Best North Fork Wineries: Where to Taste Wine from Mattituck to Greenport

The North Fork is Long Island’s main wine country, with tasting rooms spread from Riverhead and Jamesport through Mattituck, Cutchogue, Peconic, Southold and the Greenport area.

A good winery day here does not mean trying to visit as many places as possible. Pick a section of the North Fork, check policies where needed, leave time between stops, and make sure someone is driving.

This is not a complete directory of every winery on the North Fork. It is a visitor-friendly starting point for choosing a few tasting rooms and planning a day around location, food, views, group size and driving.

Quick picks

Bedell Cellars — Cutchogue

Bedell Cellars is one of the North Fork wineries most visitors should know first. It has the classic Cutchogue vineyard setting, a well-known name, and enough range to please people who want something more memorable than a quick tasting-room stop.

Best for: first winery trip, vineyard views, couples, small groups, Cutchogue day.

Macari Vineyards — Mattituck

Macari is one of the bigger names in North Fork wine and one of the first wineries many people hear about when they start planning a trip. The Mattituck location puts it in a useful part of the North Fork, especially if your day also includes Love Lane, farm stands, or other nearby wineries.

Best for: Mattituck winery day, first-timers, groups, established North Fork name.

Kontokosta Winery — Greenport area

Kontokosta is the winery to keep in mind if you are staying in or near Greenport. It gives you the winery part of the North Fork without pulling you deep into Mattituck or Cutchogue. The appeal is the setting near Long Island Sound.

Best for: Greenport weekends, water views, couples, first winery stop near town.

Paumanok Vineyards — Aquebogue

Paumanok is a good western North Fork winery to know, especially if you are coming from the west and want to start tasting before driving all the way out to Cutchogue, Southold or Greenport.

Best for: western North Fork start, wine-focused visitors, Aquebogue/Jamesport day.

Sparkling Pointe — Southold

Sparkling Pointe is the North Fork stop for sparkling wine. It is a good choice for birthdays, couples, groups, and anyone who wants the tasting to feel a little more celebratory.

Best for: sparkling wine, birthdays, groups, Southold weekend, celebrations.

RGNY — Riverhead

RGNY gives the western North Fork a more modern, event-friendly winery option. It is a good stop to consider if you are starting near Riverhead, planning a larger group outing, or want a winery with a bigger property feel.

Best for: Riverhead start, groups, events, modern winery feel.

Lieb Cellars — Cutchogue

Lieb Cellars is a Cutchogue winery to consider when you want a tasting-room stop that is still central to the North Fork wine trail but a little less obvious than the biggest-name destinations.

Best for: Cutchogue tasting route, estate wines, quieter stop, couples.

One Woman Wines — Southold

One Woman Wines is a good Southold-area stop if you want something smaller and less crowded-feeling than the larger winery names.

Best for: smaller winery feel, Southold stop, quieter trip.

Pindar Vineyards — Peconic

Pindar is one of the familiar North Fork winery names and a useful Peconic stop for groups or casual tastings.

Best for: groups, casual tastings, Peconic, first-time visitors.

Pellegrini Vineyards — Cutchogue

Pellegrini is another longtime North Fork winery name in Cutchogue. It is a good stop for visitors who want a more traditional wine-country feel and a location that fits neatly into a central North Fork tasting route.

Best for: traditional North Fork winery stop, Cutchogue route, couples, small groups.

Where to taste wine by town

Mattituck

Mattituck is a good winery base if you also want Love Lane, casual food, farm stands and a slightly easier drive from western Long Island or New York City.

Cutchogue

Cutchogue is one of the best areas for a classic North Fork winery day. Bedell, Lieb, Pellegrini and other nearby wineries make it easy to plan a few stops without driving too far between them.

Peconic and Southold

Peconic sits between Cutchogue and Southold and is easy to pass through too quickly. Southold is good if your winery day is part of a full weekend, with restaurants, inns, beaches and Greenport nearby.

Greenport area

Greenport is not the center of North Fork wine country, but it is a great base if you want restaurants and hotels after tasting. Kontokosta is the winery to know closest to town.

Best North Fork wineries by trip type

First winery trip

Start with Bedell, Macari, Kontokosta, Paumanok or Sparkling Pointe. Do not try to visit all of them in one day. Pick two or three, leave time for food, and avoid turning the day into a rushed loop.

Greenport weekend

Stay in Greenport, visit Kontokosta, then add one or two Southold or Cutchogue wineries if you want more tasting time.

Group trip

Check policies before you go. Some wineries have rules around group size, buses, limos, outside food, kids, dogs and reservations.

How many wineries should you visit in one day?

Two or three is usually enough. Four can be fine with an early start, short tastings, food and a driver. More than that often turns the day into a checklist.

Do you need reservations?

Sometimes. It depends on the winery, group size, season and day of the week. For summer Saturdays, fall weekends, holidays, groups, private tastings or popular tasting rooms, check ahead and book where required.

Food, kids, dogs and transportation

Food varies a lot. Some wineries have snacks, small plates, food trucks or event menus. Others are mainly tasting rooms. If kids or dogs are part of the trip, check the winery’s own site or call before going. Someone needs to be responsible for driving, or you need a plan that does not depend on anyone tasting and then driving.