We’ve compiled the best of the best in Boston - browse our top choices for the top things to see or do during your stay.

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  • 1. Harvard Square

    Harvard Square | Plaza/Square/Piazza

    Tides of students, tourists, political-cause proponents, and bizarre street creatures are all part of the nonstop pedestrian flow at this most...Read More

  • 2. Acorn Street

    Beacon Hill | Neighborhood/Street

    Surely the most photographed street in the city, Acorn is Ye Olde Colonial Boston at its best. Leave the car behind, as the cobblestone street...Read More

  • 3. Bay Village

    South End | Neighborhood/Street

    This pocket of early-19th-century brick row houses, near Arlington and Piedmont streets, is a fine, mellow neighborhood (Edgar Allan Poe was...Read More

  • 4. Beacon Street

    Beacon Hill | Building/Architectural Site

    Some New Englanders believe that wealth is a burden to be borne with a minimum of display. Happily, the early residents of Beacon Street were...Read More

  • 5. Blackstone Block

    North End | Neighborhood/Street

    Between North and Hanover streets, near the Haymarket, lies the Blackstone Block, now visited mostly for its culinary landmark the Union Oyster...Read More

  • 6. Boylston Street

    Back Bay | Neighborhood/Street

    Less posh than Newbury Street, this broad thoroughfare is the southern commercial spine of the Back Bay, lined with interesting restaurants...Read More

  • 7. Charles Street

    Beacon Hill | Neighborhood/Street

    Chockablock with antiques shops, clothing boutiques, small restaurants, and flower shops, Charles Street more than makes up for the general...Read More

  • 8. Chestnut Street

    Beacon Hill | Neighborhood/Street

    Delicacy and grace characterize virtually every structure on this street, from the fanlights above the entryways to the wrought-iron boot scrapers...Read More

  • 9. Chinatown

    Chinatown | Neighborhood/Street

    Boston's Chinatown may seem small, but it's said to be the third largest in the United States, after those in San Francisco and Manhattan. Beginning...Read More

  • 10. Hanover Street

    North End | Neighborhood/Street

    This is the North End's main thoroughfare, along with the smaller and narrower Salem Street. It was named for the ruling dynasty of 18th- and...Read More

  • 11. John F. Kennedy National Historic Site


    This was the home of the 35th president from his birth on May 29, 1917, until 1921, when the family moved to nearby Naples and Abbottsford streets...Read More

  • 12. Kenmore Square

    The Fenway | Neighborhood/Street

    Two blocks north of Fenway Park is Kenmore Square, where you'll find shops, restaurants, and the city's iconic sign advertising Citgo gasoline...Read More

  • 13. Leather District

    Downtown | Neighborhood/Street

    Opposite South Station and inside the angle formed by Kneeland Street and Atlantic Avenue is a corner of Downtown that has been relatively untouched...Read More

  • 14. Louisburg Square

    Beacon Hill | Plaza/Square/Piazza

    One of Beacon Hill's most charming corners, Louisburg Square (proper Bostonians always pronounce the "s") was an 1840s model for a town-house...Read More

  • 15. Mt. Vernon Street

    Beacon Hill | Neighborhood/Street

    Mt. Vernon Street, along with Chestnut Street, has some of Beacon Hill's most distinguished addresses. Mt. Vernon is the grander of the two...Read More

  • 16. Newbury Street

    Back Bay | Neighborhood/Street

    Eight-block-long Newbury Street has been compared to New York's 5th Avenue, and certainly this is the city's poshest shopping area, with branches...Read More

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  • 17. Salem Street

    North End | Neighborhood/Street

    This ancient and constricted thoroughfare, one of the two main North End streets, cuts through the heart of the neighborhood and runs parallel...Read More

  • 18. State Street

    Downtown | Neighborhood/Street

    During the 19th century State Street was headquarters for banks, brokerages, and insurance firms; although these businesses have spread throughout...Read More

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