EVENTS
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.
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.
Modern Calligraphy Class for Beginners
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!
Modern Calligraphy Class for Beginners
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!
Modern Calligraphy Class for Beginners
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!
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.
Orchard Street Eats at Loughlin's
Winter days call for good wine and great food. Join us at the vineyard with Orchard Street Eats for the perfect cozy afternoon.
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.
Orchard Street Eats at Loughlin's
Winter days call for good wine and great food. Join us at the vineyard with Orchard Street Eats for the perfect cozy afternoon.
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.
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
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. 🍷🦃
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. 🍷🦃
Orchard Street Eats at Loughlin's
An autumn afternoon of wine, food, and good company. Join us at Loughlin’s with Chef Sal from Orchard Street Eats.”
Live in the Vines: Kristian Mahlstedt
Spend your Sunday among the vines 🌿 Enjoy live music by Kristian Mahlstedt from 1–4pm and seasonal bites by Orchard Street Eats all day
Orchard Street Eats at Loughlin's
Stop by for a cozy fall afternoon at Loughlin’s 🍂 Sip our latest wines and enjoy seasonal bites from Chef Sal of Orchard Street Eats.
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.
Live in the Vines: Lazy Bunny featuring Tall Mutha Shucka and
Join us for an epic day in the vines on Saturday, November 8th, from 12–6 PM. Enjoy live music by Lazy Bunny, the beloved ukulele band, performing from 1–4 PM, and indulge in fresh oysters served by Tall Mutha Shucka. Sip, savor, and soak up the vineyard vibes all afternoon long.
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!
Trivia Night in the Vines Hosted by Tango Time
Grab your smartest friends (or fly solo!) and join us for trivia night under the night sky, surrounded by the vines. Tango Time Trivia will keep the questions coming while we keep the glasses full. Fire pits will be roaring and we’ll be pouring all evening.
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.
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.
Pizza Party in the Vines featuring Vincent’s NYWF Pizza, SAYville Cheese and Live Music by Porch Groove
We’re hosting another Pizza Party in the Vines and this time with Vincent’s NY Wood Fire Pizza will be serving up pies all day. Stop by to visit SAYville Cheese’s Charcuterie Cart and enjoy live music by Porch Groove. Bring friends, grab a seat, and stay for the music and vineyard vibes.
Live in the Vines: Erin Chase
Join us for a soulful afternoon among the vines as singer-songwriter Erin Chase (2-5pm) brings her captivating voice and heartfelt melodies to the vineyard. Enjoy eats by Orchard Street and Sayville Cheese’s Charcuterie Cart all day long. Sip on your favorite wines, relax in the autumnal air, and enjoy an intimate performance surrounded by beautiful vineyard views.
Bring your friends, grab a glass (or a bottle), and let Erin’s music set the perfect soundtrack for a Saturday well spent.
BBQ Night in the Vines
Join us Friday, October 24th for a BBQ Night in the Vines from 12-8pm featuring Crossroads Que. Stop down to enjoy some mulled wine (and add some Betterman Whiskey to it) and relax under the stars!
Trivia Night in the Vines Hosted by Tango Time
Grab your smartest friends (or fly solo!) and join us for trivia night under the night sky, surrounded by the vines. Tango Time Trivia will keep the questions coming while we keep the glasses full. Fire pits will be roaring and we’ll be pouring all evening.
A Taste of Italy at Loughlin’s
Join us this Sunday for a cozy Italian afternoon at the vineyard. Other than being Irish, I grew up embracing my Northern Italian heritage. My 99-year old Italian grandfather from Bari always instilled in me the importance of a hearty Italian Sunday meal. That’s why I am so excited to announce that we’ll be serving fresh pizza by Chef Clemente and classic Italian favorites from Sal of Orchard Street Eats all alongside your favorite Loughlin wines (and Italian Pilsners) this Sunday!
Come hungry, leave happy.
Yoga in the Vines Supporting Carol’s Senior Pet Sanctuary
Join us for an outdoor yoga practice in the vines at Loughlin Vineyard. All levels yoga class, beginners welcome! This is a donation-based event to give back to our community. A suggested donation of $10 (cash or Venmo) is appreciated. Proceeds will support Carol’s Senior Pet Sanctuary in Bayport.
Pies & Paris in the Vines
Spend the afternoon with wood-fired pizza fresh all day from Our Pizza by Chef Mike Clemente pop-up oven and live music by Paris Ray (2-5pm) among the vines. A casual, fun, family-friendly day with great food, wine, and music.
Sunset in the Vines with Orchard Street Eats
Fall weather is here and we are loving it! Join us Friday, October 17th for a Sunset in the Vines with delicious eats by Orchard Street. Fire pits will be roaring, so come on down and enjoy a beautiful sunset and some mulled wine!
Trivia Night in the Vines Hosted by Tango Time
Grab your smartest friends (or fly solo!) and join us for trivia night under the night sky, surrounded by the vines. Tango Time Trivia will keep the questions coming while we keep the glasses full. Fire pits will be roaring and we’ll be pouring all evening.
CANCELLED: Harvest Harmonies with Live Music by Paris Ray, Oysters by Tall Mutha Shucka, and The Rollin’ Ghost Food Truck
CANCELLED: Join us on Monday, October 13th for a special Monday at Loughlin Vineyard filled with live acoustic music, freshly shucked oysters, and The Rollin’ Ghost Food Truck. Enjoy Paris Ray’s soulful set (1-4pm) while savoring Tall Mutha Shucka’s oysters on the half shell paired with crisp whites and rosé. The Rollin’ Ghost will be serving up their specialities all day long! It’s the perfect day for a relaxed vineyard vibe on your day off!
CANCELLED: Live in the Vines: Star Harbor and Orchard Street Eats
DUE TO INCLEMENT WEATHER THIS EVENT HAS BEEN CANCELLED.
Join us on Sunday, October 12th from 1–4PM for an afternoon of live music among the vines and eats by Orchard Street Kitchen (12-6pm). Star Harbor takes the stage with their signature sound, bringing good energy and great tunes to the vineyard.
Swing & Sip with Live Sax by Greg Bové + Orchard Street Eats
Join us at Loughlin Vineyard for Swing & Sip, an afternoon of live jazz, seasonal food, and wine among the vines. Saxophonist Greg Bové will be performing from 2 to 5 pm, filling the vineyard with smooth, soulful sounds. Orchard Street Kitchen will be serving seasonal autumnal eats from 12 to 6 pm, perfect to enjoy alongside a glass or bottle of your favorite wine. Come spend a crisp fall day with us surrounded by music, good food, and great company.
Sunset in the Vines with Jason Dorsa and Orchard Street Eats
Come have a relaxing sunset in the vines with acoustic tunes by Jason Dorsa (4:30-7:30pm) and food by Orchard Street Eats (12-8pm)