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Kontokosta Winery (Greenport)
Overlooking the Long Island Sound, Kontokosta Winery offers one of the most remarkable views on the North Fork. This winery is perched atop sweeping bluffs, where rolling hills and coastal breezes create the perfect backdrop for enjoying exceptional, handcrafted wines. Owned and operated by the Kontokosta family, the winery boasts an expansive sunlit tasting room and a large outdoor tent space in the meadow for booking special events throughout the year.
What to know:
- Confirmed appointments secured by a credit card ($5 per person, no fee for guests under 21) are encouraged.
- Six people max per party, including guests under 21. Split reservations will not be honored.
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The Old Field Vineyards (Southold)
Rustic charm abounds at this boutique family-owned winery in Southold, where a mother-daughter team crafts exceptional wines amid a picturesque backdrop of 19th-century structures and views of the beautiful Peconic Bay. The Old Field Vineyards is known for its sustainable wine-making practices and cozy tasting cottage, where you may encounter the occasional chicken wandering free on the property. A true hidden gem of the North Fork.
What to know:
- No reservations needed. When busy, seating areas are limited to 90 minutes. Groups are limited to 6 people inside.
- Wine tastings are served in single-use compostable cups on a single-use compostable tray.
- Picnics are welcome outdoors. No outdoor food allowed indoors.
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Sparkling Pointe Vineyards & Winery (Southold)
A breezy and beautiful North Fork winery, Sparkling Point is acclaimed for its 40 acres of stunning vineyards and estate-grown sparkling wines, which are crafted exclusively in the traditional Méthode Champenoise. Winemakers Cynthia and Tom Rosicki focus on classic Champagne grape varieties—Pinot Noir, Pinot Meunier and Chardonnay. Their wines have earned 90+ point scores from Wine Advocate, Wine Enthusiast and Wine Spectator.
What to know:
- Enjoy table service inside the elegant Tasting House, VIP Bubble Lounge, or outside on the Terrace and lawn overlooking the vineyard.
- Advance reservation is requested and group size must be limited to 6 guests. Group Tasting Packages are available for groups larger than 6.
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Mattebella Vineyards (Southold)
A lovely outdoor patio space is one of the defining features of Mattebella Vineyards, creating the perfect atmosphere for enjoying fine wines and delicious food. Mattebella is an artisanal producer of old-world, Bordeaux-style wines, crafted with sustainable practices and a commitment to environmentally-friendly farming. A rustic indoor tasting cottage, housed inside an early twentieth-century barn, offers additional space for experiencing everything Mattebella has to offer.
What to know:
- Choose from an array of tasting experiences, including wine flight tastings, wine and food pairings, interactive vineyard experiences and VIP barrel tastings.
- On weekends, reservations are required in order to do tastings. It’s recommended to book at least 48 hours in advance.
- The “vineyard tour with tasting” is available between April and November.
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Croteaux Vineyards (Southold)
A unique differentiator about Croteaux is that it produces only rosé wines, and it’s the only winery in the United States to do so, according to its website. So if you have an appreciation for exceptional rosés that are fun to drink and full of distinct flavor, this is a must-stop on your North Fork wine tour. Croteaux’s credo is combining “the traditional tastes of southern France with the distinct seaside style and agrarian history of the North Fork.”
What to know:
- Rosé wines only, including delicious sparkling and non-sparkling varieties.
- Open only during the warm-weather “rosé season.”
- Garden is first-come, first-serve basis with no reservations.
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Raphael Winery (Peconic )
Treat yourself to fine, fruit-driven wines and truly picturesque views at this popular vineyard situated on 70 acres in Peconic. Raphael’s mission is to produce wines with “a marriage of depth, finesse, elegance, and balance,” crafted with the impassioned attention of its winemaking team. Whether you’re a wine connoisseur or simply looking for a relaxing day at a beautiful vineyard, we highly recommend a visit to Raphael Winery.
