It's easy to forget that Jamaica Plain is a part of the city of Boston. It feels like its own small village nestled in the heart of the Emerald Necklace, isolated by parks and water. Part of what reinforces that sense of community more than Thursdays on the Lawn of the Loring Greenough House. An old mansion that dates back to before the Revolutionary War, the Loring-Greenough House sits at the center of Jamaica Plain, and on Thursdays in the summer, they open their grounds to the public for an afternoon of music, food trucks, and games.
There's a portable Airstream trailer that anchors a new beer garden. People sometimes bring their own food from home or from the other restaurants near the area, because the food trucks that are there are great, but it's popular so the lines can be long. The crowd are mostly young families, with kids who take it as an opportunity to play with friends and run around the sprawling garden; but you'll see all sorts of folks here. And often, strangers will sit next to each other at the beer garden and ask each other where they live, and what parts of JP they love, and they'll leave as neighbors. That's part of the magic.
Find your way with 128 Insider Tips from our Local Spotters
Craving seafood in Boston? Head to Red’s Best at Boston Public Market for fresh clam chowder, lobster rolls, and local catch you’ll love!
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The Harvard Museum of Natural History's Glass Flowers exhibit showcases 4,300 stunning glass plant models, crafted by the Blaschkas between 1887 and 1936.
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Union Park, located near downtown, was designed in the mid-19th century, inspired by English-style residential squares. Come for a tranquil retreat!
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Step into Boston’s Puppet Free Library on Newbury Street, where over 200 vibrant puppets await, spreading joy through lending since 1976.
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Zinneken’s in Harvard Square serves authentic Liege waffles with indulgent toppings. Cozy vibes, rich coffee, and the perfect sweet treat near Harvard University!
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Arlington Street Church in Boston houses the world's largest themed collection of Tiffany stained glass windows — an unmistakeble artistic marvel.
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Escape the rush at Zuzu’s Petals in Cambridge’s Inman Square — a cozy, screen-free haven for fondue, wine, conversation, and homemade delights.
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Rouvalis Flowers in Beacon Hill charms every season with stunning blooms, dried arrangements, and gifts — perfect for adding beauty to any Boston day.
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Cacao in Boston, run by a Dominican couple, offers rich hot chocolate, spicy cocoa, and delightful truffles — sweet haven for reading or writing.
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Caffé Vittoria, Boston’s first Italian café since 1929, serves rich espresso, tiramisu, and affogato in a charming, old-world setting. A must-visit in the North End—cash only!
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Enjoy fresh pastries from Bakey any morning and take it to the Public Garden. Don’t miss their irresistible chocolate babka and burekas!
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Greystone in Boston’s South End is a charming café with great coffee, fresh pastries, and a no-laptop vibe. Come here for a relaxed morning or lunch break!
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128 Insider Tips from our local Spotters
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