Long Island wineries: Live music schedule for fall 2025

Automated narration.

By Ian J. Stark and Gina TabarusSpecial to NewsdayUpdated September 22, 2025 9:20 am

As summer heat fades away, wineries and vineyards on the North Fork keep the party going with live music through the fall.

“I love getting in a few more outdoor gigs in September and October before we head inside for the winter,” says Jeff LeBlanc, who grew up in Center Moriches and currently resides in Brookhaven hamlet.

LeBlanc is a full-time musician and has been playing for 15 years, touring the country as a performer and songwriter.

“For most of these gigs I’m setting up as a solo acoustic act,” he explains. “I play a mix of laid-back familiar covers with some obscure ones thrown in for the musicologists out there. I touch on pop, jazz, blues, rock and even a few old country songs," he says.

Musician Jeff LeBlanc performs covers and originals at Corey Creek... — Musician Jeff LeBlanc performs covers and originals at Corey Creek Tap Room in Southold. Credit: Elizabeth Sagarin

Guests can also hear original tunes by the singer.

“The winery scene is happening on a new level right now,” he says. “There are so many great performers who are all bringing something unique to the table.”

Another musician to catch this fall is Ronkonkoma native Erin Chase, who plays guitar while she sings. Winery visitors can expect mostly covers, but she has a few original songs that she'll play upon request.

“I know crowds love variety, so I aim to make sure everyone hears at least one or two songs they really connect with,” she says. “When I first started playing out here, only a handful offered it, so it’s been amazing to see how much the scene has grown."

Besides the vino tasting and the live music, Long Island's Wine Country draws visitors for fall fun and, of course, fall foliage.

“Autumn also brings pumpkin pickers, apple pickers and folks looking for those quintessential fall moments, and often, that leads them straight to the wineries,” Chase says. “It’s a great feeling to be part of a local community that draws people from all over the island.”

Pair your glass of rosé with live music this season as some Long Island wineries are hosting indoor and outdoor entertainment.

BAITING HOLLOW FARM VINEYARD

2114 Sound Ave., Baiting Hollow; 631-369-0100, baitinghollowfarmvineyard.com

Friends share a bottle of rosé on the outdoor patio... — Friends share a bottle of rosé on the outdoor patio at Baiting Hollow Farm Vineyard. Credit: Linda Rosier

SEPTEMBER

Sept. 27 at 1 p.m.: Melodic Fate
Sept. 28 at 1 p.m.: Ricky Roche

OCTOBER

Oct. 4 at 1 p.m.: Evan and James
Oct. 5 at 1 p.m.: Ricky Roche
Oct. 11 at 1 p.m.: Paris Ray
Oct. 12 at 1 p.m.: Ricky Roche
Oct. 13 at 1 p.m.: Erin Chase
Oct. 18 at 1 p.m.: Erich Glaubitz
Oct. 19 at 1 p.m.: Ricky Roche
Oct. 25 at 1 p.m.: Joe K.
Oct. 26 at 1 p.m.: Ricky Roche

NOVEMBER

Nov. 1 at 1 p.m.: GoodLife Music
Nov. 2 at 1 p.m.: Ricky Roche
Nov. 8 at 1 p.m.: Paris Ray
Nov. 9 at 1 p.m.: Ricky Roche
Nov. 15 at 1 p.m.: Erich Glaubitz
Nov. 16 at 1 p.m.: Ricky Roche
Nov. 22 at 1 p.m.: Freeze Brotherz
Nov. 23 at 1 p.m.: Ricky Roche
Nov. 28 at 1 p.m.: Erin Chase
Nov. 29 at 1 p.m.: Evan and James
Nov. 30 at 1 p.m.: Ricky Roche

DECEMBER

Dec. 6 at 1 p.m.: Paris Ray
Dec. 7 at 1 p.m.: Ricky Roche
Dec. 13 at 1 p.m.: Joe K.
Dec. 14 at 1 p.m.: Ricky Roche
Dec. 20 at 1 p.m.: Erich Glaubitz
Dec. 21 at 1 p.m.: Ricky Roche

