There’s night life in Greenport? Indeed, the historical village so popular with day-trippers has plenty to offer after dark — and the scene stays lively even after summer winds down. Walk the streets and you’ll stumble on hot spots hidden (sometimes intentionally) in or behind buildings still standing from the 1800s.
Little Creek Oyster Farm & Market
INFO: 37 Front St.; 631-477-6992, littlecreekoysters.com
At Bootlegger’s Alley near Mitchell Park, follow the narrow little street around to the back and you’ll find a small restaurant with an even smaller bar, plus a courtyard with picnic tables. Its structure was once the cabin of a ship, since repurposed as a year-round opportunity to hang out, eat oysters (including learning how to shuck your own), grab a beer and even play games. Blake Dowling, a 44-year-old Greenport native and shop owner, says, “What they’ve created, it’s good for the summer crowd and for locals. You can come here, even bring your kids.”
INFO: 300 Main St.; 631-477-5939, americanbeech.com
Head to Stirling Square, a passage between buildings decorated with strings of bulb lights, to the back end of a former carriage house that now serves as an inn with an upscale New American restaurant. Popular with the night crowd: a courtyard featuring couches, a fireplace and a bar constructed around a real tree. Hotel guests and casual patrons mix it up here, moving between the patio and a second, indoor bar and the dining area.
Brix & Rye
INFO: 308A Main St.; 631-477-6985, brixandrye.com
Look for a weathered doorway marked by a carriage insignia. Never mind the old windows, dark vestibule with candles and a vintage shuffleboard table — the main fun is in the basement. Head downstairs to a narrow speak-easy that serves a frequently changing menu of craft cocktails and beer. (Pictured: bartender Evan Bucholz of South Jamesport.)
INFO: 111 Main St.; 631-477-0627, claudios.com
It’s hard to declare a two-acre hospitality spot “hidden” — especially since it’s been in business since 1870. New ownership is taking over for the first time in nearly 150 years, but the Claudio’s universe is slated to remain as it has been: the food-minded head for the main restaurant or the airy Crabby Jerry’s, while a separate dock (Claudio’s Clam Bar) offers outdoor dining and a large, tented bar that puts guests in a position to enjoy harbor breezes and sunshine. Here you’ll find day parties and night life (expect a cover charge Saturday nights after 9). “I do love the history of it,” says Mairead Murphy, a 44-year-old blogger from Babylon, “and I used to come here with my family. Now I come with my friends. It’s legendary, it’s on the water, it’s got a great view, and I tend to meet interesting people here . . . it’s charming.”
Lucharitos Taqueria & Tequila Bar
INFO: 119 Main St.; 631-477-6666, lucharitos.com
It’s a busy bar and restaurant with decor dedicated to images of wrestlers and a drink menu including creative margaritas, mojitos and sangria.
INFO: 477 Main St.; 631-477-6782, stirlingsake.com
More than a dozen sakes and other Japanese-based beverages and food, there’s a patio, indoor bar and dining space that shows animé movies on the rear wall. (Pictured: Yokohama gyoza filled with pork and vegetables.)
Deep Water Bar & Grille
INFO: 47 Front St.; 631-333-2168, deepwaterbarandgrille.com
A two-floor tavern with a bar on both floors — but the second-level taproom provides a beautiful view of Greenport Harbor and neighboring Mitchell Park.
First and South
INFO: 100 South St.; 631-333-2200, firstandsouth.com
A cozy, friendly pub serving upscale comfort food — and live music on Tuesday nights.