Long Island is the perfect place for Winetravelers to explore: it’s easily accessible, it’s dotted with wonderful wineries, and it’s far more affordable than its California cousins. Best known for the Hamptons, the east end of Long Island has become a well-recognized wine region in recent years – so much so that with one of the wines was served at a recent presidential inauguration dinner! In this guide, you’ll discover the best places to go wine tasting on Long Island, as well as dozens of recommendations for the best places to eat, sleep, adventure, and more!
IN THIS GUIDE:
The North Fork of Long Island is about 30 miles long from Riverhead to the tip at Orient Point, so visitors can easily spend a day or two exploring just that area. Below, we have the best wineries, tours, restaurants, and hotels to visit along the North Fork, starting near Riverhead and working east.
1074 Main Road, Aquebogue
Why Guests Love It: Beautiful Views, Classic Wines, Elegant Tastings
Paumanok, the indigenous word for Long Island, is one of the older wineries in the area. The relaxed tasting room provides guests with a range of options – all are fabulous- but be sure to try their Chenin Blanc. It’s a perennial winner.
6025 Sound Avenue, Riverhead
Why Guests Love It: Tour Options, Fun Events, Walk-Ins Welcome
Located in the former Martha Clara space, this certified sustainable winery produces popular varieties including Rosé-style blends. A tasting experience at RGNY includes curated food pairings, or guests can book a blending experience to playing winemaker for themselves.
Bridge Lane Tasting Room
35 Cox Lane, Mattituck
Why Guests Love It: To-Go Options, Shuffleboard, Patio Views
Bridge Lane has perfected the art of hospitality by offering wines by the bottle, can, box, or keg. It’s a go-to for anyone who loves to host. Visitors can grab a glass and spend the afternoon playing shuffleboard or corn hole, making this the perfect place for a fun-filled afternoon.
Rose Hill Vineyards & Inn
2000 Oregon Road, Mattituck
Why Guests Love It: Historic Farmhouse, Relaxed Vibe, Knowledgeable Staff
Formerly Shinn, Rose Hill hosts small, intimate tastings on their beautiful patio or in their cozy library depending on the weather. And honestly, both are equally as enjoyable! Check out Rose Hill’s events, with offerings like Broadway in the Vines and Brunch & Bubbly.
22600 Route 25, Cutchogue
Why Guests Love It: Rustic Atmosphere, Stellar Pinot Noir, Farm-Raised Beef Available
McCall is a must for Pinot Noir lovers, with several different bottlings from the historic Corchaug Estate. While a general tasting is fine, reserve a Grand Tasting to taste through reserve wines alongside cheese and charcuterie pairings, lead by McCall’s sommelier.
13050 Oregon Road, Cutchogue
Why Guests Love It: Sustainable Agriculture, Rural Setting, Food Available
With a focus on sustainable agriculture and minimal intervention winemaking, Lieb produces wines that speak to the unique Long Island terroir. Established in 1992, Lieb offers a range of wines, including a Teroldego–Lagrein blend for those looking to geek out a little. Food pairings are available, as are private tastings that can be booked in advance.
36225 Main Road, Cutchogue
Why Guests Love It: Curated Cheese Boards, Artistic Labels, Library Wines
Bedell is one of the oldest wineries on Long Island, dating back to 1980. Always stellar, film producer Michael Lynne acquired Bedell in 2000 and helped promote it to legendary status. Label work by Barbara Kruger is a draw for art lovers, though the wines need to such support. Grab a few bottles of Musée to age to see how beautifully Bedell’s wines show over time.
38355 Route 25, Peconic
Why Guests Love It: Food Pairings, Non-Alcoholic Drinks Available, Dog Friendly
Located in the little village of Peconic, Lenz has established its name as one of the best all-around producers on the North Fork! The tasting menu is updated regularly and includes an eye-opening chocolate pairing flight. For those who’d rather create their own pairings, small bites are available as well.
39390 Route 25, Peconic
Why Guests Love It: Elegant Tasting Room, Bordeaux Blends, Library Wines
Raphael leans into Mediterranean hospitality while the wines are decidedly New World. The open, rustic tasting room provides a nod to old school North Fork, where guests are encourage to taste through the offerings. Be sure to try La Fontana, Raphael’s Bordeaux blend, as well as Portico, their take on port.
39750 County Road 48, Southold
Why Guests Love It: Sparkling Wine, Luxury Tastings, Tours Available
Sparkling Pointe is a newer edition to North Fork wineries, and a much-needed one at that! Its bright and airy tasting room offers Long Island-produced Sparkling Wine. All are made in the traditional method, including the delightfully delicious Carnaval Rouge, the lightly sweet red made predominantly from Merlot and begs to be chilled for your next picnic.