BEDELL CELLARS

36225 Main Rd., Cutchogue; 631-734-7537, bedellcellars.com

SEPTEMBER

Sept. 28 at 1 p.m.: Dinny Keg

OCTOBER

Oct. 5 at 1 p.m.: Haig Mathosian
Oct. 11 at 1 p.m.: Jay Shepard
Oct. 18 at 1 p.m.: Jeff LeBlanc
Oct. 19 at 1 p.m.: Toni Santora
Oct. 25 at 1 p.m.: Jay Shepard
Oct. 26 at 1 p.m.: Matt Bruno

NOVEMBER

Nov. 1 at 1 p.m.: Haig Mathosian
Nov. 2 at 1 p.m.: Jeff LeBlanc
Nov. 8 at 1 p.m.: Jay Shepard
Nov. 9 at 1 p.m.: Matt Bruno
Nov. 15 at 1 p.m.: Jeff LeBlanc
Nov. 16 at 1 p.m.: Brandon Gurba
Nov. 22 at 1 p.m.: Greg McMullen
Nov. 23 at 1 p.m.: Frank Palmeri

COREY CREEK TAP ROOM

45470 Rte. 25, Southold; 631-765-4168, coreycreektaproom.com

SEPTEMBER

Sept. 26 at 4 p.m.: Gene Casey
Sept. 27 at 1 p.m.: MJT the Band
Sept. 28 at 1 p.m.: Haig Mathosian

OCTOBER

Oct. 3 at 4 p.m.: Jeff LeBlanc
Oct. 4 at 1 p.m.: Como Brothers
Oct. 5 at 1 p.m.: Toni Santora
Oct. 11 at 1 p.m.: Erin Chase
Oct. 12 at 1 p.m.: Frank Palmeri
Oct. 17 at 4 p.m.: Dinny Keg
Oct. 18 at 1 p.m.: Haig Mathosian
Oct. 19 at 1 p.m.: Brandon Gurba
Oct. 25 at 1 p.m.: MJT the Band
Oct. 26 at 1 p.m.: Erin Chase
Oct. 31 at 4 p.m.: MJT the Band

NOVEMBER

Nov. 1 at 1 p.m.: Frank Palmieri
Nov. 2 at 1 p.m.: Kelli Baker
Nov. 7 at 4 p.m.: Como Brothers
Nov. 8 at 1 p.m.: Erin Chase
Nov. 9 at 1 p.m.: Haig Mathosian
Nov. 14 at 4 p.m.: MJT the Band
Nov. 15 at 1 p.m.: Toni Santora
Nov. 16 at 1 p.m.: Vinny Lexi
Nov. 21 at 4 p.m.: Jay Shepard
Nov. 22 at 1 p.m.: Como Brothers
Nov. 23 at 1 p.m.: Erin Chase

DUCK WALK VINEYARDS NORTH

44535 Main Rd., Southold; 631-765-3500, duckwalk.com

SEPTEMBER

Sept. 27 at 1 p.m.: DJ Keith
Sept. 28 at 1 p.m.: DJ Keith

OCTOBER

Oct. 4 at 1 p.m.: The Atlantics
Oct. 5 at 1 p.m.: Como Brothers
Oct. 11 at 1 p.m.: Emy McB
Oct. 12 at 1 p.m.: Deanna Hudson
Oct. 18 at 1 p.m.: Spencer
Oct. 19 at 1 p.m.: DJ Keith
Oct. 25 at 1 p.m.: DJ Keith
Oct. 26 at 1 p.m.: Como Brothers

DUCK WALK VINEYARDS SOUTH

231 Montauk Hwy., Water Mill; 631-726-7555, duckwalk.com

SEPTEMBER

Sept. 27 at 1 p.m.: Jason Dorsa
Sept. 28 at 1 p.m.: Brother Dave

OCTOBER

Oct. 4 at 1 p.m.: Renee D’Angelo
Oct. 5 at 1 p.m.: TJ Brown
Oct. 11 at 1 p.m.: Brother Dave
Oct. 12 at 1 p.m.: Kelli Baker
Oct. 18 at 1 p.m.: TJ Brown
Oct. 19 at 1 p.m.: Jason Dorsa
Oct. 25 at 1 p.m.: Denise Kean
Oct. 26 at 1 p.m.: Deanna Hudson

EV & EM VINEYARDS

3165 Main Rd. (Route 25), Laurel; 631-298-1420, evandemvineyards.com

OCTOBER

Oct. 4 at 2 p.m.: Como Brothers
Oct. 18 at 2 p.m.: Danny Casey

NOVEMBER

Nov. 1 at 3 p.m.: Jake Fowle
Nov. 15 at 2 p.m.: Cass House
Nov. 29 at 2 p.m.: Nora Conlon

