EVENTS

The Oyster Sessions at Loughlin Vineyard featuring Chris Devine and Tall Mutha Shucka
May
1

The Oyster Sessions at Loughlin Vineyard featuring Chris Devine and Tall Mutha Shucka

Oyster Sessions at the Vineyard are back for the next three Fridays, and it’s everything we love about Sayville in one place.

Join us from 3–7pm 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, plus Baked Bourbon Butter Oysters you won’t want to miss.

This Friday, enjoy live music from the iconic Paris Ray from 4–7pm,

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

Three Fridays. Great wine, ice cold beers, fresh oysters, and live music in the vines. See you here! 

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Sangria & Sounds with Paris Ray
May
2

Sangria & Sounds with Paris Ray

Join us in the vines this Saturday, May 2nd for a Sangria & Sounds happening at the vineyard. We’ll have Mami’s Munch333z on site serving up nachos, empanadas, crunch wraps, and all your favorites, alongside our new Local Legends Sangria on tap, a collaboration with Salted Spirit x Loughlin Vineyard.

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Sangria & Sounds with High Note
May
3

Sangria & Sounds with High Note

Join us in the vines this Sunday, May 3rd for a Sangria & Sounds happening at the vineyard with live music by High Note. We’ll have Mami’s Munch333z on site serving up nachos, empanadas, crunch wraps, and all your favorites, alongside our new Local Legends Sangria on tap, a collaboration with Salted Spirit x Loughlin Vineyard.

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The Oyster Sessions: Jazz Trio Night
May
8

The Oyster Sessions: Jazz Trio Night

Join us in the vines Friday, May 8th for a laid-back evening at the vineyard. Fresh oysters will be shucked on site by Tall Mutha Shucka throughout the afternoon and evening, and enjoyed with wine by the glass and bottle.

PDP Jazz Trio will settle into the vines as the night unfolds, bringing an easy, open-air soundtrack to the vineyard.

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Pointed Pen for Beginners by Pens & Petals
Jun
12

Pointed Pen for Beginners by Pens & Petals

You’ll be introduced to modern calligraphy with a pointed dip pen and ink in this workshop. Instructor Margie from Pens & Petals will cover all the basics and prepare you to add those unique lettered details to your snail mail, wedding paper goods, home decor, and more! The perfect crafty night out!

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Pointed Pen for Beginners by Pens & Petals
Jul
10

Pointed Pen for Beginners by Pens & Petals

You’ll be introduced to modern calligraphy with a pointed dip pen and ink in this workshop. Instructor Margie from Pens & Petals will cover all the basics and prepare you to add those unique lettered details to your snail mail, wedding paper goods, home decor, and more! The perfect crafty night out!

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Pointed Pen for Beginners by Pens & Petals
Aug
7

Pointed Pen for Beginners by Pens & Petals

You’ll be introduced to modern calligraphy with a pointed dip pen and ink in this workshop. Instructor Margie from Sip & Script will cover all the basics and prepare you to add those unique lettered details to your snail mail, wedding paper goods, home decor, and more! The perfect crafty night out!

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The Oyster Sessions at Loughlin Vineyard featuring Live Music and Tall Mutha Shucka
Apr
24

The Oyster Sessions at Loughlin Vineyard featuring Live Music and Tall Mutha Shucka

Oyster Sessions at the Vineyard are back for the next three Fridays, and it’s everything we love about Sayville in one place.

Join us from 3–7pm 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, plus Baked Bourbon Butter Oysters you won’t want to miss.

This Friday, enjoy live music from the iconic Paris Ray from 4–7pm,

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

Three Fridays. Great wine, ice cold beers, fresh oysters, and live music in the vines. See you here! 

View Event →
The Oyster Sessions at Loughlin Vineyard featuring Paris Ray and Tall Mutha Shucka
Apr
17

The Oyster Sessions at Loughlin Vineyard featuring Paris Ray and Tall Mutha Shucka

Oyster Sessions at the Vineyard are back for the next three Fridays, and it’s everything we love about Sayville in one place.

Join us from 3–7pm 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, plus Baked Bourbon Butter Oysters you won’t want to miss.

