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Southern New England

229.4 miles: 5 hours, 19 minutes

Along this route, you’ll walk in the footsteps of the nation’s founding fathers along Boston’s Freedom Trail and explore the petite state capital of Providence. You’ll also witness the seafaring traditions of days past in the re-created coastal village of Mystic, and relish Gilded Age remnants as you tour Newport’s grand summer “cottages.”



Boston, MA to Mystic, CT

101.8 miles: 2 hours, 12 minutes

Wikimedia Commons/Ingfbruno

Boston’s twisting labyrinth is a vehicular nightmare to the uninitiated. So, park your car and stroll along the Freedom Trail, which travels past several important Revolutionary sights—Boston Common’s information center is a good starting point. In Providence, several landmarks bear the name of Roger Williams, who created a community based on religious freedom.


Mystic, CT to Boston, MA

127.6 miles: 3 hours, 7 minutes

Courtesy of Mystic Seaport

A maritime flavor is reflected in Mystic’s quaint architecture and curious shops. In a city defined by water, aquatic sightseeing is a popular pastime. Similarly, Newport is a renowned recreational sailing hub with a rich marine heritage. The town was a 19th-century hot spot for the uber-rich, and several of their lavish estates can be glimpsed via the Cliff Walk.


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