The Old Field Vineyards
59600 Route 25, Southold
Why Guests Love It: Historic Winery, Classic Wines, Cozy Vibe
The Old Field is the history North Fork wineries summarized in one tasting room. On chilly days, the small wood-burning stove warms the air and takes you back in time. Nestle in for a spell and talk shop with the informative staff as you taste through their lineup, which is classic North Fork wine at its finest.
Let the experts do the planning – and the driving! Here are some of our favorite tours.
If you’re staying in Manhattan and are looking to take a day trip into Long Island’s wine country, this Long Island Wine Tour from Manhattan by Sourced Adventures is a favorite and includes a private driver, round-trip hotel pickup/dropoff, and a gourmet picnic lunch.
Winston Wine Tours offers another great option for those who’d rather stop off for lunch at a restaurant, or curate their own at one of the many farm stands dotted throughout the region.
Vineyard hopping by bike is probably our favorite way to go wine tasting. The Mattituck Guided Farm and Wine Country Bike Tour, offered by East End Bike Tours, is perfect for those staying for a weekend – the lowkey vibe allows guests to relax and taste at their own pace on the North Fork.
4414 Sound Avenue, Riverhead
Briermere’s pies are really the draw, so much so that there are often lines out the door of eager customers. All of the pies are stellar, but rhubarb’s sweet-sour balance is perhaps the best of all.
Sang Lee Farms
25180 County Road 48, Peconic
Since you’ll be in the heart of Long Island’s agriculture, why not take advantage of that? At Sang Lee, you can shop the freshest produce and put together a killer picnic basket.
Erik’s in Southold
43715 County Road 48, Southold
Get fueled up for a long day of wine tasting at Erik’s! Grab a classic egg sandwich or go big with a stack of pancakes. Your stamina will thank you later.
Kate’s Cheese Co.
19 Front Street, Greenport
Kate’s is the perfect stop-off for a light lunch or mid-afternoon snack. Ask your server to match your cheese board with a local wine available by the glass!
Black Llama Bar
300 Main Street,Unit A, Greenport
Black Llama Bar is the clandestine cocktail and oyster bar and lounge attached to American Beech in Greenport Village. It feels like a dose of glam in the cozy port town.
Aqua by American Beech
15 Bay Avenue, Aquebogue
While oceanfront is always appealing, bayfront is where it’s at: Aqua is located right on the Peconic Bay which means that guests have plenty of beach with calmer waters. Amenities include paddle boards and kayaks.
North Fork Table & Inn
57225 Main Road, Southold
Stay at the North Fork Table & Inn for the weekend and make sure to dine here at least once. The wine list is unparalleled in the area with a well-planned mix of local and international selections.
Sannino Vineyard B&B
15975 County Road 48, Cutchogue
It doesn’t get much better than staying on a vineyard. Located in Cutchogue, Sannino offers peace and quiet nestled in among the vines. Grab a glass or two of wine while you’re there!
Townsend Manor Inn
714 Main Street, Greenport
Located at Stirling Basin in Greenport, the Townsend Manor Inn provides classic East Coast lodging in a historic house.
Silver Sands Motel
1400 Silvermere Road, Greenport
For those who love old-school motels, Silver Sands is perfect. It hugs the Long Island Sound, allowing guests to just tumble right out onto the beach.
For those who want to check out the Hamptons, the South Fork offers plenty to explore. The Hamptons have long been a haven for artists looking to flee New York City and focus on their works, so we’ve included a few museums to visit.
Duck Walk Vineyard
231 Montauk Highway, Water Mill
Why Guests Love It: Picturesque, Food Available, Pet Friendly
Family-owned Duck Walk is one of the few South Fork wineries – but, we don’t need many more when there’s Pinot Meunier on the list! Check out live music on the weekends. Duck Walk aims to be approachable and friendly, and guests are encouraged to share a few glasses or a bottle on their patio. Check out live music on the weekends.
Channing Daughters Winery
1927 Scuttle Hole Road, Bridgehampton
Why Guests Love It: Sustainable Agriculture, Interesting Varietals, Laid Back Vibe
Orange wine lovers will fall in love with Channing Daughters’ Ribolla Gialla, which has a cult following. The many other options are no slouches either, with everything from Malvasia to Dornfelder. Channing Daughters is the place for those looking to experiment, to learn more, or to geek out. The laid back atmosphere allows guests to savor the experience, and snack options are available.