What to know:
- Live music on the weekends throughout the year.
- Parties of 8 or more must have a reservation and a tasting package.
- One of the few U.S. wine estates that harvest entirely by hand.
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Lenz Winery (Peconic )
Founded in 1978, Lenz is one of the oldest and most established wineries on Long Island. The winery has been operated by Peter & Deborah Carroll since 1988, back when there were fewer than 10 established wineries in the area. This experience translates into some of the best wines produced in the United States, made with time-honored traditions and the expertise of Lenz’s winemaking team. The rustic tasting room is situated inside an original potato barn, while the expansive Lenz “campus” offers numerous outdoor seating options, including a courtyard, terrace and lawn.
What to know:
- Reservations preferred, maximum of 14 guests in a group.
- Dogs welcome.
- A highly popular summer event is “Dinner in the Vines” featuring a multicourse dinner by acclaimed chefs in the middle of the vineyard.
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Pindar Vineyards (Peconic )
The largest vineyard on Long Island, Pindar encompasses more than 300 scenic acres, where 20 varieties of grapes are meticulously grown and crafted into 23 varietals and proprietary blends. The vineyard has been owned and operated by the Damianos family for decades. Herodotus “Dan” Damianos, who is considered one of the original pioneers of Long Island Wine Country, founded the winery in 1979. The location features an expansive tasting room, plus an outdoor deck, pavilion and lawn with designated picnic areas.
What to know:
- Bringing outside food is permitted, but only in picnic areas (not the tasting room).
- Guests are welcome to bring blankets & chairs to use on the property.
- Live music on Saturdays 1:30pm- 5:30pm; Sundays from 1pm-5pm.
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Bedell Cellars (Cutchogue)
Established in 1980, Bedell Cellars is another iconic North Fork winery known for its small-batch winemaking, sustainable farming and award-winning, hand-crafted wines. Popular varietals produced at the 32-acre vineyard include Merlot, Chardonnay, Riesling, Cabernet Sauvignon and Petite Verdot. Indoor and outdoor seating provide a charming atmosphere with picturesque views of the rolling vineyards.
What to know:
- No reservations needed or accepted.
- Groups up to 10 are accommodated.
- Indoor seating is limited.
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Pugliese Vineyards (Cutchogue)
Often referred to as “the hidden treasure of the North Fork,” Pugliese Vineyards is known for its warm, relaxing atmosphere, award-winning wines and a family winemaking legacy that dates back to 1980. The winery boasts a beautiful property with a pond, fountain and spacious outdoor seating areas. Pugliese produces a variety of wines, including Chardonnay, Cabernet Sauvignon, Merlot, Pinot Noir and Riesling, as well as sparkling wines and ports.
What to know:
- Live music on the weekends from 1-5pm.
- Tasting menu includes glasses and bottles, small-bite food pairings and cheese platters.
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Peconic Bay Vineyards (Cutchogue)
Recently renovated, Peconic Bay Vineyards offers everything you expect from a North Fork winery: lush vines, exquisite wines, beautiful views and fantastic events throughout the summer season. The winery produces a variety of wines, including Chardonnay, Merlot, Sauvignon Blanc, Riesling and Cabernet Franc.
What to know:
- Relaxing outdoor space with ample seating and even cornhole.
- Live music throughout the summer months
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Sannino Vineyard (Cutchogue)
Family owned and sustainably grown, Sannino vineyards offer great wine, fantastic views and an all-around delightful experience. Located in the heart of Long Island wine county in the hamlet Cutchogue, this winery features a modest 5-acre vineyard that produces a robust variety of wines, including merlot, chardonnay, cabernet sauvignon, pinot grigio and more. The winery hosts live music and events throughout the year and also features a 2-room bed & breakfast.
What to know:
- Cash-free: cards only.
- Tasting house reservations are recommended on weekends.
- Groups of 7+ guests must request a reservation.
