western Massachusetts Foliage Drive
Trace the Connecticut River on this 60-mile foliage drive, described in Yankee magazine. You'll see old cemeteries, farms, small towns, funky shops and historic sights.

Classic Cape Cod Driving Tour 
From National Geographic, this "drive of a lifetime" takes in practically all of the Cape. Use it to navigate your way to classic Cape Cod scenes if you're visiting in the fall. If you're visiting New England late in the fall foliage season, the Cape is one of the last places where leaves typically hang on each year.

Massachusetts Fall Foliage and Scenic Drives
Visit New England provides suggested scenic driving routes throughout Massachusetts, including drives in the Berkshires, along the south shore, in the Greater Boston area and more.

Massachusetts Foliage Driving Tour
From Yankee magazine, explore the hill towns of western Massachusetts on this two-day fall driving tour.

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