139 Sagg Road, Sagaponack
Why Guests Love It: Award Winning Rosé, Yoga, Live Music
Whoever first coined “Rosé all day” surely have Wölffer Estate in mind! Wölffer does rosé right with several different options including a beloved sparkling rosé. However, white and red lovers also have plenty of choices, as do cider and spirits lovers. And, just to make sure everyone is happy, Wölffer also has non-alcoholic options available. Whatever direction you choose, grab a bottle or two before yoga in the vines for the perfect day.
Hamptons Restaurants To Try
The Lobster Roll
1980 Montauk Highway, Amagansett (closed in winter)
32 Montauk Highway, Southampton (open year round)
The Lobster Roll, also just known as “LUNCH,” has been serving up its namesake dish since 1965 and is still the go-to spot for all things seafood. Although the Amagansett location is closed in the winter, the Southampton spot is just as good and can meet your lobster roll needs year round.
31 West Water Street, Sag Harbor
Locally-sourced ingredients in classic American cuisine make Baron’s Cove a perpetual favorite for those looking for a finer dining experience.
Manna at Lobster Inn
5 Inlet Road, Southampton
If you haven’t yet gotten your fill of seafood – and who can ever get enough? – Lobster Inn has your back. Dig into raw bar offerings with a local beer or wine.
Old Stove Pub
3516 Montauk Highway, Sagaponack
Old Stove Pub is a local classic with a twist: traditional pub fare has been updated to include more modern takes. That said, it’s hard to go wrong with a Pub burger.
The 1770 House Restaurant & Inn
143 Main Street, East Hampton
The 1770 House Restaurant is the epitome of what the Hamptons does so well: excellence in a relaxing atmosphere. Creative dishes paired with selections from the extensive wine list make this an unforgettable meal.
Excellent Hamptons Hotels
The Baker House 1650
181 Main Street, East Hampton
European-based American history tends to pale in comparison to Europe itself – we tend to think the 1920s were ancient times – so it’s a delight to stay in one of the oldest houses in the United States.
The 1770 House Restaurant & Inn
143 Main Street, East Hampton
Cozy, historic, and precise attention to detail make a stay at the 1770 House Inn a memorable experience. Each suite is outfitted with plush linens and gourmet snacks, and some have fireplaces to further the nestle-in vibe.
A Room at the Beach
2668 Montauk Highway, Bridgehampton
The name says it all! Tumble out of bed and down to one of the best beaches in the Hamptons book this beautiful and unique hotel. Or, grab a bicycle to explore the area, or just hang out in the comfy lounge chairs on the patio – A Room at the Beach is there for absolute relaxation.
The Montauk Soundview
3 Soundview Drive, Montauk
Montauk is the very end of Long Island, so the Soundview Hotel offers ocean views and the sound of waves throughout the night. Enjoy morning coffee to views of Block Island Sound before heading to the heated pool for an invigorating swim.
Hamptons Museums & Art Centers
Parrish Art Museum
279 Montauk Highway, Water Mill
The range of artists housed in the Parrish Art Museum is nothing short of stunning. The abstract expressionists who made the Hamptons their home – like the de Koonings, and Lee Krasner and Jackson Pollock – are well represented.
830 Springs Fireplace Road, East Hampton
See where Jackson Pollock created some of his most famous works – and where he unfortunately grew to overshadow his wickedly talented wife Lee Krasner.
Southampton Arts Center
25 Jobs Lane, Southampton
The Southampton Arts Center is an artistic haven, with everything from figure drawing workshops to silent discos. Check out their calendar of events for the latest offerings.
The East End of Long Island is easily accessible via car, train, bus, or even ferry. From New York, the Long Island Expressway (Rte 495) runs the length until Riverhead. Or, Sunrise Highway (Rte 27) runs along the south side of Long Island and out to the Hamptons.
The Long Island Rail Road (LIRR) runs numerous trains throughout the day from Penn Station in Manhattan. Be advised that services to the North Fork and the South Fork are not as frequent as they are to the middle of the Island, so plan ahead.
Bus services from Manhattan include Hampton Jitney or North Fork Express. Both need to be booked in advance.
Ferry services connect Long Island to Connecticut. Riders can leave out of Port Jefferson or Orient Point.
All of those options, though, still require a car once you’re out on Long Island so it’s best to plan for a driver any way you look at it. Some companies offer private guided experiences and drivers. Lean back, relax, and blast Long Island’s patron saint, Billy Joel, for a wonderful adventure.
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