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Rose Hill Vineyards & Inn (Mattituck)
“Small and humble” is how Rose Hill describes its vineyard, but make no mistake: this is a stunning estate that promises an unparallelled wine-tasting experience. Rose Hill’s 32-acre estate is a natural hideaway for relaxation, featuring a beautifully restored farmhouse and a patio overlooking the vineyard. Its wines have been featured in Food & Wine, New York Times and Travel+Leisure, just to name a few. The farmhouse inn offers an overnight respite for those who simply can’t get enough of this charming location.
What to know:
- All parties are seated on a first-come, first-serve basis.
- Groups up to 8 guests are accommodated.
- “Well-behaved dogs” are welcome on the patio and the vineyard.
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Ev&Em Vineyards (Laurel)
Just west of Mattituck, Ev&Em offers a majestic setting for enjoying a glass of wine, complete with an expansive outdoor deck and beautiful views overlooking a 40-acre vineyard. The tasting room sits inside a beautiful colonial-style building and invites guests to “reflect upon our wine while enjoying the surroundings.” Guests can be part of the winemaking process via tours, seminars and opportunities to help harvest the grapes.
What to know:
- Walk-ins are welcome, but reservations are recommended.
- Tasting reservations limited to 12 guests (larger groups can contact the winery for rates and availability).
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Macari Vineyards (Mattituck)
A trip to Macari Vineyards in Mattituck feels like you’re stepping into paradise. It’s one of the largest vineyards on Long Island – nearly 500 acres of lush vines and farmland, situated next to a modern, wood-beamed tasting room with barrel cellar. The large vineyard naturally enables Macari to produce a wide variety of wines, but also it means the views are expansive. A visit during the warm, breezy months can only be described as breathtaking.
What to know:
- Several tasting experiences are available by appointment on the covered deck or in the barrel cellar.
- Guided tours are available for groups, led by a Macari Wine Educator.
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RGNY (Riverhead)
A relative newcomer to the North Fork, RGNY brings a rich Mexican heritage to its vineyards and winemaking practices. This family-owned winery has roots in Parras, Coahuila Mexico, one of the oldest wine-growing regions in the Americas, where the Rivero González family cultivated the land for a quarter century. Guests will appreciate the unique authenticity that RGNY brings to its wines and tasting experiences, which throughout the year include specially curated events and wine-pairing dinners.
What to know:
- Walk-ins welcome. Reservations strongly recommended for groups of 6 or more.
- Browse the website to select from a variety of engaging tasting experiences and tours scheduled year-round.
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Clovis Point Vineyard & Winery (Laurel)
A beautifully renovated potato barn creates the cozy setting at Clovis Point Vineyard. Located in Laurel, which some say creates a unique microclimate influenced by the nearby Peconic Bay, Clovis features a 10-acre vineyard with a rustic tasting room and covered patio. Clovis’s winemakers strive to create distinctive styles that go beyond the traditional merlots and chardonnays by combining lots “whose different, yet complementary qualities make wines with character and balance.”
What to know:
- Reservations recommended on the weekend, groups of 6 or fewer.
- On Saturday & Sunday, there are two seating sessions from 12-3pm and 3:30-6:00pm.
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Jason’s Vineyard (Jamesport)
Don’t be fooled by the unassuming name of this vineyard in Jameson. Named after both the founder Jason Damianos and the ancient Greek mythological hero, Jason’s Vineyard is one of the most established and respected wineries on Long Island. Founded in 1996, this 20-acre vineyard offers a beautiful setting for wine tastings, live music and private events. Jason’s Vineyard pioneered the dense spacing of vines that other North Fork wineries now replicate, which reduces grape yields but intensifies flavors.
What to know:
- Closed during inclement weather.
- For groups of 6+ guests with a hired driver, call ahead to confirm availability.
- Pets and outside food permitted in picnic area (no coolers or beverages).
