French restaurant · South End
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"Funny story, since this is Dine Out Boston, one of our early dates that he took me to was at another South End restaurant, Aquitaine, during Dine Out Boston." - Erika Adams
American restaurant · Charlestown
Warren Tavern, a historic gem since 1780, offers a cozy colonial vibe with mouthwatering New England pub classics and a killer $1 oyster happy hour.
13 Postcards
Lounge · Bay Village
Find your sunny escape at the Revere Hotel's rooftop lounge, where cabanas, summery cocktails, and a vibrant vibe promise a taste of Miami in Boston.
4 Postcards
Brewpub · Downtown
Democracy Brewing offers a cozy, historic vibe paired with housemade beers, delicious bites, and a community-first spirit in Downtown Boston.
9 Postcards
Grill · Fenway
Lively Irish pub drawing a college crowd for pitchers, bar fare & sports on TV, plus weekend brunch.
1 Postcard
Italian restaurant · Back Bay
Contessa, perched high on the Newbury Hotel, offers a glamorous Italian dining experience with breathtaking city views, perfect for special occasions.
10 Postcards
Arboretum · Jamaica Plain
Nestled in Boston's Emerald Necklace, Arnold Arboretum is a stunning, free 281-acre living museum brimming with diverse flora and peaceful trails for all to enjoy.
5 Postcards
New American restaurant · South Boston
Local 149 is a cozy South Boston gastropub serving up elevated comfort food and crafty cocktails, perfect for after-work bites and lively brunches.
Sandwich shop · North End
Tucked away in Boston's North End, Pauli's serves up overstuffed lobster rolls in a cozy, no-frills setting, perfect for a quick and delicious bite.
3 Postcards
Bar · South Boston
Nestled in the heart of Southie, this cozy Irish tavern, made famous by "Good Will Hunting," offers cheap drinks and a laid-back vibe that feels like home.
2 Postcards
Mediterranean restaurant · South Boston Waterfront
Nestled in Boston's Innovation and Design Building, this chic Mediterranean spot blends local New England flavors with inventive dishes and craft cocktails.
20 Postcards