Events › Live Music

Live Music at Charlottesville-Area Wineries & Breweries

Live music is the heartbeat of Charlottesville wine country — nearly every winery, brewery, and cidery hosts local bands on weekends. Find every show on one calendar, from Friday-night patio sets to Sunday-afternoon lawn concerts.

Live Music this weekend Sun, Oct 25

Upcoming live music

Live Music with Pat Anderson at Keswick Vineyards
Music

Live Music with Pat Anderson

Sun, Oct 25, 2026
12:00 PM – 4:00 PM

Join us for a fantastic afternoon of live music with Pat Anderson! Pat, an Oklahoma-born and Virginia-raised roots rock singer/songwriter, is bringing his high-energy performance to the Keswick stage! Come relax with friends, sip on a bottle of wine, and enjoy the soulful tunes in a cozy setting. You won’t want to miss it!

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Session Sunday at Stinson Vineyards
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Session Sunday

Sun, Oct 25, 2026
1:00 PM – 4:00 PM

Session Sundays run every Sunday through October at Stinson Vineyards: relax on the patio with live music from 1-4 PM. Check Stinson's social media for performer and weather updates.

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Music in the Mountains by Gina Sobel at Ducard
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Music in the Mountains by Gina Sobel

Sun, Oct 25, 2026
2:00 PM – 5:00 PM

Grab a glass of your favorite DuCard wine and settle in for an afternoon of entertainment with Gina Sobel. Gina is a natural improviser and accomplished on multiple instruments (flute, sax, voice). In her own music, Gina brings together elements of funk, jazz and American folk music into a fresh and compelling sound. Reservations are recommended but not required. Make yours here today.

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Greg Ward at Glass House
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Greg Ward

Sun, Oct 25, 2026
2:00 PM – 5:00 PM

A stellar Sunday FunDay with Greg Ward returning to the tropical oasis, sharing positive vibes and groovy reggae sounds live. Sunday, October 25th, 2 to 5pm. Open to all. No cover. More about Greg Ward: https://gregwardmusic.com/ Seating indoors and outdoors is first come, no reservations. Picnics welcome (no outside alcohol). Children and leashed, well-behaved dogs welcome.

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Karaoke Night at Virginia Wine Collective
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Karaoke Night

Wed, Oct 28, 2026
7:00 PM – 9:00 PM

Join us for karaoke night at the Virginia Wine Collective in the loft! Grab a drink, bring your friends, and take the mic for a night of fun, music, and great vibes. Karaoke is hosted 7-9PM, the Collective will be open 5-10PM! 21+.

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Friday Night Out with Kirsten Haze at Ducard
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Friday Night Out with Kirsten Haze

Fri, Oct 30, 2026
5:00 PM – 8:00 PM

Come on over to the winery and enjoy 1/2 price wine flights (after 4pm) and the music of Kirsten Haze. Kirsten plays a variety of folk, alt-country, roots-rock, country-blues, and a hint of jazz and swing. Order a snack from our noshing menu or bring your own. We’ve got the wine if you’ve got the time, so make sure to be here to enjoy it with us! No cover. Reservations are recommended and can be made here. Add this event to your Google calendar, or any other calendar (iPhone, Outlook, etc.) by using the buttons below.

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Dara James and the Soul Disciples at Glass House
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Dara James and the Soul Disciples

Fri, Oct 30, 2026
6:00 PM – 8:30 PM

Dara James and the Soul Disciples return to Free Union with Blues, R&B, and a whole lot of SOUL! Featuring Dara James on guitar and vocals, Eric Franzen on organ, and Jeff Louderback on drums. Friday, October 30th, 6 to 8:30pm. Open to all. No cover. Canelos Burritos food truck will be onsite with service beginning at 5:30pm. Seating indoors and outdoors is first come, no reservations. Picnics welcome (no outside alcohol). Children and leashed, well-behaved dogs welcome.

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Big City Band @ Pro Re Nata at Pro Re Nata Brewpub
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Big City Band @ Pro Re Nata

Fri, Oct 30, 2026
7:00 PM – 10:00 PM

Free show. Big City Band is a 6-piece rockin' country band formed in 2017, known for gritty lead vocals and family harmonies inspired by traditional country and southern rock, mixing covers and original songs.

