Long Island wineries: Live music schedule for fall 2025
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 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
BAITING HOLLOW FARM VINEYARD
2114 Sound Ave., Baiting Hollow; 631-369-0100, baitinghollowfarmvineyard.com

Friends share a bottle of rosé on the outdoor patio at Baiting Hollow Farm Vineyard. Credit: Linda Rosier
NOVEMBER
- 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
BEDELL CELLARS
36225 Main Rd., Cutchogue; 631-734-7537, bedellcellars.com

Friends enjoy a tasting at Bedell Cellars in Cutchogue. Credit: Randee Daddona
NOVEMBER
- Nov. 22 at 1 p.m.: Greg McMullen
- Nov. 23 at 1 p.m.: Frank Palmeri
COREY CREEK TAP ROOM
COREY CREEK TAP ROOM
45470 Rte. 25, Southold; 631-765-4168, coreycreektaproom.com
NOVEMBER
- Nov. 21 at 4 p.m.: Jay Shepard
- Nov. 22 at 1 p.m.: Como Brothers
- Nov. 23 at 1 p.m.: Erin Chase
EV & EM VINEYARDS
EV & EM VINEYARDS
3165 Main Rd. (Route 25), Laurel; 631-298-1420, evandemvineyards.com
NOVEMBER
- 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
JASON’S VINEYARD
JASON’S VINEYARD
1785 Route 25, Jamesport; 631-238-5801, jasonsvineyard.com

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
NOVEMBER
- 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
PINDAR VINEYARDS
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
NOVEMBER
- 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