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Jamesport Vineyards | Little Oak Wood Fired Kitchen (Jamesport)
One of the oldest vineyards in the North Fork, Jamesport Vineyard has a rich history that dates back to the mid-1980s. Jamesport’s wines are considered among the best on the East Coast – the result of decades of experience and honing the winemaking process. The property features a lush backyard lawn for enjoying wine tastings, light fare and summer jazz concerts. There’s also an on-site restaurant serving “neapolitan-ish pizzas” made with fresh, local ingredients.
What to know:
- Closed for private events – call ahead to confirm hours before visiting.
- Groups limited to 8 guests. For larger groups, call for info on private events.
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Paumanok Vineyards (Aquebogue)
A sprawling 127-acre vineyard provides the breathtaking backdrop at this popular winery in Aquebogue. A renovated turn-of-the-century barn features a spacious tasting room surrounded by a large deck overlooking the massive vineyard. Despite the expansive estate, this winery has maintained its family-owned roots since the 1980s, creating a unique winetasting experience that is approachable, unpretentious and truly relaxing.
What to know:
- Walk-ins welcome, but reservations are recommended.
- Pets are welcome Monday through Friday.
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Palmer Vineyards (Riverhead)
Scenic views, great wine, lush vines – what more could you ask for in a North Fork winery? Palmer Vineyards does it right, because it was among the first to create this experience on Long Island, having planted its first vineyard in 1983. In the decades since, Palmer has received numerous accolades for its wines and its vineyard, which offers cozy picnic tables, Adirondack chairs and a covered deck for enjoying the breezy summer afternoons.
What to know:
- On-site pizza truck during the warm-weather months.
- Reservations are required for groups of 6 or more.
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Duck Walk North Fork (Southold)
Duck Walk Vineyards is one of the most well-known wineries on Long Island, in part because it’s one of the few wineries in The Hamptons. However, in 2007 Duck Walk opened a second location in Southold, bringing its acclaimed wines to the North Fork. The Southold vineyard features 30 beautiful acres of Sauvignon Blanc grape vines, a spacious tasting room and large outdoor seating area with live music on the weekends.
What to know:
- Live music on Saturdays.
- Groups of 6 or more are required to purchase a tasting, which includes 4 wines. Reservations also required.
- Reserved groups may convert the tasting to a pint of beer, a glass of wine or a cheese platter.
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Baiting Hollow Farm Vineyard (Calverton)
Baiting Hollow Farm Vineyard has quietly become one of the most talked about wineries on the North Fork in recent years, thanks to its relaxed and friendly vibe, fun outdoor space and of course: great wine. Baiting Hollow hosts live music throughout the summer, featuring some of Long Island’s best entertainers. On-site food trucks and multiple bar areas add to the “summer backyard party” atmosphere: laid-back, family-friendly and an overall great experience.
What to know:
- Limos and buses welcome, but only before 1pm.
- Reservations (for 2-hour seating times) are recommended but not required.
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Corey Creek Tap Room (Southold)
Corey Creek has a younger, fresher and more minimalist vibe than some of its neighboring North Fork wineries, which many visitors find refreshing. Corey Creek’s wines are handmade with its own sustainably farmed fruit and best enjoyed on the beautiful back deck overlooking the vineyard. Rosé wines are most prominent, but with each new vintage, Corey Creeks creates “something new that wasn’t produced the season before.”
What to know:
- Live music on weekends.
- Walk-ins only, no reservations accepted.
- Indoor seating is limited, max group size 10 guests.
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Osprey’s Dominion (Peconic)
Located in the heart of Peconic, Osprey’s Dominion is a 90-acre vineyard comprised of carmenere, pinot gris and sauvignon blanc. The winery features a large-but-inviting tasting bar with large windows overlooking the vineyard, as well as plenty of outdoor seating. Osprey’s is one of the few remaining wineries to allow guests to bring their own picnic lunches. The space is welcoming, casual and home to live music during the summer.
What to know:
- Children are welcome outdoors but not permitted in the tasting room.
