Winery
Baiting Hollow Farm Vineyard
Sound Ave farm party: historic house, pizza, live music, dogs, frozen wine cocktails.
Approachable, sweet-leaning hospitality wines — more venue than cellar
Pet friendlyFamily friendlyLive music
North Fork of Long Island AVA · 35 wineries · 3 breweries · 1 distillery · 2 cideries
North Fork
The heart of the East End trail — wineries along Main Road and Oregon Road, plus farm breweries, a distillery, and cider rooms on Sound Avenue.
Most of the island’s tasting rooms sit on this fork. The AVA runs from the Riverhead line out to Orient, with the densest wine stretch between Jamesport and Southold.
Start west for a shorter day: Paumanok, Sound Avenue beer and cider, then Ev&Em or Jamesport. Drive east for the Sound at Kontokosta and dinner in Greenport. Oregon Road is the quiet back-road alternative to Main Road.
Towns: Calverton, Baiting Hollow, Riverhead, Aquebogue, Jamesport, Laurel, Mattituck, Cutchogue, Peconic, Southold, Greenport
Calverton
Baiting Hollow
Distillery
Long Island Spirits
Converted twin-cupola barn distillery — cocktails, farmland views, weekend patio energy.
Farm-to-bottle distillery with a cocktail patio
Pet friendlyDate nightGroups welcomeLive music
Cidery
Riverhead Ciderhouse
Big cider hall — farm-to-fork café + entertainment hub. Not a quiet orchard sip.
Gateway-to-wine-country cider hall with a full café and entertainment calendar
Groups welcomeFamily friendlyLive music
Riverhead
Brewery
Jamesport Farm Brewery
Relaxed North Fork farm brewery — families, friends, dogs.
Farm brewery — gathering space more than a taproom-bar
Pet friendlyGroups welcomeFamily friendlyLive music
BreweryClosed
Long Ireland Beer Company
Riverhead’s first craft brewery — now closed. Listed for sale; no successor taproom as of Aug 2026.
Neighborhood Irish pub-brewery (historical)
Winery
Palmer Vineyards
Polished Sound Ave estate — Albariño, pizza, and reserved tables rather than a free-for-all bar.
Estate, quality-driven; aromatic whites set it apart from Merlot-Chardonnay houses
Pet friendlyLive music
Winery
RGNY
Former Martha Clara, now a lively Sound Ave barn with Mexican food pairings and a serious rosé program.
Sustainable, multicultural North Fork — Mexican hospitality in a big Sound Ave barn
Pet friendly
Brewery
Twin Fork Beer Co
Unassuming industrial warehouse hangout — not a Sound Ave farm setting.
Quality-over-quantity warehouse taproom; community/music-forward
Pet friendlyFamily friendlyLive music
Aquebogue
Winery
Paumanok Vineyards
Early North Fork estate — Chenin Blanc, lawn chairs, serious pours, no picnic coolers.
Quality-first estate — cool-climate Chenin and Bordeaux reds, not a party barn
Pet friendlyDate night
Cidery
Woodside Orchards
Family orchard tasting room — casual, fall-forward, doughnuts and cider.
Family orchard tasting room — more farm stand than bar
Pet friendlyFamily friendly
Jamesport
Winery
Clovis Point
Sophisticated but welcoming renovated potato barn looking over a small estate vineyard.
Small-lot North Fork — they blend complementary lots rather than a typical Merlot/Chardonnay house
Date nightLive music
Winery
Jamesport Vineyards
Historic-barn wine-and-pizza destination — more restaurant-winery than walk-up bar.
Ripe but restrained, food-friendly; reds often dark/spicy; many indigenous-yeast reds
Date nightLive music
Winery
Jason's Vineyard
Mythology-themed hangout — ship bar, picnic lawn, animals, weekend bands.
Flavorful mix of dry reds and sweeter/crowd-pleasing whites and sparkling
Pet friendlyPicnic OKGroups welcomeLive music
Winery
Terra Vite
Tuscany-on-the-North-Fork table-service room with boards and spritzes.
Italian-inspired North Fork — steel whites, easy red blends, spritz culture
Pet friendlyDate nightLive music
WineryComing 2027
THEO Vineyard
Working farm vineyard with a new owner — not a visitor stop yet.
Working farm vineyard with old vines — not yet a public tasting portfolio. Long Island Sustainable Winegrowing
Laurel
Winery
Ev&Em Vineyards
Polished, newly renovated estate tasting with vineyard decks and a serious-wine pitch.
Structured French-varietal North Fork; sustainable / LISW certified
Pet friendlyDate night
Mattituck
Winery
Bridge Lane Tasting Room
Rainbow-table backyard bar — cans, kegs, bocce, kids, dogs, no pretense.
Dry, light, fruit-forward value wine — anti-snob, party-ready
Pet friendlyPicnic OKGroups welcomeFamily friendly
Winery
Harbes Vineyard
Restored 100-year-old potato barn on a working family farm — wine plus doughnuts, animals, and a courtyard.
Estate, sustainable — serious reserve Merlot next to farm-friendly pours and cider
Family friendly
Winery
Macari Vineyards
Educator-led family estate tasting with serious wines and a big Sound-side farm behind it.
Biodynamic/regenerative; balanced cool-climate Bordeaux + distinctive SB; saline/maritime
Pet friendlyDate night
Winery
Rose Hill Vineyards
Quaint off-the-beaten-path farm barn — Chip-and-Joanna-if-they-had-a-vineyard energy.
