Fall into the season with a new happening at Loughlin Vineyard on September 13th. Orchard Street and Tall Mutha Shucka oysters will be on hand all day, with live from 2 to 5pm. Sweater weather, good wine, and even better company, right here in

Fall officially arrives at Loughlin Vineyard. Orchard Street sets up on site with a menu built around the season, pumpkin, apple, and pear worked into dishes that pair naturally with the vineyard's wines, from the apple and pear notes in our chardonnay to the deeper, warming pours like the cabernet sauvignon and merlot as the afternoon cools into evening. Grab a glass, settle into the vines, and let the first weekend of fall set the tone. Live music by Rodehauss from 2-5pm.

Saddle up for Backroads BBQ & Wine Down at Loughlin Vineyard. Chris Devine plays live from 4:30 to 7:30pm, BBQ by Crossroadsque hits the smoker, and we've got the wine and beer flowing all night. Pull up a seat and settle in for a true backroads kind of evening on the farm.

Trivia kicks off right at 6:00 PM

Grab your smartest friends (or fly solo!) and join us for trivia night hosted by Tango Time Trivia. They’ll keep the questions coming while we keep the glasses full.

Come hungry: Orchard Street Eats will be on-site serving dinner, so save room.

Montauk Mahj is heading west! Join them at Loughlin Vineyard for an evening of social Mahjong, wine and fun.

This is open play for players with a basic understanding of American Mahjong. Prior Mahjong experience is required. This is not a lesson. Come with friends or on your own. We’ll organize tables by playing level and seating requests whenever possible.

Wrap up the long weekend at Loughlin Vineyard this Labor Day. Paris Ray brings the tunes from 2-5pm, Orchard Street brings the food, and we'll have the wine flowing all day long. Come raise a glass with us at the vineyard and cheers to summer!

Join us for Sunday Sounds on Labor Day Weekend at Loughlin Vineyard. Live music by Rodehauss runs from 2 to 5pm, with Orchard Street serving all day. Pour a glass, pull up a seat, and keep the long weekend going. See you in Sayville, NY.

Join us for Saturday Sounds on Labor Day Weekend at Loughlin Vineyard. Live music by Bear of the Bell runs from 2 to 5pm, with Orchard Street serving all day. Pour a glass, pull up a seat, and send summer off right. See you in Sayville!

The Oyster Session featuring Tall Mutha Shucka is back at the Vineyard on Friday, September 4th!

Join us from 12–8pm as we celebrate local viticulture, aquaculture, and live music right here at Loughlin Vineyard. Tall Mutha Shucka will be shucking all afternoon with some of the most delicious raw oysters around.

Enjoy live music from 4–7pm by Taylor Thomas Lane

Not an oyster person? Orchard Street will be on site serving up incredible food designed to pair perfectly with our wines.

Trivia kicks off right at 6:00 PM

Grab your smartest friends (or fly solo!) and join us for trivia night hosted by Tango Time Trivia. They’ll keep the questions coming while we keep the glasses full.

Come hungry: Orchard Street Eats will be on-site serving dinner, so save room.

Sunday Sounds returns to the vineyard, and this week we're bringing in some serious talent.

Joining us is Julian Love, a New York City guitarist and vocalist whose guitar work has earned praise from Billboard and Premier Guitar. As lead guitarist for Action Bronson's band Human Growth Hormone, he's toured the globe, played NPR's Tiny Desk, and opened for Cypress Hill, Bruce Springsteen and Incubus at the Hollywood Bowl. He's also shared stages with Chance The Rapper and Alchemist, and worked with Ms. Lauryn Hill, Divinity Roxx, saxophonist Myron Walden, India Carney, Elle Winston and Andy Suzuki & The Method, among others.

Pull up a chair among the vines, pour a glass, and let the music carry the afternoon. Orchard Street will be on site with food to pair with the wine.

The weekend's just getting started, and we've got the perfect way to kick it off. Paris Ray takes the stage from 2-5pm, while Orchard Street brings the food to match, all paired with our wines.

Come for the music, stay for the wine, and let the rest of your Saturday figure itself out.

Join us Friday, August 28th from 4-7:30pm at Loughlin Vineyard for an easygoing evening of wine, pizza, and live music.

We’ll be serving handcrafted pizzas by Chef Clemente of Our Pizza alongside live music by Sippin’ On a Sound from 4–7pm.

Trivia kicks off right at 6:00 PM

Grab your smartest friends (or fly solo!) and join us for trivia night hosted by Tango Time Trivia. They’ll keep the questions coming while we keep the glasses full.

Come hungry: Orchard Street Eats will be on-site serving dinner, so save room.

Join us for an unforgettable evening of creativity, art, wine, and fun! Inspired by the beauty of Long Island wine country and its agriculture, you'll be guided in creating a beautiful 8x10" watercolor painting. Perfect for beginners and experienced painters alike. Beverages a la carte.

