Last Updated on November 8, 2024 by Kristin
Boston is a living American history lesson, boasting Revolutionary War landmarks like the Old North Church and Freedom Trail. With an endless array of incredible seafood restaurants and charming Irish pubs, it’s worth spending time in Boston to enjoy all the city has to offer. At the same time, New England’s biggest city is also a launch pad for a road trip to the numerous small towns dotting the Atlantic coast. Here are the best road trips from Boston.
Fabulous Road Trips from Boston
Note: Drive times are estimates, and can vary greatly due to New England traffic.
Salem
25 miles / 32 mins.
The quick jaunt northeast up I-93 and I-95 to Salem, Massachusetts may not seem like a proper road trip. However, this quaint city known for its witchcraft trials is a must-see attraction that quickly transports visitors to another world. Settled in 1626, the coastal city provides a mix of historical attractions like the Salem Witch Museum and a 171-foot replica of the Friendship merchant ship. Salem’s charming downtown is also home to an eclectic mix of specialty shops and cozy restaurants. >> Recommended hotels in Salem
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Newport, Rhode Island
84 miles / 1 hr. 30 mins.
Head south from Boston on I-95 to reach Rhode Island, a tiny state packed with sprawling mansions, world-class museums and sandy beaches. The quaint coastal town of Newport is a popular summer haven known for its stately historic homes and breathtaking coastline. Stop by the Vanderbilt family’s summer home (called The Breakers) and drive down Ocean Avenue to enjoy one of the best spots in New England for sunsets. >> Recommended hotels in Newport
Portland, Maine
112 miles / 1 hr. 45 mins.
Just a couple hours north up I-95 from Boston lies Portland, Maine, a charming port city known for craft breweries and lighthouses dotting Casco Bay. To catch an incredible sunset, drive about 15 minutes south to the Portland Head Light lighthouse in Fort Williams Park. One of the best things about a road trip to Portland is stopping at great beach towns along the way, including Ogunquit, Kennebunkport and Old Orchard Beach. >> Recommended hotels in Portland
Cape Cod
116 miles / 2 hr. 10 mins.
A trip to Cape Cod region from Boston is a must, especially in the summer months. To make the most of this road trip, cruise through the Cape’s historic towns, including Sandwich, Orleans and Wellfleet. The last stop on this route is the iconic Provincetown, known for its inclusive culture and LGBTQ+-friendly nightlife. Try to avoid driving from Boston to Cape Cod on Friday evenings in the summer, as this route becomes logjammed with heavy traffic as people leave the city for the weekend. >> Recommended hotels on Cape Cod
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The Berkshires
130 miles / 2 hr. 19 mins.
Vacationers love the Berkshires in western Massachusetts for its timeless charm. Think rolling countryside, quaint towns and tons of cultural enrichment. After all, this is home of the music festival Tanglewood—the summer residency of the Boston Symphony Orchestra—as well as Edith Wharton’s estate The Mount and the Norman Rockwell Museum. For lodgings, you’ll find a plethora of quaint inns, boutique hotels and wellness-related resorts in tony towns including Stockbridge and Lenox. >> Recommended hotels in the Berkshires
White Mountain National Forest, New Hampshire
142 miles / 2 hr. 31 mins.
For an outdoorsy road trip that takes you off the beaten path, set your sights on New Hampshire’s White Mountain National Forest via I-93. The forest spanning more than 750,000 acres is home to lakes, streams, hiking trails, ski areas and wildlife including moose, foxes and black bears. Accommodations range from campgrounds to luxury resorts with amenities like hot tubs and pools. One of the best scenic drives through the White Mountains is a 34.5-mile part of NH-112 known as the Kancamagus Highway (or “The Kanc”), which people flock to in the fall to watch the leaves change colors. >> Recommended hotels in the White Mountains
The Poconos, Pennsylvania
308 miles / 4 hr. 59 mins.
Pennsylvania’s Pocono Mountains offer an easy-access mountain getaway in whatever flavor you want. Whether you are coming in the winter for snowy fun at the Big Boulder Ski Area or visiting in the summer for hiking, biking and water sports, you’ll find plenty of places to stay, from camp-style lodges to big resorts to casino hotels. >> Recommended hotels in the Poconos
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