Curated Collection · 34 wineries
Every open winery between Calverton and Greenport — what each one actually makes, and whether you can walk in. Grouped into the four clusters you would drive rather than listed alphabetically.
The North Fork holds 34 open tasting rooms in a strip about 25 miles long, which is both the appeal and the problem: they are close enough to string together and too many to choose between. So they are listed here in the order you would drive them, with the one line that tells you what the house makes and the one line that tells you whether you need to book. Two or three stops is a full day — a seated tasting runs about 90 minutes, and several houses hold the table for exactly that. If you want the shorter answer, best Long Island wineries is the quality cut of 20, and Cutchogue wineries narrows the trail to the nine rooms in its densest hamlet. The North Fork region page adds the breweries, the cider rooms, and the distillery that are not wineries but often end up on the same day.
Sound Avenue
The first stops off the Long Island Expressway, and the shortest drive from the city. Sound Avenue is a wide farm road rather than the Main Road crush, which is why most days start here.
Calverton
A farm party rather than a cellar: sweet-leaning pours like White Satin, a pizza truck, lawn games, and live music every weekend afternoon.
Book a two-hour window between 12 and 5; walk in if there is space. Buses need written permission and must arrive by 1 p.m.
Riverhead
Planted in 1983 and now farmed by the Paumanok family — New York’s first Albariño, a sharp Sauvignon Blanc, and Old Roots Merlot.
Walk in under six and reserve above it. Mystery flight of four wines $25. Wood-fired pizza truck Friday through Sunday in season.
Riverhead
The former Martha Clara barn, reopened by the Rivero González family with a serious rosé program and Mexican food pairings.
Walk in with ten or fewer if seats exist; 11 or more pre-book an experience. The RG Tasting runs about $60 with pairings.
Main Road
Main Road narrows and the estates get quieter: one benchmark 1983 estate, three small barns, a restaurant-winery pouring pizza, and the newest room on the trail.
Aquebogue
The Massoud family’s 1983 estate, and the one place in New York pouring a dry Chenin Blanc next to Bordeaux reds built to keep.
Daily 11 to 5, Friday through Sunday to 6. Walk in with seven or fewer; book weekends on Tock and email for eight or more.
Jamesport
A 1920s potato barn over a small estate vineyard, blending lots into Merlot, Cabernet Franc, and the Archeology red.
Reservations recommended, tables capped at six, two seatings on weekends. No buses, limos, or Main Road drop-offs.
Jamesport
A historic barn that works more like a restaurant-winery: estate Albariño and Cabernet Franc, with wood-fired pizza in the same room.
Reservations required, seated two to eight, flights $25 to $30. Closed Wednesday. 21+ after 6 p.m. on Friday and all weekend.
Jamesport
Jason Damianos’s mythology-themed hangout — a ship-shaped bar, the sweeter Golden Fleece white, bubbly rosé, and animals out back.
Walk-in and first-come. Groups of six or more arriving with a hired driver must call. Closes for weather.
Jamesport
The old Diliberto site, reopened in 2021 as an Italian-leaning room of steel whites, easy red blends, and spritzes.
Reservations highly recommended, tables of one to five, flights $32 to $35. Closed Monday and Tuesday.
Laurel
A 1984 Laurel vineyard rebuilt in 2021 around structured French varieties, with decks that sit out over the rows.
Walk-ins welcome, weekend reservations wiser. $45 on the Tasting Deck, $98 in the Barrel Room. Both decks are 21+.
Main Road, Oregon Road & Route 48
Thirteen of the 34 sit in these two towns, so this is where a day either works or falls apart. Cutchogue alone holds nine, from the vineyard that started everything in 1973 to a bar the winemaker runs himself.
Mattituck
Lieb’s value label run as a backyard bar: six wines for $20, cans and kegs, rainbow picnic tables, bocce and cornhole.
Bar service, no reservation needed. Summer daily 12 to 7, off-season Thursday through Sunday. Groups of 8 to 25 prepay $25 a head.
Mattituck
A restored potato barn on a working family farm — and the 2025 Best Merlot in New York, poured beside cider doughnuts and farm animals.
No reservations, first-come. Three tastes $20 or five for $30. Seasonal, roughly April to early November. No buses.
