Boston’s Best Outdoor Dining – 52 Top Patios, Decks & More

From lush hidden gardens in the South End to raucous roof decks in Harvard Square, here are the sexiest, liveliest, prettiest, chillest places to dine al fresco this season.

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Osteria Posto

Joe Cassinelli and the Alpine Restaurant Group (Posto, Painted Burro, Burro Bar, the Rosebud) have an 80-person patio at their Waltham osteria, complete with freestanding tables and a lounge area. Enjoy panoramic views of the suburban landscape with a dish of lobster and crab tortellini in spring pea brodo, swordfish with rock shrimp risotto, or burrata and a tableside Negroni for two.

10 CityPoint, 99 3rd Ave., Waltham, 781-622-1500, osteriaposto.com.

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Pier 6

Dine in full view of the historic Charlestown Navy Yard and the USS Constitution on the roof deck, or on the huge, first-floor patio. Downstairs, there’s an outdoor bar, with rosé magnums and cocktails like the Captain’s Mistress, a refreshing sparkler with tequila, Aperol, grapefruit juice, rhubarb bitters, and cava.

1 8th St., Charlestown, 617-337-0054, pier6boston.com.

Porto patio photo by Ken Rivard

Photo by Ken Rivard provided

Porto

The patio at Jody Adams’ Mediterranean venture offers lounge seating, views of the Copley block, and an outdoor bar to boot. Take in the scenery over plates of raw fluke, squid ink bucatini, and barrel-aged Greek feta and olives, courtesy of chef de cuisine Andrew Hebert.

Ring Rd., Back Bay, 617-536-1234, porto-boston.com.

River-Bar-outdoor-dining-patio-deck-al-fresco-Photo-by-Brian-Samuels

Photo by Brian Samuels Provided

River Bar

Comfy orange couches, fire pits, landscaped trees, and an outdoor bar complement the sweeping views of the Mystic River from the year-round deck. In warmer months, the retractable roof is gone, for ultimate al fresco enjoyment street food-inspired plates, like Shanghai-braised pork shank with polenta, a crispy garbanzo burger, and togarashi-dusted street corn.

661 Assembly Row, Somerville, 617-616-5561, river-bar.com.

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Rosebud

Get cozy on this small veranda, tucked into a former alleyway alongside the converted diner car. Chef John Delpha’s smoked chicken wings, garlic shrimp ‘n’ grits, and Asian barbecue hog’s head are pretty much meant to be enjoyed family-style, at picnic tables, underneath the pergola.

381 Summer St., Davis Square, Somerville, 617-629-9500, rosebudkitchen.com.

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The Salty Pig

Step off the Orange Line at Back Bay station and settle in on this 60-seat patio to create your own charcuterie board with house-cured pig parts, and have few slices of chef Josh Turka’s stone-grilled pizza. The fare partners perfectly with the restaurant’s wide selection of Old World wines, craft beers, and cocktails.

130 Dartmouth St., South End, Boston, 617-536-6200, thesaltypig.com.

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Select Oyster Bar 

Michael Serpa’s debut (he was formerly at Neptune Oyster) is a refreshing take on pristine seafood in the tourist-trodden neighborhood. Off the back of the refined brownstone is a private courtyard decked in lights. It’s heated and covered (in the winter), so year-round, you can enjoy hamachi crudo, taverna-style whole roasted sea bream, and a bottle of one of Serpa’s funky hand-selected wines.

50 Gloucester St., Back Bay, Boston, 857-239-8064, selectboston.com.

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The Sinclair

This 40-seat roof deck, with umbrella-shaded high-top tables and iron patio furniture, is a haven above bustling Harvard Square. Your pre-concert, al fresco feast is complete with snacks like Nashville hot wings, barbecue Brussels sprouts topped with Fritos for crunch, and bacon-habanero deviled eggs.

52 Church St., Harvard Square, Cambridge, 617-547-5200, sinclaircambridge.com.

Sophia’s Grotto

This herbaceous patio in Roslindale is one for the books. The rustic outdoor space offers plenty of shade and greenery, perfect for an al fresco meal of spicy mussels and fontina-stuffed veal.

22 Birch St., Roslindale, 617-323-4595, sophiasgrotto.com.

SRV back patio. / Photo by Morgan Ione Yeager

SRV

Grab one of 12 seats on the new patio along Columbus Avenue to see and be seen, but the 46-seat, hidden deck behind the restaurant is where to have a secluded feast. The outstanding restaurant’s full menu is available on both patios.

569 Columbus Ave., South End, Boston, 617-536-9500, srvboston.com.

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Sweet Cheeks

What’s better than a heaping tray loaded with brisket burnt ends, fried chicken, and Tiffani Faison’s softball-sized biscuits? Devouring said tray at Sweet Cheeks’ outside bar with a cold can of BBC Steel Rail, and a mason jar filled with booze.

1381 Boylston St., Fenway, Boston, 617-266-1300, sweetcheeksq.com.

Tapestry patio

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Tapestry

The covered patio at this Fenway restaurant accommodates 30, and is just a short jaunt from the ballpark. Enjoy offerings from the Expo Kitchen while you lounge, including small plates of roasted meatballs, slices of Neapolitan and Detroit-style pizza, and brunch options during the weekend. Stay tuned on social media for more information on patio parties during Red Sox day games.

69 Kilmarnock St,, Fenway/Kenmore, 617-421-4470, tapestry.restaurant.

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Trade

Located in the heart of the Financial District, this sidewalk seating area overlooks the vibrant Greenway, making for excellent people-watching to go along with chef de cuisine Cory Seeker’s butter-poached lobster, fun cocktails, like the bright blue Fish Tank, and an extensive rosé menu.

540 Atlantic Ave., Waterfront, Boston, 617-451-1234, trade-boston.com.

Tres Gatos

Gambas (prawns) a la plancha, warm Medjool dates, lamb bocadillo, and other tapas and pinchos from Stephen Marcaurelle (Toro, Clio) are as tempting as the vinyl soundtrack and the small but verdant patio. As is the sherry collection.

470 Centre St., Jamaica Plain, Boston, 617-477-9209, tresgatosjp.com.

Worden Hall patio

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Worden Hall

This streetside patio is directly across from the Broadway MBTA station, so there’s a lot of people-watching potential to tap into—as well as an extensive list of 40 draft beers. Bar staples, like loaded hot dogs, and the only Chicago-style deep dish pies in town, make it the perfect spot to post up for the day.

22 W Broadway, South Boston, 617-752-4206, wordenhall.com.

  • Joan Altamore Myers

    It appears that most everyone forgets that Roslindale is City of Boston because you forgot about Sophia’s Grotto – which happened to be named one of the best outdoor spaces last year – and it’s still there this year…can’t wait to sit outside again and enjoy the sangria!

  • Jackie Persuit

    Sofia’s Grotto is 10x better that half of these on this list.