2026-05-15T00:00:00-04:00
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Every Friday This Summer

Live at 20 Deep

Live Music, Great Food, and Your Favorite Wines

Music starts at 6 PM | Free: No Cover | No Reservations: Just Show Up

Every Friday this summer, 20 Deep Winery is your place for live music from local artists. Grab a glass of wine or a cold beer, order from this week’s food truck, and settle in. Most summer Fridays feature two food trucks and music until 9. Music will be inside the tasting room or out on the patio, depending on the weather. Either way, Friday nights at the winery are all about enjoying that exhale you’ve been waiting for all week.


June

Summer kicks off. Two food trucks most Fridays.

Date Artist Genre Food
June 5 Griffin Wiegel Folk, Rock, Americana, Pop Pat’s Pigs & Reservoir Dogs
June 12 Skinny Genes Father-Son Duo, Harmony Rich Americana Eat Greek & Freddie’s
June 19 Uptown Groove Duo Classic and Modern Pop, Rock, Soul Eat Greek
June 21
SUNDAY
Ben & Matt of Big Eyed Phish 12-3 PM
Rocco Sole 4-6 PM (70’s Folk Pop)
FATHER’S DAY
DMB Covers / 70’s Folk Pop Pat’s Pigs / Freddie’s / Reservoir Dogs / Ice Cream Truck
June 26 Joseph Monti Pop, Rock, Alternative, Soul Freddie’s / Say Cheese Please

July

Long summer nights. Music runs till 9 most Fridays.

Date Artist Genre Food
July 3 Hey Mabel! Blues, Rock, Pop Pat’s Pigs & Freddie’s
July 4
SATURDAY
CLOSED Happy Fourth of July
July 10 Miller & The Other Sinners Trio Blues, Rock, Southern Soul ROCDilla & Reservoir Dogs
July 17 Chris & Korie Pop Eat Greek & Freddie’s
July 24 Roses and Revolutions Pop Duo Eat Greek & Pat’s Pigs
July 26
SUNDAY
Amy Montrois Duo 12-2 PM
SIP & SHOP
Pop, Rock, Alternative, Country Vendors + Food Trucks
July 31 The Korks Classic and Modern Pop, Rock Eat Greek & ROCDilla

August

Peak summer. Two food trucks every Friday.

Date Artist Genre Food
Aug 7 Stephen Morrell & Jim Kerins Pop, Rock, Country Pat’s Pigs & Freddie’s
Aug 14 Ivy’s Home Upbeat Folk, Americana, Pop ROCDilla & Reservoir Dogs
Aug 21 Ben & Matt of Big Eyed Phish Dave Matthews / Tim Reynolds Covers Eat Greek & Freddie’s
Aug 28 Hot Wire Bluegrass (Billy Strings, Allmans, Skynyrd) Eat Greek & ROCDilla
Aug 29
SATURDAY
Los Pajaritos 12-3 PM / King & Dudinski 4-6 PM
INT’L MUSIC & FOOD FESTIVAL
Latin, Flamenco Say Cheese Please + More

September

Fall vibes are coming. Grab a sweater and a glass.

Date Artist Genre Food
Sep 4 Brad Allison Duo Rock, Pop, Country Pat’s Pigs
Sep 11 thurlow. Robb’s Kabobs
Sep 18 Uptown Groove Duo Classic and Modern Pop, Rock, Soul Freddie’s
Sep 25 John Akers Reservoir Dogs

Planning Your Visit

Seating First come, first served. We’ve expanded our patio seating this year, and there’s plenty of room inside the tasting room too. Want to really settle in? Bring a bag chair and claim a spot on the lawn.
Groups of 6+ Give us a call or text ahead so we can plan for you: (585) 204-7953
Food We’ve got food trucks on site every Friday, and most summer weeks we have two to choose from. Check the lineup above for what’s here this week. We also serve charcuterie boards and snacks at the bar. We kindly ask that you support our food trucks first. They’re small, local businesses and your support goes a long way. That said, if you’ve got dietary needs we can’t cover, you’re welcome to bring something along.
Perfect For Date nights, catching up with friends, unwinding after work, or no reason at all. It’s Friday, and you’ve got a standing invite. Think of it like heading to a friend’s place for the evening, just with live music and really good wine.

For Musicians

Music is booked through Bluebird Day Productions. Interested in playing at 20 Deep? Sign up there and mention 20 Deep Winery.

Music lineup subject to change. Weather determines whether we’re inside or on the patio, but the music always plays.

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