This Friday, enjoy live music from the iconic Paris Ray from 4–7pm,

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

Three Fridays. Great wine, ice cold beers, fresh oysters, and live music in the vines. See you here! 

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Shuck & Sip Fridays with Tall Mutha Shucka
Apr
10

Shuck & Sip Fridays with Tall Mutha Shucka

Friday nights at Loughlin Vineyard are officially for oysters, wine, and fire pits.

Join us for Shuck & Sip Fridays featuring fresh oysters by Tall Mutha Shucka, shucked to order and served all evening. Pair them with a crisp Sauvignon Blanc, a chilled rosé, or your favorite Loughlin red as the sun sets over the vines.

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Loughlin Vineyard's Irish Hooley
Mar
21

Loughlin Vineyard's Irish Hooley

Join us on Saturday, March 21st for an afternoon filled with live Irish music, incredible food, and plenty of beer and wine flowing. From 1 to 4 p.m., Buoy 34 takes the stage with their high-energy, multi-piece Irish sound that will have you clapping, singing, and maybe even dancing between the barrels.

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Saint Patrick's Day Weekend Kickoff
Mar
14

Saint Patrick's Day Weekend Kickoff

Kick off St. Patrick’s Day weekend with us at Loughlin Vineyard for an afternoon and evening filled with music, food, and plenty of cheer. We’re bringing a little Irish spirit to the vines with live Irish music by Patrick McHale, setting the perfect soundtrack for a festive Saturday on the property.

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Ugly Sweater & Sip Night
Dec
19

Ugly Sweater & Sip Night

We’re bringing a little holiday nostalgia to the vines. Join us for our first-ever Ugly Sweater & Vinyl Night — a cozy evening of wine, records, and festive fun at the vineyard.

Throw on your most ridiculous holiday sweater (the uglier, the better) and settle in as we spin Christmas classics and old favorites on vinyl all night long. From Bing Crosby to The Supremes, it’s all about good tunes, great wine, and easy holiday cheer.

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Loughlin's First Annual Christmas Tree Lighting
Dec
14

Loughlin's First Annual Christmas Tree Lighting

Join us for Loughlin’s First Annual Christmas Tree Lighting, a festive evening in the vines filled with music, warmth, and holiday spirit.

Enjoy live performances by Paris Ray (3-6pm), sing along to your favorite Christmas carols, and sip on mulled wine or spiked hot cocoa while savoring winter-inspired food from Orchard Street Eats. As the sun sets and the lights begin to twinkle, we’ll gather together for a countdown to light our very first vineyard Christmas tree (around 5pm).

Bring an ornament to hang on the tree — something that represents you, your family, or your memories here at the vineyard. Over the years, this tree will grow into a beautiful reflection of everyone who’s been part of our story.

We’re also celebrating the season of giving by raising money for Last Chance Animal Shelter. They’ll be joining us with adoptable pups looking for their forever homes. Bring a dog or cat toy for a shelter pet, and your first glass of wine is on us.

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Live in the Vines: Christmas Edition with The Family Trio
Dec
13

Live in the Vines: Christmas Edition with The Family Trio

Mulled wine, spiked cocoa, winter bites, and live holiday music by our beloved Family Reunion Trio. What more could you want? Oh right, holiday shopping made easy. Stock up on gift cards and bottles to share (or keep) for the holiday table. We’ll have regular hot cocoa for the kids too. Cozy, festive, and a little bit magical. That’s Live in the Vines: Christmas Edition.

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Christmas at Meadowcroft
Dec
6
to Dec 7

Christmas at Meadowcroft

It’s our favorite time of year on the property, Christmas at Meadow Croft!

The historic John Ellis Roosevelt Estate will be decorated in a beautiful Victorian and Edwardian motif, filled with wreaths, poinsettias, and greenery reminiscent of a hundred years ago. Enjoy festive raffles, a visit from Saint Nick, and so much more.

After exploring the estate, head back to the vineyard for a cup of mulled wine, take in the holiday atmosphere, and celebrate the season with us at the vineyard.