DECEMBER

Dec. 13 at 2 p.m.: Deanna Hudson
Dec. 27 at 2 p.m.: Nora Conlon
Dec. 28 at 2 p.m.: Erin Chase

FIRE ISLAND VINES

17 E. Main St., Bay Shore; 631-647-9010, fireislandvines.com

SEPTEMBER

Sept. 27 at 7 p.m.: A Fine Mess Band

HARBES VINEYARD

715 Sound Ave., Mattituck; 631-298-9463, harbesvineyard.com

SEPTEMBER

Sept. 27 at 1 p.m.: Donny DeKenipp
Sept. 28 at 1 p.m.: Evan & James

OCTOBER

Oct. 2 at 1 p.m.: Robin Sidor
Oct. 4 at 1 p.m.: Nick Picarella
Oct. 5 at 1 p.m.: Nick Kerzner
Oct. 11 at 1 p.m.: Donny DeKenipp
Oct. 12 at 1 p.m.: Robin Sidor
Oct. 13 at 1 p.m.: Evan & James
Oct. 18 at 1 p.m.: Donny DeKenipp
Oct. 19 at 1 p.m.: Evan & James
Oct. 25 at 1 p.m.: Nick Picarella
Oct. 26 at 1 p.m.: Donny DeKenipp

JAMESPORT VINEYARDS | LITTLE OAK WOOD-FIRED KITCHEN

1216 Rte. 25, Jamesport; 631-722-5256, jamesportwines.com

21 and older only

SEPTEMBER

Sept. 26 at 6 p.m.: Deanna Hudson

OCTOBER

Oct. 3 at 6 p.m.: Nina et Cetera

JASON’S VINEYARD

1785 Route 25, Jamesport; 631-238-5801, jasonsvineyard.com

Vicki Anderson, left, and Shatina Anderson, of Riverhead, taste wine... — Vicki Anderson, left, and Shatina Anderson, of Riverhead, taste wine and listen to musician Izzy Potter at Jason's Vineyard in Jamesport. Credit: Morgan Campbell

SEPTEMBER

Sept. 27 at 1:30 p.m.: Erin Chase
Sept. 28 at 1:30 p.m.: George Barry

OCTOBER

Oct. 4 at 1:30 p.m.: Jay Shepard
Oct. 5 at 1:30 p.m.: Marigrace
Oct. 11 at 1:30 p.m.: Como Brothers
Oct. 12 at 1:30 p.m.: Erin Chase
Oct. 18 at 1:30 p.m.: Sandbar Kenny
Oct. 19 at 1:30 p.m.: Michael Also
Oct. 25 at 1:30 p.m.: The Atlantics
Oct. 26 at 1:30 p.m.: Paris Ray

NOVEMBER

Nov. 1 at 1:30 p.m.: Erin Chase
Nov. 2 at 1:30 p.m.: Sandbar Kenny
Nov. 8 at 1:30 p.m.: Todd Grossman
Nov. 9 at 1:30 p.m.: Nico Padden
Nov. 15 at 1:30 p.m.: Paris Ray
Nov. 16 at 1:30 p.m.: Como Brothers
Nov. 22 at 1:30 p.m.: Jason Dorsa
Nov. 23 at 1:30 p.m.: Kristina Rocco
Nov. 29 at 1:30 p.m.: Deanna Hudson
Nov. 30 at 1:30 p.m.: Michael Also

DECEMBER

Dec. 6 at 1 p.m.: K&R Band
Dec. 7 at 1 p.m.: Erin Chase
Dec. 13 at 1 p.m.: Paris Ray
Dec. 14 at 1 p.m.: Kristina Rocco
Dec. 20 at 1 p.m.: Perfect Strangers
Dec. 21 at 1 p.m.: Como Brothers
Dec. 27 at 1 p.m.: Emy McB
Dec. 28 at 1 p.m.: Mike Taylor

LOUGHLIN VINEYARD

299 Middle Rd., Sayville; 631-589-0027, loughlinvineyardny.com

SEPTEMBER

Sept. 28 at 2 p.m.: Paris Ray

OCTOBER

Oct. 18 at 2 p.m.: Paris Ray

PALMER VINEYARDS

5120 Sound Ave., Riverhead; 631-722-9463, palmervineyards.com

Enjoy wine tasting, wood-fired pizza and live music by American... — Enjoy wine tasting, wood-fired pizza and live music by American Idol finalist Erinn Furey at Palmer Vineyards. Credit: Michael A. Rupolo Sr.

