Holiday Inn | Escape to Greenport
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Feb Escape to Greenport

We already know the North Fork is filled with great towns that amplify the local charm and keep visitors returning weekend after weekend, season after season. One town in particular is always bustling with activity with a lot of occurring along Front Street and the surrounding areas.

Greenport, located within the town of Southold is the only incorporated community in the town. It has a past that includes fishing and whaling but now only a small group of fishing boats operate out of Greenport. Although, it’s great to visit anytime, Greenport receives the most amount of visitors during the summer months.

Greenport has several great small businesses, restaurants and coffee shops that line Front Street that add to the small-town character. Some have been around for years and others have sprouted more recently illustrating that Greenport is a local favorite that continues to evolve.


1943 Pizza Bar

If you want your taste of a NY pizza pie, North Fork style, then head over to this gem. The restaurant is named after the year Americans were introduced to pizza and celebrates the comfort food favorite in stellar form. The pies can be customized to your tastes. Toppings include traditional options as well as Nonna’s meatballs, Spicy Fennel Sausage, Prosciutto, caramelized onions, Fresh Little Neck Clams, fresh cracked egg and more. 1943 Pizza Bar also offers brew in a bottle which include local varieties. North Fork Pizza Bar wouldn’t be complete without wine as well.  Be sure to check out their  Instagram account @PizzaBar1943 where there’s an abundance of pizza photos to work up an appetite.
308 Main Street (in Sterling Square)  | 631.477.6984


Aldo’s Coffee Company

Aldo’s Coffee Company has been roasting coffee and treating patrons their famous biscotti and scones. The European style cafe located on Front Street is the brainchild of the owner, Sicilian born Aldo Maiorana. He was raised in France and served in the French Navy where he lived in New Caledonia. Fast Forward to 1987 when he began his opened his coffee shop roasting coffee and bringing a taste of Europe to the Greenport scene. A stop at this local cafe is a must when in Greenport.
103-105 Front Street | 631.477.6300



A native Long Islander, Executive Chef Noah Schwartz opened this Greenport favorite in 2010. His cuisine places a great emphasis on fresh, seasonal ingredients from the North Fork and East End of Long Island. The restaurant, which also features a raw bar, changes their menu daily as they craft their food to reflect what’s in season from the local farmers, fishermen, artisans and wineries.  It is a must when in Greenport. It’s modern ambience and it’s Front Street location make it a popular destination for exquisite dining experience.
136 Front St, Greenport, NY 11944  | 631.477.6720


Greenport Harbor Brewing Company

In 2009, John Liegey and Rich Vandenburgh launched Greenport Harbor Brewing Company. Four months after the brew house’s debut, they were shipping bottles of their local brew and today their beer is served in over 200 places on Long Island and NYC. They also opened a tasting room in Greenport village which will be a stop on the Long Island Winterfest Brewery Tour Experience. For more details on Greenport Harbor Brewing Company visit their website and their Facebook page. To learn more details about the Long Island Winterfest Brewery Tour Experience on Saturday, March 4th click here or call Hotel Indigo at 631.369.2200 ext. 0.

Rest your head at Holiday Inn Express when planning your weekend getaway to the North Fork. For details on room rates call 631.548-1000.