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Small Business Saturday (& Sunday) at Loughlin's
Nov
29
to Nov 30

Small Business Saturday (& Sunday) at Loughlin's

Celebrate Shop Small Weekend with your local vineyard! For two days only, when you stock up on your favorite Loughlin wines, we’ll pour a little extra gratitude your way because supporting small should always come with a good pour. Enjoy food by Orchard Street Eats all weekend long.

The more bottles you take home, the more we pour back.

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Black Friday Unwind Happy Hour
Nov
28

Black Friday Unwind Happy Hour

After a morning of shopping, lines, and hustle, come slow down with us among the vines. Join us for a cozy Black Friday Happy Hour all day long from 12–7 PM. unwind with a glass (or bottle) of your favorite Loughlin wine and bites by Orchard Street Eats.

HAPPY HOUR SPECIALS:

$7 glasses of wine
$5 beers
$7 canned cocktails

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Your Friendsgiving Hosted by Loughlin Vineyard + Orchard Street and Music by Paris Ray
Nov
23

Your Friendsgiving Hosted by Loughlin Vineyard + Orchard Street and Music by Paris Ray

Want to get together with your friends for Friendsgiving but life’s just too busy to cook? We’ve got you covered!

Join us Sunday, November 23rd, for a cozy Friendsgiving hosted right here at Loughlin Vineyard. Orchard Street will be serving up all your Thanksgiving favorites — from savory turkey and creamy mashed potatoes to seasonal sides and sweets — while Loughlin’s pours the perfect wine pairings. Get ready for Paris Ray to sing from 1-4pm, while you dine with your friends and fam!

Bring your friends, raise a glass, and let us handle the rest. 🍷🦃

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Your Friendsgiving Hosted by Loughlin Vineyard + Orchard Street
Nov
21
to Nov 22

Your Friendsgiving Hosted by Loughlin Vineyard + Orchard Street

Want to get together with your friends for Friendsgiving but life’s just too busy to cook? We’ve got you covered!

Join us Friday, Saturday, and Sunday, November 21st, 22nd & 23rd, for a cozy Friendsgiving hosted right here at Loughlin Vineyard. Orchard Street will be serving up all your Thanksgiving favorites — from savory turkey and creamy mashed potatoes to seasonal sides and sweets — while Loughlin’s pours the perfect wine pairings.

Bring your friends, raise a glass, and let us handle the rest. 🍷🦃

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A Toast to Service: Fundraiser for Sayville's American Legion
Nov
9

A Toast to Service: Fundraiser for Sayville's American Legion

Join us at Loughlin Vineyard on Sunday, November 9th for A Toast to Service, a special fundraiser honoring our local heroes. Enjoy live music by Buoy 34 and exciting raffles, all while supporting the Sayville American Legion. A $5 suggested donation at the door goes directly to the Legion, and 10% of our net sales from the day will also be donated to further support their incredible work for veterans in our community. We’re proud to give back to those who’ve served—and as a thank-you, the first glass (or beer) is on us for all service members. Come spend the afternoon among friends, good wine, and gratitude as we raise a glass to those who’ve given so much.

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Record Night in the Tasting Room
Nov
7

Record Night in the Tasting Room

Join us for a cozy afternoon at the vineyard as we spin classic records and sip our favorite wines. Relax in the tasting room (or outside by the wood firepits) surrounded by the warm hum of vintage tunes, great company, and even better wine. Bring your favorite record to share or simply enjoy the sounds of the past with us. A fun evening of tunes and friends!

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BBQ in the Vines with Live Music by Nina et Cetera
Nov
2

BBQ in the Vines with Live Music by Nina et Cetera

Join us Sunday from 12–5 PM for BBQ in the Vines! Crossroads Que will be serving up slow-cooked Texas BBQ among the vines. Get ready to be serenaded by duo Nina et Cetera from 1-4pm. Think smoky flavors, good company, and a relaxed afternoon surrounded by the vineyard. Bring your friends, grab a glass, and settle in for a day of delicious food and wine.

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Pawlloween at Loughlin Vineyard
Nov
1

Pawlloween at Loughlin Vineyard

Get ready for a tail-waggin’ good time this Halloween at Loughlin Vineyard’s Pawlloween! Bring your pup (in their spookiest, silliest, or most creative costume) and join us among the vines for an afternoon of live music, local food trucks, and festive fun.

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