Transparent, low-additive, terroir-driven — lively whites and structured Bordeaux-style reds. Certified sustainable / biodynamic-leaning
Pet friendlyDate night
Cutchogue
Winery
Bedell Cellars
Prestige North Fork stop — art labels, vineyard porch, serious wine without stuffiness.
Benchmark North Fork — maritime Bordeaux reds, saline whites, indigenous yeast
Pet friendlyDate nightLive music
Winery
Castello di Borghese
Long Island’s founding vineyard — terracotta floors, picnic blankets, old-world reds, no buses.
Old-world / Bordeaux-leaning, low residual sugar, hand-finished
Pet friendlyPicnic OKDate nightLive music
Winery
Coffee Pot Cellars
Off-the-beaten-track room where the winemaker and jam-maker host you — anti-crowd, high-touch.
Small-batch, minimalist North Fork — Bordeaux-leaning reds, dry, not a sweet-wine house
Pet friendlyPicnic OKDate night
Winery
Lieb Cellars
Quiet, design-forward Oregon Road room — sparkling and Pinot Blanc specialists, not a party barn.
Lieb = clean classic + elegant sparkling; Suhru = lesser-known grapes. Winemaker Russell Hearn.
Pet friendlyDate nightLive music
Winery
McCall Wines
Quiet estate farm — Pinot, cows, and picnic tables, not a party lawn.
Cool-climate Burgundy + Bordeaux; Pinot and Cab Franc are the identity. Also a working cattle farm.
Pet friendlyDate night
Winery
Peconic Bay Vineyards
Vineyard-patio destination with music and bookable picnics, now Krissie’s Long Island room on a 1979 estate.
1979 Cutchogue estate now run as Krissie’s East Coast room — food-friendly maritime whites, picnic-first hospitality
Pet friendlyDate nightLive music
Winery
Pellegrini Vineyards
1990s showpiece winery — serious reds in a calm cathedral room, not a lawn party.
Fruit-driven, low-intervention, classic North Fork; reds are a regional strength
Pet friendlyDate night
Winery
Pugliese Vineyards
Three-generation Italian family farm — pond, picnic, bubbles, and a sweet Niagara for mixed palates.
Italian-American family range: dry sparkling and Sangiovese on one end, sweet Niagara/port on the other
Pet friendlyPicnic OKFamily friendlyLive music
Winery
Sannino Vineyard
Family-run educational boutique with a modern tasting house and agriturismo B&B.
Boutique estate, educational/comparative tastings — dry reds and whites plus some semi-sweet. Sustainable
Date nightLive music
Peconic
Winery
Chronicle Wines / Peconic Cellar Door
Intimate women-owned library of five NY labels — conversation and oddball pours, not a party patio.
Women-led NY collective — story-driven, often experimental (orange, pét-nat, cans)
Pet friendlyDate night
Winery
Lenz Winery
Old-school serious North Fork estate — rustic courtyard, real vineyard age, little glitz.
Classic, age-worthy, dry, food-friendly; Old Vines are the identity
Pet friendly
Winery
Osprey's Dominion
Big, casual Main Rd party vineyard — picnic, band, Carménère, long wine list.
Broad, accessible, value-oriented; signature oddball is Carménère
Pet friendlyPicnic OKGroups welcomeFamily friendly
Winery
Pindar Vineyards
The original big North Fork winery — huge list, lawn, live music, and tour buses.
Everything: dry to sweet, sparkling to port. Crowd-pleaser ladder plus a few serious reserves.
Pet friendlyPicnic OKGroups welcomeLive music
Winery
Raphael
Tuscan villa dropped on Main Road — big room, pretty views, Merlot-first list.
Bordeaux-leaning North Fork, gravity-flow cellar; originally consulted by Château Margaux’s Paul Pontallier
Date night
Southold
Winery
Corey Creek Tap Room
Bedell’s funky little sister — wines on tap, weird rosés, Thursday night band, vineyard deck.
Bedell’s R&D room — experimental small-batch, wines on tap
Pet friendlyLive music
Winery
Croteaux Vineyards
Rosé means relax — pink Provençal garden among 18th-century barns.
Dry Provençal / seaside North Fork — early-harvest, stainless, pale pink–salmon; drink young. ~5,000 cases, often sold out by fall
Pet friendlyDate night
Winery
Duck Walk Vineyards North
Big, friendly North Fork patio stop — four tastes for $18, ducks on the label, ice wine if you want it.
Crowd-pleasing range from dry to sweet to dessert — not a single house style
Pet friendlyPicnic OKGroups welcomeFamily friendly
Winery
Mattebella Vineyards
Intimate garden cottage — old-world wines, sit-down service, no party scene.
Old-world, artisanal, low-intervention; organic practices (no herbicides)
Date night
Winery
One Woman Wines & Vineyards
Mother-daughter farm winery that just became a destination barn — Grüner, café, Friday jazz.
Food-friendly, mineral, cool-climate aromatic whites; clean, not oak-heavy
Pet friendlyDate nightLive music
Winery
Sparkling Pointe
Château-style bubbles only — table service, flutes, and a lawn that is not a picnic ground.
Long Island’s sparkling specialist — traditional method, estate fruit, no still-wine list
Date night
Greenport
Winery
Kontokosta Winery
Tranquil modern waterfront tasting room where the Sound is the main event.
Maritime, small-batch, cool-climate French varieties; Cab Franc is the house card
Date night
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