Right on the edge of the North Fork of Long Island you’ll find the quaint seaside village of Greenport, New York. Boasting beautiful beaches, local wineries and delicious restaurants serving only the freshest seafood, Greenport is the ultimate weekend getaway destination. While its neighbor, The Hamptons, has a more refined vibe, Greenport is more laidback with an authentic New England feel. To help you explore the best that the area has to offer, I’ve outlined my full weekend guide to Greenport, New York.
How to Get to Greenport
Driving from Manhattan to Greenport will take roughly 2-3 hours, but can take quite a bit longer if you’re driving in peak summer. Alternately, you can take the LIRR Ronkonkoma Branch train from New York City, which will take a little under 3 hours.
Things to Do in Greenport
Visit the Wineries.
Despite being one of the youngest wine regions in the US, the wineries on Long Island’s North Fork could rival those that have been in business far longer.
Because so many of the wineries sit so close together, winery hopping is a great way to get a feel for the area and taste the different varietals that make up the region. Luckily, in addition to Ubers, there are a number of car services that offer hourly and daily rates. That way you can indulge in the many tasty wines without having to worry about driving.
- A few wineries that I recommend:
- Macari Vineyards – One of my favorites in the area, family owned, Macari Vineyards’ grapes are organic and farmed using biodynamic principles. The winery itself has an outdoor area which is a great place to enjoy a glass of wine in the summer.
- Pindar – Pindar is one of Long Island’s best known wine producers and is a great spot to visit, order a bottle and enjoy on their grounds with friends.
- Sparkling Pointe – Dedicated to the production of Méthode Champenoise Sparkling Wines, Sparkling Pointe is a great choice if you’re looking to add a little bubbly to your palate.
- Bedell Cellars – Bedell Cellars is such a beautiful place to enjoy a glass of fresh, crisp wine on a summer day.
- Bridge Lane Tasting Room – You’ve likely seen their cans of wine at your local wine store if you live in NYC, but if not or even if so, stopping by the Bridge Lane Tasting Room is a must. It’s such a casual, fun atmosphere to enjoy with friends.
Roam through the village of Greenport.
Wander through the shops, restaurants and bars that make up this small Long Island village. Most places will be found on Front Street but there are some shops scattered throughout the side streets as well.
Lounge on 67 Steps Beach.
This beach on the North Fork of Long Island has some of the clearest & bluest water that I’ve ever seen in New York state. Located just a short drive or walk from the town of Greenport, 67 Steps Beach is worth visiting to take in its beautiful views, or spend some time soaking up the sun. Just be warned that parking is limited and the area is known for ticks, so be sure to check yourself afterwards!
Take the ferry to Shelter Island.
A small 27 square mile island only accessible by boat, Shelter Island offers a tranquil escape for its residents and summer visitors. Not offering much in terms of amenities, Shelter Island is best for taking in the island views and enjoying the all of the waterfront.
Enjoy the views at Orient Beach State Park.
Orient Beach State Park is located just a short drive from the town of Greenport. Here you’ll find endless waterfront and a rare maritime forest. I recommend packing some snacks and posting up here for a beach day.
Where to Eat & Drink in Greenport
Anker – A local, seasonal American seafood restaurant, Anker is the perfect place to enjoy the area’s delicacies. If you’re making a reservation, be sure to request the roof deck in the summer. The views are beautiful!
Little Creek Oysters – Little Creek Oyster Farm & Market is a small restaurant serving up some of the freshest oysters in New York. But, what makes this place even more unique is that they’ll let you shuck your own, with a tutorial of course. Shucking our own oysters for the first time really made this such an experience, and who knew I’d actually be able to do it?!
First & South – A cozy, local restaurant serving delicious seasonal dishes. We happened to have a reservation on a night when they had live music, which made it such a fun experience. I really love the vibe of this First & South and the food is just as good.
Brix & Rye – An intimate bar serving delicious craft cocktails. Brix & Rye is a great spot to start or finish the night on a tasty note.
Kate’s Cheese Co. – A great spot to go before a beach day. Grab a box of crackers, order a selection of cheese and meats and head out for a beach afternoon.
The Frisky Oyster – One of the more upscale restaurants in the area, dining at The Frisky Oyster is quite an experience. The food is expertly crafted and the service is impeccable; I’d highly recommend.
Where to Stay in Greenport
The Harborfront Inn at Greenport – Situated right in the town of Greenport, New York, The Harborfront Inn is a great option if you’re looking for convenience. The rooms are simple and clean and include a small breakfast, so it’s a great option if you’re looking for a reliable place to stay.
A few other hotels that I’ve heard great things about but haven’t had the chance to experience myself include the Sound View Greenport, which is beautiful but is a short drive outside of town and The Menhaden, which is conveniently located right next door to the The Harborfront Inn.1
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