TRAVEL

Massachusetts' Most Picturesque Drive Is This Historic Byway With Serene Forests And Majestic Bridges

September 30th, 2025

In autumn, lots of travelers head to New England destinations like the Berkshire Mountains to see fall foliage — according to the Old Farmer's Almanac and its predictions for 2025, the region will see peak colors in mid-October. The coming weeks are also an ideal time to hit the road for a scenic trip on the Mohawk Trail, one of Massachusetts' most picturesque drives.

Named by Thrillist as the state's most beautiful highway in 2024, the historic route was once a footpath used by Native American hunters and fishers, and later by European settlers and traders. It begins near the Massachusetts-New York border (just over an hour's drive from Albany International Airport) and extends east for 63 miles to Millers Falls on the Connecticut River, leading road-trippers through the quiet forests of the Berkshire Hills and across the pretty covered bridges of the Connecticut Valley.

The road is dotted with quaint shops, country inns, interesting museums, and traditional diners, so it's a pleasure to take breaks along the way. From a cultural perspective, two must-see stops on the journey are the Susan B. Anthony Birthplace Museum ($10 admission) and the Quaker Meeting House (open to the public on select Sundays), both located in Adams, Massachusetts. The former was the one-time home of the country's most famous suffragist, and the latter, dating back to 1782, is a pioneer-built landmark on the National Register of Historic Places.

Bridges, food, and other attractions on the Mohawk Trail

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The Mohawk Trail also features natural attractions worth pulling over for. In the historic and serene village of Shelburne Falls, the Bridge of Flowers — an old trolley bridge built in 1908 — spans the Deerfield River and comes alive with colorful flowers from April to October. There's no admission fee, and visitors are welcome to admire the bridge 24 hours a day. Nearby, discover "glacial potholes" formed by whirlpools at Salmon Falls, once a Native American dwelling. Like the Bridge of Flowers, it's free to walk around. Before getting back on the road, stop into Shelburne Falls Coffee Roasters for a pick-me-up, or go to Hager's Farm Market, where you can buy local apples and other produce from fifth-generation farmers.

Other highlights along the Mohawk Trail include photogenic covered bridges, including Bissell Covered Bridge in Charlemont and Arthur A. Smith Bridge in Colrain, and historic New England-style houses in Deerfield, a charming town in the breathtaking Pioneer Valley. While in the area, stop into the Old Deerfield Country Store, a traditional shop specializing in local crafts.

Go for lunch at Wagon Wheel Restaurant in Gill, where you'll have the one-of-a-kind experience of dining in a country drive-in restaurant, or feast on homemade seafood chowder at Boston Sea Foods in North Adams. Lodgings along the route include the elegant Centennial House Bed & Breakfast, set on an early-19th-century estate in Northfield, or the Deerfield Inn, a restored inn that dates back to 1884.

Curated By

Ricardo Vega
Investigative Street Correspondent | Immersion Journalism Producer | Underground Culture Documentarian
Ricardo Vega is an independent, boots-on-the-ground journalist who dives headfirst into the stories that mainstream outlets ignore. From derelict urban ruins and underground music scenes to extreme sports fringes and the overlooked edges of city life, he lives the stories he tells. With a Gonzo spirit and a Rolodex packed with street artists, underground athletes, indie musicians, and everyday voices rarely heard on network news, Ricardo delivers raw, immersive reporting that gets its hands dirty and its pulse racing. Ricardo doesn’t observe from a distance—he embeds, experiences, and brings back the unfiltered truth with authentic voices and gritty perspective. Fiercely independent in his politics and approach, Ricardo chases the real heartbeat of subcultures and forgotten places, where the sanitized narratives of corporate media never reach.

Suggested Reading

Along the Mohawk Trail: A Feast of Fall Foliage And Spectacular Hill Towns

In Along the Mohawk Trail: A Feast of Fall Foliage and Spectacular Hill Towns, David J. McLaughlin invites readers on an enchanting visual and narrative journey through one of New England's most celebrated scenic byways, the historic Mohawk Trail in western Massachusetts. This pathway to the past, o...

Massachusetts Covered Bridges

"Massachusetts Covered Bridges" by John S. Burk offers a captivating visual and historical journey through the state's often-overlooked architectural heritage, revealing that from the early 19th century onward, more than 275 documented highway and railroad covered bridges spanned Massachusetts' rive...

Northfield

Northfield, a richly illustrated historical volume co-authored by Marie Booth Ferré, Susan Post Ross, and Joan McRae Stoia, traces the enduring legacy of the Massachusetts town that has long served as a vital nexus of natural beauty, commerce, and spiritual renewal along the Connecticut River. The n...

Lost Ski Areas of the Berkshires

"Lost Ski Areas of the Berkshires" by Jeremy K. Davis is a meticulously researched historical account that resurrects the vibrant yet vanished world of winter sports in western Massachusetts, a region long celebrated as a haven for skiing enthusiasts. The book delves into the rise and fall of forty-...

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