SEPTEMBER

Sept. 26 at 5:30 p.m.: Christiaan Padavan

OCTOBER

Oct. 3 at 5:30 p.m. Ahmad Ali
Oct. 10 at 5:30 p.m.: Christiaan Padavan
Oct. 17 at 5:30 p.m.: Erin Chase
Oct. 24 at 5:30 p.m.: Christiaan Padavan
Oct. 26 at 2 p.m.: Todd Grossman

NOVEMBER

Nov. 9 at 2 p.m.: Erinn Furey
Nov. 16 at 2 p.m.: Erinn Furey

PECONIC BAY VINEYARDS

31320 Main Rd., Cutchogue; 631-735-9192, peconicbayvineyards.com

SEPTEMBER

Sept. 26 at 5:30 p.m.: Frank Palmeri

PINDAR VINEYARDS

37645 Route 25, Peconic; 631-734-6200, pindar.net

The band Final Countdown plays at Pindar's gazebo in Peconic. Credit: Elizabeth Sagarin

SEPTEMBER

Sept. 27 at 1:30 p.m.: Vinyl Tap
Sept. 28 at 1:30 p.m.: Acoustic Soul

OCTOBER

Oct. 4 at 1:30 p.m.: Illusion - Tribute to Women Who Rock
Oct. 5 at 1:30 p.m.: George Barry
Oct. 11 at 1:30 p.m.: Pump - Aerosmith tribute
Oct. 12 at 1:30 p.m.: Como Brothers
Oct. 13 at 1:30 p.m.: Ed Travers
Oct. 18 at 1:30 p.m.: Rock the Harvest - Foreign Journey
Oct. 19 at 1:30 p.m.: Route 48 Band

Oct. 26 at 1:30 p.m.: George Barry

From left, Talhia Remy, of Valley Stream, Susan Katkowski, 50, of Rockville Centre, and Jamila Hercules, 44, of Hewlett, enjoy the music at Pindar Vineyards. Credit: Elizabeth Sagarin

NOVEMBER

Nov. 1 at 1 p.m.: Como Brothers
Nov. 2 at 1 p.m.: George Barry
Nov. 8 at 1 p.m.: Street Fighter
Nov. 9 at 1 p.m.: Erin Chase
Nov. 15 at 1 p.m.: George Barry
Nov. 16 at 1 p.m.: Haig Mathosian
Nov. 22 at 1 p.m.: Haig Mathosian
Nov. 23 at 1 p.m.: TJ Brown
Nov. 29 at 1 p.m.: George Tebbitt
Nov. 30 at 1 p.m.: Ed Travers

DECEMBER

Dec. 6 at 1 p.m.: Erin Chase
Dec. 7 at 1 p.m.: George Barry
Dec. 13 at 1 p.m.: George Tebbitt
Dec. 14 at 1 p.m.: Haig Mathosian
Dec. 20 at 1 p.m.: Haig Mathosian
Dec. 21 at 1 p.m.: TJ Brown
Dec. 27 at 1 p.m.: Earthtones
Dec. 28 at 1 p.m.: Acoustic Soul

PUGLIESE VINEYARDS

34515 Main Rd., Cutchogue; 631-734-4057, pugliesevineyards.com

SEPTEMBER

Sept. 27 at 1 p.m.: Cameron Hart
Sept. 28 at 1 p.m.: Steve Archdeacon

OCTOBER

Oct. 4 at 1 p.m.: Charles Gerard
Oct. 5 at 1 p.m.: Zanti Duo
Oct. 11 at 1 p.m.: George Barry
Oct. 12 at 1 p.m.: Steve Archdeacon
Oct. 18 at 1 p.m.: Cameron Hart
Oct. 19 at 1 p.m.: Alex Alexander
Oct. 25 at 1 p.m.: Cameron Hart
Oct. 26 at 1 p.m.: Castle Hill Acoustic

NOVEMBER

Nov. 1 at 1 p.m.: Cameron Hart
Nov. 8 at 1 p.m.: George Barry

By Ian J. Stark

Special to Newsday

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