Mattituck
A regeneratively farmed Sound-side estate: the Bergen Road blend, the Lifeforce Sauvignon Blanc, and a sparkling Cabernet Franc called Horses.
Reservations required, up to six a table — $40 for five wines, $75 in the barrel cellar. Lawn tables stay first-come.
Mattituck
The old Shinn farm, rebranded in 2021 and now holding a Governor’s Cup for its Clarity Cabernet Sauvignon.
First-come daily 11 to 6, flights $20 to $34, eight to a group. No buses and no bachelorette parties.
Cutchogue
The 1980 benchmark for maritime Bordeaux here: Musée, a saline Viognier, indigenous-yeast cellar work, and artist labels.
Walk in with 15 or fewer, flights $28 to $32, cellar tour bookable. Private events close it often, so check first.
Cutchogue
Long Island’s founding vineyard, planted by the Hargraves in 1973 — old-world Merlot and Pinot Noir over terracotta floors.
Walk in with a small group and reserve above six. Monday to Saturday 11 to 5, Sunday 12 to 4. No buses or limos at all.
Cutchogue
Now Suhru & Lieb on Oregon Road, and the Pinot Blanc house — a still version nobody else grows here, plus the estate sparkling.
Reservations highly recommended on Tock, 90-minute tables, flights $26 to $36, groups capped at eight. No buses.
Cutchogue
A working Charolais cattle farm that grows the most convincing Pinot Noir on the island, with a Reserve Cabernet Franc beside it.
Tock reservation or a first-come table, 90 minutes either way. Closed January and February. No limos or tour buses.
Cutchogue
A 1991 showpiece around a courtyard where the reds carry it: Vintner’s Pride Encore, Cabernet Franc, reserve Chardonnay.
Open seven days, usually 11 to 5. Walk-in bar for small parties; five or more, or any van, needs a reservation.
Cutchogue
Three generations of an Italian family farm, pouring traditional-method sparkling and Sangiovese at one end, sweet Niagara at the other.
Walk-ins always welcome. Sunday to Friday 11 to 5, Saturday to 6. Buses and limos reserve at $20 for four wines.
Cutchogue
A tiny room shared by a winemaker and a jam-maker, with a Merlot that landed in Wine Enthusiast’s Top 100 in 2021.
Walk-ins always welcome, Friday to Monday 11 to 6, closed Tuesday through Thursday. The winemaker pours most Sundays.
Cutchogue
A 1979 estate that sat closed for a decade and reopened in 2024 as Krissie’s Long Island room, built on Chardonnay and dry Riesling.
Walk-in seating is first-come; groups above eight prepay a Garden Reservation. Confirm the pour list — the operator changed in 2024.
Cutchogue
A boutique estate with a B&B attached, built around comparative tastings and a 94-point Francesco Reserve.
Walk in with six or fewer, $30 for four wines, or book the $100 Vine to Wine tour. Confirm hours — the pages disagree.
Main Road & Route 48
The east end pays off: a rosé-only garden, the sparkling specialist, a Tuscan villa, and the one room that actually looks out at the Long Island Sound. End here if dinner is in Greenport.
Peconic
Farming since 1978, and the only house here built on age: Old Vines Chardonnay and Merlot, plus a traditional-method Cuvée.
Reservations preferred to six and required from seven to 16. Five wines about $25 to $35, with a $75 VIP flight.
Peconic
A big, casual Main Road vineyard with the island’s first Carménère, the Flight Meritage, and a long value ladder.
Open daily with a walk-in bar and a lawn; four tastes reported at $18. Call ahead for a limo or bus. Loud on summer weekends.
Peconic
The 1979 Damianos estate that started the modern trail and is still the largest — Mythology Meritage, sparkling, and everything between.
Daily 11 to 6, walk-in five-wine flights. Weekend tours May to October $35. A hired vehicle needs a prepaid slot.
Peconic
An Italianate villa whose gravity-flow cellar Château Margaux’s Paul Pontallier consulted on: La Fontana and First Label Merlot.
Open seven days from noon and 21+ on the official page. Walk in small; eight or more need a package. Weddings close the room.
Peconic
A women-led cellar door for five New York labels — Saltbird Sauvignon Blanc, orange wines, pét-nat, and canned spritzers.
Walk in with five or fewer; groups of six to ten book 48 hours ahead at $20 a head. Hours conflict between pages, so email.