Sunday afternoons are made for good music and good food. This week we've got The Family Reunion bringing the tunes from 2-5pm, while Mami's Munchiez handles the food, crunch wraps, empanadas, and nachos, all paired with our wines.

Grab a glass, grab a seat, and let the afternoon do the rest.

Kick back with live music from Lydia von Hof from 2 to 5pm, with Orchard Street serving up food all day long. Grab a glass of your favorite Loughlin pour, settle in on the lawn, and enjoy the afternoon.

Weather dependent — check our socials for updates.

Jersey-style rippers have landed on the South Shore, and we're bringing them straight to the vineyard. South Shore Rippers is serving up their deep-fried, split-skin hot dogs, that classic Jersey boardwalk bite, paired with our wines for something a little unexpected and a lot of fun.

Live music by Erin Chase, 4:30-7:30pm, so grab a rip and a glass and settle in for the evening.

Trivia kicks off right at 6:00 PM

Grab your smartest friends (or fly solo!) and join us for trivia night hosted by Tango Time Trivia. They’ll keep the questions coming while we keep the glasses full.

Come hungry: Orchard Street Eats will be on-site serving dinner, so save room.

Sunday afternoons are made for good music and good food. This week we've got Visco & McNeill & Friends Band bringing the tunes from 2-5pm, while Orchard Street handles the food, all paired with our wines.

Grab a glass, grab a seat, and let the afternoon do the rest.

Every August 15th, Italy slows all the way down. Ferragosto is a centuries-old tradition marking the height of summer, when families gather for long, lazy lunches, cold wine, and no rush to be anywhere else. We're bringing that same spirit to the vineyard.

Expect a slower kind of afternoon: watermelon and feta salad, a watermelon spritz to sip on, lawn games on the grass, and live music by Evan & James from 2-5pm, all paired with our wines.

The second stop in our Vine & Vegetable series is here, and this month we're going sweet. Chef Sal of Orchard Street is building a one-day-only menu around Long Island peaches at peak season, paired with our wines. Think peach and burrata salad, grilled peach flatbread, and dishes made for sipping something cold outside.

We're also bringing in Tall Mutha Shucka for fresh oysters straight from the Great South Bay, so come hungry for both land and sea.

And of course, a vegetable (well, fruit) inspired wine cocktail: stop by to try the Peach Spritz. Music by Paris Ray, 4:30-7:30pm.

Trivia kicks off right at 6:00 PM

Grab your smartest friends (or fly solo!) and join us for trivia night hosted by Tango Time Trivia. They’ll keep the questions coming while we keep the glasses full.

Come hungry: Orchard Street Eats will be on-site serving dinner, so save room.

Low and slow meets salt and sea. This weekend at Loughlin, Crossroadsque is manning the smoker while Tall Mutha Shucka shucks fresh oysters straight from the Great South Bay, all paired with our wines. Live music from Porchlight, 2-5pm.

Brine, Beats & Bites is coming to Loughlin Vineyard. Fresh shucked oysters by Tall Mutha Shucka, food by Orchard Street, and live music by Izzy Potter from 2 to 5pm. Catch us at the vineyard, or find us down at Sayville’s Summerfest at the beer and wine tent.

BBQ by Crossroadsque, wine by us, and live music by BBQ by Crossroadsque, wine by us, and live music by Porch Groove from 4:30 to 7:30. Grab a plate, pour a glass, and settle in for an evening of good food, good wine, and good tunes among the vines.

We’re helping raise money for The New York Bully Crew! Come join us for Pups & Pours music bingo! 🎶

Grab your friends (and your pups!) and join us for a fun filled evening at the vineyard in support of NYBC! Orchard Street will be serving up food all day!

This Sunday, 2-5pm — live music by Ben & Jerry Music and a full spread from Mami's Munchiez: crunch wraps, empanadas, and nachos to go with your glass of wine.

Pull up, grab a seat in the vines, and let Sunday do its thing. 🍷☀️

It's National Spritz Day and we're opening early to celebrate. Come by Loughlin starting at 10am for spritzes made from our own wines (Pinky Spritzs and some new renditions!) and brunch bites from The Boo Farm Brunch. Enjoy Boo Family Staples like Wake 'N' Bacon Sandwich, Morning Boo Tacos, Ry's "Egg"cellent Wrap with crispy Takis, mini pancakes loaded with Reese's or Cinnamon Toast Crunch, and French toast bites. It’s a day for the whole family!

Make a reservation online if you want to guarantee a spot for your group. And once brunch wraps at noon, we're open for our regular hours, with Boo Family staying on serving up even more from their menu. Live music will be by Deanna Hudson from 2-5pm.

Bay to Glass: A Seafood Cookout at Loughlin Vineyard is happening Friday, July 31st from 12-8 PM. Orchard Street handles the cookout, grilling up a seafood spread alongside corn on the cob and the rest of their menu. The full wine lineup will be available by the glass or bottle throughout the evening, and Paris Ray will be playing live from 4:30 to 7:30, right as the sun starts to set over the vines.