MyWeekendlyAI concierge
theme.rainy-day.label · Boston

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Loved by 4.3k locals263 plans built this week

Top spots in Boston

  • Freedom Trail

    Culture

    Downtown

    2.5-mile red-brick line past 16 Revolutionary War sites.

  • Fenway Park

    Family

    Fenway

    Catch a Red Sox game inside the country's oldest big-league ballpark.

  • Isabella Stewart Gardner Museum

    Culture

    Fenway

    Venetian-style palace + the world's most famous unsolved art heist.

  • North End

    Food & Drink

    North End

    Boston's Little Italy — pasta, cannoli debates and Saint Anthony's Feast in August.

Where to eat

  • Neptune Oyster

    $$$

    New England seafood · North End

    Lobster roll (hot or cold?) — no reservations, 90-min wait.

  • Mike's Pastry

    $

    Italian bakery · North End

    Cannoli to go in the white-and-blue box — Boston rite of passage.

  • Oleana

    $$$

    Mediterranean / Turkish · Cambridge

    Ana Sortun's mezze and back-garden patio.

  • Toro

    $$$

    Spanish tapas · South End

    Ken Oringer's grilled-corn classic and standing-room paella nights.

  • Saltie Girl

    $$$

    Seafood · Back Bay

    Tinned fish bar and a fried-lobster BLT to dream about.

Frequently asked

  • Standouts right now: Freedom Trail, Fenway Park, Isabella Stewart Gardner Museum. The shortlist is curated by people who live in Boston and refreshed regularly so it reflects what's actually open and worth your time.

More Boston weekend ideas

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