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Top 10 Things to Do in Boston
Ranked by how it holds up on a second visit

Top 10 Things to Do in Boston

Eric Baetscher (Fcb981) / Wikimedia Commons, CC BY-SA 3.0

Checked on 2026-08-29 · rechecked periodically

Boston's second visit runs on the clock: the same bakery before nine, the market that exists one day a week, and one landmark bar not worth the wait.
how it holds up on a second visit
#NameAt a glance
1North End bakeries, before nineMike's Pastry and Modern Pastry both get slammed by afternoon.…
2Haymarket, on a Friday morningA real, loud outdoor produce and fish market open only Friday and…
3Isabella Stewart Gardner Museum, right at openingArrive as the doors open on a weekday, or come back for Thursday's…
4The MappariumA three story, walk through stained glass globe frozen at 1935's…
5The Boston Public Library courtyard, on a weekdayA free Renaissance style cloister with a fountain, and Sargent…
6Castle Island, at sunsetA walking loop around a real fort in South Boston, with a fried clam…
7Acorn Street, before sevenThe most photographed street in America is a private residential…
8Fenway Park, without a game ticketA non game day tour gives full field access, or arrive when the…
9SoWa Open Market, on a SundayA South End market of over a hundred vendors, art, and food trucks,…
10Climbing the Bunker Hill MonumentMost visitors photograph it from outside and never climb the two…
  1. 01

    North End bakeries, before nine #

    Mike's Pastry and Modern Pastry both get slammed by afternoon. Before nine on a weekday gets fresh pastry and an empty sidewalk instead of a line out the door.

  2. 02

    Haymarket, on a Friday morning #

    A real, loud outdoor produce and fish market open only Friday and Saturday, distinct from the tidier indoor Boston Public Market. Friday morning is freshest, Saturday close is cheapest.

  3. 03

    Isabella Stewart Gardner Museum, right at opening #

    Arrive as the doors open on a weekday, or come back for Thursday's extended evening hours, for a genuinely different, quieter light in the courtyard.

  4. 04

    The Mapparium #

    A three story, walk through stained glass globe frozen at 1935's political borders, inside the Christian Science Plaza. A real twenty minute stop most first timers never hear about.

  5. 05

    The Boston Public Library courtyard, on a weekday #

    A free Renaissance style cloister with a fountain, and Sargent murals inside Bates Hall, both nearly empty on a weekday mid morning, unlike the weekend.

  6. 06

    Castle Island, at sunset #

    A walking loop around a real fort in South Boston, with a fried clam stand that has stood at the entrance since 1951. Go for the sunset, not midday.

  7. 07

    Acorn Street, before seven #

    The most photographed street in America is a private residential block. Before seven on a weekday it is calm and soft lit, after nine it is a crowd scrum.

  8. 08

    Fenway Park, without a game ticket #

    A non game day tour gives full field access, or arrive when the gates open ahead of a game and walk the pregame scene on Jersey Street for free.

  9. 09

    SoWa Open Market, on a Sunday #

    A South End market of over a hundred vendors, art, and food trucks, running only on Sundays through the fall. Check the season's closing date.

  10. 10

    Climbing the Bunker Hill Monument #

    Most visitors photograph it from outside and never climb the two hundred ninety four steps inside, free, with no elevator. Go early, since only a small group is allowed on the stairway at a time.

Eight people to follow before you go to Boston

  1. 1
    Niki Griswold. Boston Globe reporter covering City Hall, the Mayor's office, and city politics, useful for what is actually happening in city government during a visit.
  2. 2
    Devra First. The Boston Globe's restaurant critic and food writer, the most established single voice on where to eat in the city right now.
  3. 3
    @bostonfoodies. A crowdsourced Boston food account running since 2014, built from diners' own submitted photos rather than one person's taste alone.
  4. 4
    @twotastebuddiez. A Boston food account posting daily restaurant photos, profiled by a local university's own news outlet as a real, growing account.
  5. 5
    @MBTA. The transit system's own account for real time service alerts, checked before a shuttle bus ruins a plan.
  6. 6
    City of Boston Archives (@cityofbostonarchives). The city's own archivist runs this account, posting from a collection of thousands of historic Boston photographs.
  7. 7
    Boston Red Sox. The team's official account, useful if a home game lines up with a visit.
  8. 8
    The Sinclair. A Cambridge venue booking touring acts alongside local and regional ones, worth a check before going.
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