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Grave Rave at Basic City Beer Co.
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Grave Rave

Fri, Oct 30, 2026
8:00 PM – 11:30 PM

THE GOLDEN AGE OF BASS MUSIC HAS RISEN FROM THE DEAD. October 30th, MOLDVTE and Faux Shaux are bringing back the sound of an era when festival trap and dubstep ruled the speakers. Welcome to GRAVE RAVE — a night of filthy bass, massive drops, throwback anthems, Halloween costumes, and the kind of energy that made the early-to-mid 2010s unforgettable. *Costumes Encouraged - But Not Required Tickets: $24 per person 8:30 PM Doors 9 - 10 PM: Faux Shaux 10 - 12: MOLDVTE Genre: Electronic Ticketed event at The Foundry at Basic City Beer Co., Waynesboro.

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Live Music – Rixeyville Revival at Keswick Vineyards
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Live Music – Rixeyville Revival

Sat, Oct 31, 2026
12:00 PM – 4:00 PM

Come out and rock with the Rixeyville Revival Band — bringing the best hits from the ’70s through today! From classic rock to modern chart-toppers, we’ve got the groove to get you moving. Don’t miss a night of unforgettable music and high-energy fun!

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Halloween and Music in the Mountains with The Wavelength at Ducard
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Halloween and Music in the Mountains with The Wavelength

Sat, Oct 31, 2026
2:00 PM – 5:00 PM

Join us at DuCard this Halloween to enjoy the sounds of local band, The Wavelength. The Wavelength is a consortium of Charlottesville’s finest musicians. Led by vocalist/harmonica Waverly Milor, Larry Bisgaier on guitar/vocals, and Andre LaVelle on bass bringing you vintage rock and jazzy bluesy vibrations. Don’t be surprised if special guests join in the fun on vocals, drums, and more. Our lite noshing menu is available, or bring your own picnic! No cover. Reservations are recommended.

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Raw Beets Classic Rock with Strings at Fallen Tree Vineyard
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Raw Beets Classic Rock with Strings

Sat, Oct 31, 2026
2:30 PM – 5:30 PM

Raw Beets puts a fresh spin on classic rock by reworking familiar favorites through a string-driven sound. Featuring banjos, guitars, and plenty of personality, their set feels both nostalgic and totally unexpected. It’s classic rock you know—just flipped on its head

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Halloween Party with music by Doctor Rhythm featuring King Gypsy and Jones Catering at Glass House
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Halloween Party with music by Doctor Rhythm featuring King Gypsy and Jones Catering

Sat, Oct 31, 2026
5:00 PM – 8:00 PM

Halloween fun – put on your costumes (if you so choose) and groove to the funky beats of Doctor Rhythm featuring King Gypsy. R&B, Blues, Soul, and Reggae tunes in the spooky tropical oasis. Saturday, October 31st, 5 to 8pm. No cover. Open to all. Jones Catering will be onsite with burgers, dogs, wings, fries and more, service beginning by 5:00pm. Seating indoors and outdoors is first come, no reservations. Picnics welcome (no outside alcohol). Children and leashed, well-behaved dogs welcome.

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Wide Margin at Bald Top Brewing Co.
Music

Wide Margin

Sat, Oct 31, 2026
6:00 PM – 9:00 PM

Halloween live music 6-9 PM. Wide Margin will be your guide through this All Hallows Eve, with classic rock, Americana, pop, blues and beyond, along with your favorite cold brews.