Southold
Bedell’s experimental little sister, pouring small batches on tap — a Syrah rosé, a white Cabernet Franc, the shell-aged Coquillage.
Walk in with 15 or fewer, flights about $22. Hours rotate and event nights run late, so check before driving out.
Southold
The Damianos family’s Southold patio, where $18 buys any four wines from Sauvignon Blanc to Vidal ice wine and blueberry port.
Walk in under six; six or more reserve, and the reservation buys the tasting rather than a seat. Hours pages conflict.
Southold
A barn cottage among roses and fig trees, pouring old-world blends and a range of Chardonnays off organically minded rows.
Sit-down service with weekend reservations required. The vineyard tour with tasting is $38, April through November.
Southold
Claudia Purita grows the rarest white out here — a mineral Grüner Veltliner — now poured in a barn that opened at the end of 2024.
Four wines $25, build-your-own $35, usually Wednesday to Monday. Call first: the property was listed for sale in 2026.
Southold
Forty acres of Champagne grapes and a cellar that makes nothing but traditional-method sparkling — Topaz Impérial, Cuvée Cynthia, Blanc de Blancs.
Sit-down service with reservations on Resy, general tables to six including drivers. Flights have run $20 and $30.
Southold
The only rosé-only estate in the country: five Merlot clones picked early and made pale, in a garden among 18th-century barns.
No reservations, first-come tables of eight, daily 12 to 6 in season. The garden runs April to late November. No buses or vans.
Greenport
The only tasting room on the Long Island Sound — a modern building on a Greenport bluff pouring Cabernet Franc and Sauvignon Blanc.
Walk-in and first-come, daily 11 to 5, no reservation needed. Limousines, buses, and vans are not permitted.
Thirty-four tasting rooms are open to visitors, from Baiting Hollow Farm Vineyard in Calverton to Kontokosta on the Greenport bluff. Five more East End rooms pour beer, cider, or spirits rather than wine — Jamesport Farm Brewery, Twin Fork, Long Island Spirits, Riverhead Ciderhouse, and Woodside Orchards — and one winery, THEO Vineyard in Jamesport, has not opened yet.
Two or three. A seated tasting runs about 90 minutes, and several houses hold the table for exactly that long, so a fourth stop usually means rushing the first three. Pair neighbors instead: Palmer and RGNY on Sound Avenue, Bedell and Lieb around Cutchogue, or Sparkling Pointe and Kontokosta at the east end.
It starts in Calverton and Riverhead, straight off the Long Island Expressway, and ends in Greenport. Three roads carry it: Main Road, which is Route 25 and holds most of the tasting rooms; Route 48, the faster parallel on the Sound side, where Sparkling Pointe, Sannino, and Kontokosta sit; and Oregon Road, the farm back road behind Cutchogue and Mattituck with Lieb and Rose Hill on it.
Some do. Macari, Jamesport Vineyards, and Terra Vite require them, Mattebella requires them on weekends, and Clovis Point, Lieb, Ev&Em, Sparkling Pointe, and Baiting Hollow all recommend booking. Plenty stay walk-in: Kontokosta takes no reservations at all, and Croteaux, Harbes, Rose Hill, Osprey’s, Pindar, Pugliese, Jason’s, Coffee Pot, and Bridge Lane are first-come.
Bedell, Macari, Paumanok, Lenz, Lieb, McCall, Pellegrini, Raphael, and Palmer are the benchmark estates, with Sparkling Pointe for traditional-method sparkling, One Woman for Grüner Veltliner, and Croteaux for rosé only. The full reasoning is on the best Long Island wineries page.
Most are, on shorter weeks. Croteaux and Harbes close for the season entirely, McCall closes January and February, RGNY closes Tuesday and Wednesday in January and February, Mattebella often runs Friday to Sunday, and Bridge Lane drops to Thursday through Sunday off-season. Call ahead between November and April rather than trusting a listing.
Not sensibly. The two forks are separated by Peconic Bay, and driving around costs most of an afternoon. The three South Fork tasting rooms — Channing Daughters, Wölffer Estate, and Duck Walk in Water Mill — deserve their own day.
Planning around something specific? The date-night, group, family, first-timer, and dog-friendly lists filter the same trail by house rules rather than geography.