- Pets allowed but must remain outdoors and on a leash.
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Wölffer Estate Vineyard (Sagaponack)
The true gem of the Hamptons, Wölffer Estate offers one of the best wine-tasting experiences on the East Coast: rolling vineyards, charming ambiance, live music and of course exceptional wines. Visitors can indulge in a variety of styles, which are made entirely at Wölffer’s stunning 55-acre estate, including elegant merlots, pinot noirs, vibrant rosés and more. Wölffer hosts numerous special events throughout the year, so be sure to check out their calendar.
What to know:
- Walk-ins welcome but reservations are recommended 2 weeks in advance for parties of 2 to 10.
- An a la carte menu offers delicious small-plate bites to pair with Wölffer’s wines.
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Duck Walk Vineyards (Watermill, Southampton)
Duck Walk is another iconic Hamptons winery that was established in 1994 and operates a second location on the North Fork, which opened in 2007. The winery is acclaimed for its picturesque landscapes and award-winning wines, including chardonnay, cabernet sauvignon, merlot and pinot noir, just to name a few. But one of the standout features is the 11,000 square-foot Chateau-style building, which is nestled among the vineyard’s 30 acres of grapevines.
What to know:
- Reservations required for groups of 6.
- Check out the Parrish Art Museum next door, featuring contemporary American art and events throughout the year.
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Channing Daughters (Bridgehampton)
Experience rustic charm, bucolic views and rich history at this famed Hamptons winery. The Channing Daughters estate actually consists of six vineyards on a farm in Bridgehampton, with the first acre of vines planted back in 1982. In addition to offering staples like sauvignon blanc and pinot grigio, Channing Daughters also experiments with unique blends that have incorporated grapes such as muscat ottonel, malvasia and blaufränkisch. This makes the winery a great spot for wine aficionados, in addition to casual enthusiasts.
What to know:
- Reservations are recommended for patio seating, but walk-ins are welcome on first-come first-served basis.
- Tables seat up to 6 guests on the patio and up to 8 guests in the tent, when open.
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Harmony Vineyards (St James)
Established in 1999, this waterfront winery boasts a historic tasting room dating back to 1690. Savor Bordeaux-style red blends and Chablis-style chardonnays, crafted by renowned winemaker Eric Fry. Nestled on Long Island’s Stony Brook Harbor, Harmony offers a unique terroir just a short journey from Manhattan or a 3-minute ride from the St. James or Stony Brook LIRR stations.
What to know:
- Private parties must make reservations.
- Groups of 8+ guests must make reservations for tastings.
- No parking on roads in the village of the Head of the Harbor.
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Del Vino Vineyards (Northport)
Treat yourself to tranquility in this quiet corner of Northport’s Gold Coast. Del Vino is one of the closest vineyards to NYC, making it a convenient trip for those visiting from the city. Del Vino also holds the distinction of maintaining a near-perfect rating on Google with more than 700 glowing customer reviews. More than just great wine, visitors praise the beautiful rolling hills, elegant tasting room, delicious food and friendly service.
What to know:
- “Smart casual” attire expected; “appropriate jeans are acceptable.”
- Reservations accepted for up to 10 people in the tasting room, enclosed patio and outdoor patio.
- Family-friendly; children are included in the guest count when making reservations.
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The Red Hook Winery (Brooklyn, NY)
Experience exceptional wines right in Brooklyn, crafted with grapes harvested from New York’s most renowned vineyards. The Red Hook Winery aims to “uncover the best vineyard sites in New York state,” from the North Fork to the Finger Lakes. All Red Hook Wine is produced from grape to bottle at the winery on Pier 41, which offers ample seating and incredible waterfront views of the East River and Verrazzano Bridge.
What to know:
- Reservations required on weekends and recommended on weekdays.
- Reservations only for seated tastings. Otherwise, walk-ins are welcome on a first-come, first-served basis.