Get more value from your next winter getaway to Boston & Cambridge! Book a 2-night stay at select hotels and enjoy a $100 prepaid gift card and a $25 Legal Sea Foods gift card to use during your trip. Offer only valid on new stays that conclude on or by March 15, 2024.

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Chelsea

Chelsea, MATobin Bridge at night

Website: discoverchelseama.com

MBTA: Chelsea can be found directly across the Mystic River from Boston. The city can be accessed through the MBTA Newburyport/Rockport Commuter Line.

Despite the fact that Chelsea is the smallest city in Massachusetts it is still the second most densely populated city in the state. It is home to the historic second battle of the American Revolution, the Battle of Chelsea Creek. Chelsea Square, located downtown, contains the finest mid-19th and early-20th century commercial architecture in the city. Chelsea has seen a great business revival over the past few years and is now flourishing with offices, stores, and restaurants. Notably, Chelsea was home to Elizabeth Cady Stanton, prominent figure in the early women’s rights movement, and Carl Voss, NHL Hall of Famer. It was also a prominent filming location of the 2007 drama Gone Baby Gone, directed by Ben Affleck.

Tobin Bridge image by Isaac Subillaga