EVENTS
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.
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.
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.
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.
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 Saturday and Sunday, November 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. 🍷🦃
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. 🍷🦃
Christmas at Meadowcroft
It’s our favorite time of year on the property, Christmas at Meadowcroft!
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 live Christmas music by The Family Reunion from 1–4 PM and cozy winter eats from Orchard Street Eats. Warm up with a cup of mulled wine, take in the holiday atmosphere, and celebrate the season with us at the vineyard.
Christmas at Meadow Croft
It’s our favorite time of year on the property, Christmas at Meadowcroft!
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 live Christmas music by The Family Reunion from 1–4 PM and cozy winter eats from Orchard Street Eats. Warm up with a cup of mulled wine, take in the holiday atmosphere, and celebrate the season with us at the vineyard.
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)
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 + Ballads with Lydia von Hof and Crossroads Que
We’re pairing slow-cooked BBQ classics by Crossroads Que (12-5pm) with the soulful voice of Lydia von Hof (1-4pm) for a vineyard afternoon to remember. Think ribs, brisket, and pulled pork sandwiches straight from the pit, alongside Loughlin wines, autumnal beers and more. Soak up the music and settle into the season. You won’t want to miss it!
Orchard Street Pop-up, Oysters by Tall Mutha Shucka, Charcuterie Cart and Live in the Vines with Porch Groove
We have an exciting lineup on Saturday, October 4th! Join us for autumn-inspired eats by Orchard Street Kitchen (12-6pm), oysters by Tall Mutha Shucka (12-2pm) and Live Music by Porch Groove (1-4pm)!
Sunset in the Vines with Orchard Street Eats
Fall weather is here and we are loving it! Join us Friday, October 3rd 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 delectable wine!
Sip into Autumn featuring Music by Paris Ray, Oysters by Tall Mutha Shucka and Autumnal Eats by Orchard Streets
Join us this Sunday, September 28th from 12-5PM as we toast the season at Sip into Autumn. Set against the vines, enjoy live music from the soulful Paris Ray (1-4pm), freshly shucked oysters from Tall Mutha Shucka, and a plethora of autumnal eats by Orchard Street Eats.
Sip into Autumn with Live Music by The Family Reunion and Autumnal Eats by Orchard Street
Join us this Saturday, September 27th from 12-6PM as we toast the season at Sip into Autumn. Set against the vines, enjoy live music from the lovely Family Reunion Trio (2-5pm) and a plethora of autumnal eats by Orchard Street Eats.
We’ll be pouring crisp wines and seasonal beers designed to highlight the flavors of fall, all which are perfect for pairing with oysters, cozy bites, and the golden glow of harvest season. Gather your friends, sip with us, and ease into autumn the Loughlin way.
Harvest Apertivo Hour
Celebrate the beauty of the harvest season with us this Friday evening for a cozy Harvest Aperitivo Hour at the vineyard. We’ll be serving refreshing wine-based aperitifs like our signature Pinky Spritz, alongside a few seasonal creations made to sip as the sun sets over the vines.
Our friends from Orchard Street Eats will be curating light bites and tapas inspired by the flavors of early autumn—perfect for pairing with crisp, sparkling, and aromatic wines. Think vibrant, shareable plates that showcase the harvest season’s first fruits and cozy notes of fall.
Oktoberfest in the Vines
Join us on Sunday, September 21 from 12–6PM for a festive afternoon of Bavarian traditions and vineyard charm. Enjoy Oktoberfest beers, Apfelwein Sangria, German cuisine, live Oompah music, and the joy of maypole dancing among the vines.
Live in the Vines: Sippin’ On The Sound
Join us among the vines for an afternoon of good wine, great vibes, and live music by Sippin’ On The Sound from 2-5pm
Orchard Street Kitchen September Residency
Join us for a delicious week at the vineyard as Orchard Street Kitchen returns with their fresh, flavorful bites for their September Residency!
Dates & Times:
Thursday, September 18 · 3–6 PM
Friday, September 19 · 12–8 PM
Live in the Vines: David Moriarity
Join us for an afternoon of live music in the vineyard with David Moriarty, performing from 2 to 5 PM. Pair your glass with something delicious from Orchard Street Kitchen who will be serving from 12 to 5 PM, offering fresh, seasonal bites to enjoy among the vines.
Yoga in the Vines
Stretch. Sip. Slow down.
Join us among the rows for a grounding, all-levels yoga flow led by Sheryl Oleksak, then linger for a guided tasting of Loughlin Vineyard favorite wines.
Live in the Vines: Deanna Hudson
Spend your Sunday surrounded by the beauty of the vineyard with the soulful sounds of Deanna Hudson performing live from 2 to 5 PM. Come hungry—Orchard Street Kitchen will be on-site from 12 to 6 PM, serving up fresh, flavorful dishes that complement your favorite Loughlin Vineyard wines.
Sunset in the Vines with Live Music by The Family Reunion
Fall weather is here and we are loving it! Join us Friday, September 12th for a Sunset in the Vines with live music by the Family Reunion ( 5pm start time) and delicious eats by Orchard Street. Fire pits will be roaring, some come on down and enjoy a beautiful sunset, live music and delectable wine!
Orchard Street Kitchen September Residency
Join us for a delicious weekend at the vineyard as Orchard Street Kitchen returns with their fresh, flavorful bites for their September Residency!
Dates & Times:
Thursday, September 11 · 3–6 PM
Friday, September 12 · 12–7 PM
Saturday, September 13 · 12–6 PM
Sunday, September 14 · 12–5 PM
Live in the Vines: Erin Chase
Join us for a soulful afternoon among the vines as singer-songwriter Erin Chase brings her captivating voice and heartfelt melodies to the vineyard. Sip on your favorite wines, relax in the late-summer 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 Sunday well spent.
Postcards from Papa Launch Party
Join us as we raise a glass to the stories, memories, and legacy behind our newest wine, Postcards from Papa. In 2017, after the passing of my papa, Barney, I inherited a treasure trove of his postcards. These were not just ordinary postcards; they were windows into his life's journey. Among them were correspondences from the frontlines of WWII, heartfelt notes to his family, and even letters exchanged with the Roosevelts. Each postcard was a piece of his soul, a testament to his adventures, struggles, and triumphs.