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A winter evening at Lucharitos in Greenport, which will move to a takeout and delivery model during the coronavirus crisis. (Credit: Madison Fender)

Whether you’re getting together with old pals while home for the holidays or just want a cozy bar to nestle up in this winter, the North Fork has no shortage of great options. 

Many of the waterfront or seasonal locales shut down between Labor Day and the New Year, but not all of them.

In fact, some of the year-round haunts are best when the crowds are less intense.

Here are five great spots for your next winter night out on the North Fork, along with a bonus pick for Shelter Island.

The Speakeasy at Jedediah Hawkins Inn

Pulling up to the Jedediah Hawkins Inn in South Jamesport, diners may be swiftly stunned by the romance of its Victorian architecture. What they might not realize is that the most special part of the mansion rests below the ground in its speakeasy, a great option for a large group reservation or private party.

The Red Bar at The Halyard

When the Soundview Inn on the North Road in Greenport sold in 2015, patrons familiar with the building’s vintage bar held their breath for what the future might hold. Two years later it’s clear the new owners understand just how special a cocktail lounge they acquired. They’ve improved the restaurant too.


Tacos and tequila conjure summertime bliss, but part of the allure of Lucharitos in Greenport is that it doubles as a great year-round neighborhood bar. Pull your jacket over a bar stool and warm up with an ice-cold margarita this winter.

The Frisky Oyster

Few locations have the style of Greenport’s The Frisky Oyster, whose walls are decorated with a unique linen fabric. This elegant bar and restaurant will make you feel as if you are some place other than the here and now. The drinks are super tasty too.

Brix & Rye

Come for the coziness and stay for the beverage craftsmanship at Brix & Rye in Greenport, a dimly lit basement cocktail lounge. The sound of music and the smell of sweet cocktails fill the air as you walk down the staircase into one of the North Fork’s most unique nightspots. It’s a perfect place to cap off an evening out in the village.