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Basicween with The Wahookies, SoulCry & XOAP at Basic City Beer Co.
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Basicween with The Wahookies, SoulCry & XOAP

Sat, Oct 31, 2026
8:00 PM – 11:00 PM

BASICWEEN: A HALLOWEEN NIGHT AT THE FOUNDRY Something wicked is brewing in Basic City. This Halloween, the lights go down, the volume goes up, and The Foundry opens its doors for BASICWEEN — a full night of live music, costumes, cold beer and whatever else crawls out after dark. On Saturday, October 31st, three bands descend on The Foundry stage: The WaHookies, SOULCRY and XOAP. BASICWEEN COSTUME CONTEST: stick around after SOULCRY's set for the official costume contest, with winners in three categories (Scariest, Most Seductive, Funniest). Each winner takes home a Basic City Beer Co. gift card. Doors: 6:30 PM Show: 8 PM – Late All Ages | Guests under 18 must be accompanied by an adult Genre: Rock

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Music in the Mountains with John Kelly at Ducard
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Music in the Mountains with John Kelly

Sun, Nov 1, 2026
2:00 PM – 5:00 PM

Wrap up the weekend at DuCard Vineyards with some contemporary rock and classic tunes by local singer/songwriter John Kelly. You don’t want to miss this talented artist! Grab a bottle of your favorite DuCard wine, enjoy the beautiful mountain scenery, and relax! What could be better than that? A lite noshing menu is available or bring your own snacks. No cover. Reservations are recommended.

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Rebecca Porter & the Rhinestone Roses w/ Edy Blu Live at Potter's Craft Cider
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Rebecca Porter & the Rhinestone Roses w/ Edy Blu Live

Thu, Nov 5, 2026
6:00 PM – 9:00 PM

Rebecca Porter writes unflinchingly personal songs that challenge the boundaries of genre and amplify voices often left out of the country canon. Charlottesville warmly welcomes back Rebecca Porter and the Rhinestone Roses, with an opening set by Edy Blu: live music, dinner fare and ciders. Doors 6:00 PM, show 7:00 PM. Indoor seated show. $15 advance / $20 day of show. Ticketed event.

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View all 164 upcoming live music events ❧

Recent past events

Glam'r Kiti Live at Basic City Beer Co.
MusicPast

Glam'r Kiti Live

Sat, Oct 24, 2026
8:00 PM – 11:00 PM

GLAM'R KITI LIVE AT THE FOUNDRY — FREE SHOW Get ready for a night of big riffs, big hair, and straight-up rock & roll as Glam'r Kiti takes over The Foundry at Basic City Beer Co. on Saturday, October 24th! Best part? This one is FREE. No ticket required. Just show up, grab a drink, find your spot, and get ready to rock. Doors: 6:30 PM | Show: 8:00 PM FREE SHOW | ALL AGES — Guests under 18 must be accompanied by an adult. Genre: Rock

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Mojo Parker Express at Bald Top Brewing Co.
MusicPast

Mojo Parker Express

Sat, Oct 24, 2026
6:00 PM – 9:00 PM

Live music 6-9 PM. Mojo Parker is back! Their unique blend of soul, rock, funk and blues is well known throughout the valley and beyond - one of the area's most talented and dynamic groups.

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FAQ

Where can I find live music in Charlottesville this weekend?

10 live music events are listed this weekend (Sun, Oct 25): Live Music with Pat Anderson at Keswick Vineyards (Sun 12 PM); Sunday Jazz and Blues featuring John D'earth at Merrie Mill Farm & Vineyard (Sun 1 PM); Sunday Session - The Michael Elswick Gathering at Chisholm Vineyards (Sun 1 PM); Live Music: Mike McCray at Afton Mountain Vineyards (Sun 1 PM); Session Sunday at Stinson Vineyards (Sun 1 PM); plus 5 more.

What live music events are coming up near Charlottesville?

164 upcoming live music events at area wineries, breweries and cideries, including Live Music with Pat Anderson at Keswick Vineyards (Sun 12 PM); Sunday Jazz and Blues featuring John D'earth at Merrie Mill Farm & Vineyard (Sun 1 PM); Sunday Session - The Michael Elswick Gathering at Chisholm Vineyards (Sun 1 PM); Live Music: Mike McCray at Afton Mountain Vineyards (Sun 1 PM); Session Sunday at Stinson Vineyards (Sun 1 PM); plus 159 more.

Which Charlottesville venues host the most live music events?

Eastwood Farm and Winery (21), Ducard (17), Brewing Tree Beer Company (14), The Batesville Market (13), Basic City Beer Co. (13) have the most upcoming live music events.

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