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Boston Vacation Travel Guide | Expedia

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Discover the rich history and vibrant culture of Boston, Massachusetts, with this comprehensive travel guide. From the cobblestone streets of Beacon Hill to the iconic Fenway Park and the academic halls of Harvard, explore a city where history comes alive.

  • The Freedom Trail

    A self-guided walking tour that weaves its way past sixteen historic sites instrumental in America's march to Independence.

  • Boston Common

    The oldest city park in America and the centerpiece to a string of parks and gardens affectionately known as "Boston's Emerald Necklace".

  • USS Constitution

    One of the most beloved ships in the United States and the world's oldest commissioned naval vessel afloat.

  • Harvard

    A prestigious institution that continues to produce Presidents and Nobel Laureates.

  • Tufts University

    One of the most prestigious colleges in the nation.

  • Faneuil Hall

    Often referred to as "The Cradle of Liberty", it was the stage from which Samuel Adams and James Otis fanned the winds of Revolution and has served as a marketplace since 1742.

  • Fenway Park

    Home to the Boston Red Sox for over 100 years and a hallowed turf in this sports-crazy town.

  • The State House

    A highlight of the Freedom Trail, with its gleaming gold dome.

  • Granary Burying Ground

    The final resting place of Samuel Adams, Paul Revere, and many of Boston's bravest sons and daughters.

  • Quincy Market

    One of Boston's most popular places to eat and hang out, located just behind Faneuil Hall.

  • Paul Revere House

    The 17th-century home of Paul Revere, the patriot immortalized for his famous all-night ride to Lexington, warning that "the British were coming!"

  • Charles River

    Walking across the Charles River brings Freedom Trail walkers to the Bunker Hill Monument.

  • Bunker Hill Monument

    Where the newly-formed colonial army first stood up to the Red Coats in the American War of Independence.

  • Beacon Hill

    One of Boston's most beautiful neighborhoods, with its gas-lit streets and Federal-style rowhouses.

  • Charles Street

    A place to lose a few hours in the antique shops hunting down the perfect souvenir of "Old Boston".

  • Newbury Street

    One of America's great shopping avenues, featuring everything from exclusive emporiums to sidewalk stalls.

  • Back Bay

    Offers plenty of places to chill out and reflect.

  • Copley Square

    A place in Back Bay to chill out and reflect.

  • Trinity Church

    Listed as one of the ten most significant buildings in the United States, where you could even join a service.

  • Skywalk Observatory

    Take the elevator for the best views of Boston.

  • Prudential Tower

    Take the elevator to the Skywalk Observatory in the nearby Prudential Tower.

  • Little Italy

    Features culinary delights of Boston's immigrants.

  • Museum of Fine Arts

    Houses the largest displays of Monets outside of France with its fabulous Impressionist Collection.

  • MIT

    A prestigious institution that continues to produce Presidents and Nobel Laureates.

  • Massachusetts Bay

    Boston is situated on the banks of Massachusetts Bay.