Weekend Guide to the North Fork: Where To Stay, Eat, & Drink

Wine, oysters, and more wine please.

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Filled with charming shops, a booming arts and culinary scene, and let’s not forget plenty of wine, the North Fork of Long Island, New York, is a truly chill summer getaway studded with rich nautical history. Once a major whaling port and a central hub for the fishing industry (at one time there were 14 oyster processing companies located in the heart of downtown Greenport) this is THE PLACE to feast on shellfish and sip rosé all day. But don’t get it twisted, The East End is a not a hub for beach clubs and white parties like its southern neighbor, The Hamptons. It’s a place to unwind, mingle with the locals, and savor the fresh sea breeze.

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Where To Stay
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Weekend priorities

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Be one of the first to book a stay at The Menhaden whose namesake (a type of herring fish) and chic nautical décor is a nod to The North Fork’s maritime history. Located in the heart of Greenport Village, the 16-room boutique hotel, opening this May, is walking distance from the town’s popular restaurants, vintage shops, and artist galleries. Wake up to views of the harbor and take your morning coffee up to the rooftop deck (the only one in town) or peruse the carefully curated art galleries on each floor. Explore the town of Greenport on your own or let the experts be your guide. The hotel offers private experiences for guests—like wine tastings, oyster farming, and cheese making, plus there’s a private water taxi service that will take you to nearby Shelter Island.

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What To Do: Day 1

Take a morning walk on the beach then head over to yoga at Sang Lee Farms for a slow-flow class or a guided meditation. If it’s a weekend, stroll through the Greenport Farmers’ Market and gather some local produce, farm fresh eggs, homemade jams, and delicious North Fork wines. For an awesome selection of vintage treasures, pop into The Times Vintage on Main Street— Greenport’s main drag. Comb through classic and retro designer pieces, accessories, housewares, and vinyl records. Swing by the Jess Owen Carousel House in the middle of town to take a pic on the 100-year-old carousel, and finish with a drive to Lavender by the Bay, a family owned and operated lavender farm in the nearby town of East Marion.

What To Do: Day 2
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Current mood. 😁🥂

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If the weather is warm, grab your cute new swimsuit, slather on some SPF, and rent a few paddleboards from One Love Beach, then set off and explore the bay.

Afterwards, it's time to indulge in the North Fork’s award-winning wineries. Check out the intimate tasting room at Claudia Purita’s sustainable One Woman Wines & Vineyard, where Purita meticulously planted each vine herself. There are 13 wines on the tasting menu, ranging from warm weather favorites like rosé and chardonnay to red varietals like merlot and pinot noir. If you’re with a larger group, visit Bedell Cellars, which has a giant outdoor patio overlooking 75-acres of farm land. Browse Bedell’s contemporary art collection filled with original works from famous names, like artist Chuck Close (known for his photorealist portraits) and modernist painter and sculptor, Eric Fischl.

Prefer beer over vino? Stop by Greenport Harbor Brewery and sample one of their sought after seasonal beers. Hang out for the live music and catch one of their special events, like their must-attend annual dog-dock diving competition.

Where To Eat

Much like their wine, North Forker’s know a thing or two about their beans. At North Fork Roasting Co., grab an expertly brewed cup of coffee and an acai bowl that sings summer (it's topped with homemade granola, fruit, coconut, cacao nibs, and chia seeds). For lunch drop in at Love Lane Kitchen in Mattituck and order a lobster roll with a side of garlic herb fries. If all you’re ever craving is avocado toast (we hear you), go to Bruce & Son’s fourth generation family-run restaurant and get the avo toast with pea shoots, pecorino cheese, and a poached egg topper.

Oyster happy hour at Little Creek Oyster Farm & Market—located in a picturesque Bait & Tackle shack on Greenport’s marina front—is a must. (P.S. The clam chowder and handmade cheese plates are also really really good.) For a fun sunset drink, followed by dinner, make a reservation at The Halyard—a bistro overlooking its own private beach. Order the grilled asparagus salad served with soft egg, truffle vinaigrette, and spicy herbs. Pair it with the traditional baked clams, and the house made ricotta cavatelli with mushroom Bolognese, and parmigiana mousse. If it's tapas you're craving, check out The Merchant's Wife at The Menhaden, where they serve coastal Mediterranean small plates and innovative craft cocktails. For a culinary treat, visit the highly-acclaimed North Fork Table whose five-course tasting menu features innovative farm-to-table dishes. Chef Brian Wilson makes genius use of the community’s fresh produce, livestock, and fresh caught fish. Send yourself off on a sweet note with an order of warm sugar & spice doughnuts or the drool-worthy cheese cake and blood orange sorbet.

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