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10 Day Trips Near Boston That Locals Love Taking

10 Day Trips Near Boston That Locals Love Taking

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Escape the city and discover charming destinations just a short drive from Boston, where quaint towns, scenic coastlines, and historic sites await. From seaside escapes to peaceful countryside retreats, there’s a perfect day trip for every family craving adventure or relaxation.

Explore hidden gems and local favorites that make a day away feel like a mini-vacation. With breathtaking views, delicious local eats, and engaging activities, these trips are ideal for creating unforgettable memories close to home.

Salem, Massachusetts

Salem, Massachusetts
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Salem is a town that tells tales of old, where the infamous witch trials took place. Wandering through its cobblestone streets, one can almost hear the whispers of history. The Peabody Essex Museum offers a deep dive into art and culture, while the Witch Museum brings the past to life. A visit in October is especially magical with Halloween festivities. Did you know? The Salem witch trials of 1692 led to the execution of 20 people, a grim chapter in history. Salem’s vibrant culture today honors those who suffered.

Rockport, Massachusetts

Rockport, Massachusetts
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With its picturesque harbor and vibrant art scene, Rockport is a coastal gem. The town’s allure is captured in the iconic Motif No. 1, a red fishing shack that artists adore. Strolling down Bearskin Neck, you’ll find unique boutiques and seafood joints offering fresh catches. The artistic vibe is contagious; even non-artists find inspiration here. A quirky fact: Rockport has a house made entirely of newspaper, a testament to creativity. Whether you’re savoring lobster rolls or capturing the perfect sunset, Rockport enchants.

Plymouth, Massachusetts

Plymouth, Massachusetts
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Plymouth stands as a symbol of early American history, where the Pilgrims landed in 1620. Plymouth Rock, albeit smaller than expected, remains a significant landmark. The Mayflower II, a replica of the original ship, offers a glimpse into the Pilgrim’s journey. Plimoth Patuxet Museums showcase the lives of Native Americans and Pilgrims alike. Did you know? The original Plymouth Rock is believed to have been split during relocations. History buffs find Plymouth endlessly fascinating.

Concord, Massachusetts

Concord, Massachusetts
Image Credit: Ken Lund/© Flickr

Concord is a town steeped in revolutionary history and literary greatness. The Old North Bridge marks the site of the first battle of the Revolutionary War. Literature lovers revel in the Concord Museum, celebrating local authors like Thoreau and Emerson. Walden Pond invites visitors to reflect in nature’s embrace. A curious tidbit: Concord grapes were first cultivated here, lending their name to the popular fruit. Concord’s rich past and natural beauty create an inviting experience for all.

Lexington, Massachusetts

Lexington, Massachusetts
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Lexington is a historical treasure trove where the first shots of the American Revolution rang out. The Battle Green is where history enthusiasts gather to witness reenactments. Lexington’s charm extends beyond its history, with tranquil parks and boutique shops. For a dose of culture, the Lexington Symphony offers enriching performances year-round. An interesting note: Lexington was originally part of Cambridge and became its own town in 1713. It’s a delightful blend of past and present.

Newburyport, Massachusetts

Newburyport, Massachusetts
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Newburyport is a vibrant maritime town with a lively waterfront. The boardwalk invites leisurely strolls as sailboats drift by. State Street boasts an array of shops and eateries that appeal to all palates. The Custom House Maritime Museum delves into seafaring history. Did you know? Newburyport was a major shipbuilding center in the 18th century. Today, it continues to celebrate its nautical roots while embracing modern charm. A visit promises delightful discoveries at every turn.

Gloucester, Massachusetts

Gloucester, Massachusetts
Image Credit: John Phelan/© Wikimedia Commons – Wikimedia.org

Gloucester is a town where the sea’s influence is felt everywhere. Known for its fishing heritage, the Fishermen’s Memorial honors those lost at sea. The Rocky Neck Art Colony fosters a creative community, while whale watching offers thrilling encounters with marine life. Gloucester’s rich history includes being America’s oldest seaport, dating back to 1623. The town balances its storied past with vibrant present-day culture. Exploring Gloucester is both a historical journey and a seaside retreat.

Portsmouth, New Hampshire

Portsmouth, New Hampshire
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Portsmouth is a lively city where history and modernity coexist. Market Square bustles with cafes and boutiques, providing a perfect people-watching spot. The Strawbery Banke Museum transports visitors back to colonial times with its preserved buildings. Portsmouth’s coastal setting enhances its appeal, offering fresh seafood and scenic views. Did you know? Portsmouth was one of the nation’s busiest ports in the 18th century. Today, it thrives as a cultural hub with a welcoming atmosphere.

Providence, Rhode Island

Providence, Rhode Island
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Providence is a city of innovation and charm, home to prestigious institutions like Brown University. The Riverwalk is a delightful path perfect for exploration, especially during the WaterFire event when fires light up the water. The RISD Museum showcases impressive art collections, engaging visitors with creativity. Providence’s eclectic dining scene offers something for every taste. An interesting tidbit: Providence was founded by Roger Williams as a haven for religious freedom. Its vibrant energy is infectious.

Martha’s Vineyard, Massachusetts

Martha’s Vineyard, Massachusetts
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Martha’s Vineyard is an island paradise known for its charming towns and pristine beaches. The gingerbread cottages in Oak Bluffs delight with their whimsical architecture. Edgartown’s elegance and the Aquinnah Cliffs’ stunning vistas offer diverse experiences. A short ferry ride transports visitors to this haven. Fun fact: Jaws was filmed here in 1974, adding to its fame. Whether biking through scenic trails or savoring local seafood, Martha’s Vineyard offers a serene escape from the mainland’s hustle.