For years, the Big Dig-- Boston's project to bury the Central Artery that separated much of the city from its harborfront-- was a national joke because of cost and schedule overruns, to the point that when cab drivers in other cities heard where you were from, they'd say, "Big Dig, huh?," and roll their eyes.
Today, though, the Rose F. Kennedy Greenway, the long-planned park that now occupies the site of the old highway, is proving the doubters wrong. Meandering one mile from Chinatown up to the North End, the Greenway is dotted with plantings, sculptures, fountains, pathways, and food trucks. Officially open since 2008, it has gained more amenities with each passing year, making it a true destination; a new addition this year is the carousel, located near Faneuil Hall. Boston finally has its connection to the harbor back, and it's making the most of it.
My favorite portion of the Greenway lies between South Station and Dewey Square, through the Financial District. This area is unusually high-density by Boston standards, and since it's occupied by businesses all but empties out over the weekend. Walking down the pleasant, populated Greenway next to cliffs of empty skyscrapers is a true Boston experience.
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"White Mountain Creamery" in Boston is a family business specializing in ice cream specials! If their Cookie Monster is in, just do yourself a flavor...
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"Brass Union" Boston is located in an excellent area, in Union Square filled with lively shops and restaurants. Try their fish & chips and crumbly burgers!
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"Nightshift Brewing" has captured the imaginations and the tastebuds of Boston hipsters and locals with their massive array of beers & on point atmosphere.
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"3 Little Figs" in Boston is a cafe that offers scrumptious breakfast and lunch food in a well lit, sleek space. Even their soy cappuccinos have foam!
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"Bagelsaurus" in Cambridge, Boston is pretty darn close to being the perfect bagel joint. I recommend the sea salt bagel with honey rosemary & cream cheese
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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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Sabina Mezcaleria is Boston’s first mezcal bar, offering smoky spirits, bold Mexican flavors, live salsa, and a vibrant Latin jazz brunch & tastings!
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Café Sauvage in Back Bay is a tropical-inspired spot blending French cuisine with African flavors. Enjoy their signature Roasted Chicken!
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Bricco Panetteria is a hidden bakery in Boston’s North End, offering artisan breads, pastries & a cozy, old-world charm. Try their Sfogliatelle!
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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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Parkside Bookshop in Boston’s South End is a cozy, pet-friendly gem with a thoughtfully curated selection, cozy reading nooks, and community events.
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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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129 Insider Tips from our local Spotters
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