Music Festivals near Charlottesville, VA.

Chris Hammock at Mountain Run Winery

• Jun. 28 - Jun 28, 2025
• Mountain Run Winery - Culpeper, VA USA

• Music

El Jefe Street Eats will be onsite all afternoon if you need delicious eats as well. ....

Live Music in the Orchard: Uncle Pen

• Jun. 7 - Jun 7, 2025
• 2545 Rural Ridge Ln - North Garden, USA

• Music

Uncle Pen is a project born out of fiddler and singer Alex Caton’s lifelong love for the music of late great father of bluegrass, Bill Monroe. Togethe ....

Virginia Black Bear Festival 2025

• Jun. 7 - Jun 7, 2025
• 40 Celt Rd - Stanardsville, VA USA

• Community (Family & Kids)
• Food / Wine / Beer
• Music
• Outdoor / Recreation
• Seasonal (Spring)

• FREE!!

Celebrate the 2nd annual Virginia Black Bear Festival in downtown Stanardsville.  Interact with experts and discover regional outdoor opport ....

The Stonewall Brigade Band Opens the Summer Concert Series with an All Disney Program!

• Jun. 2 - Jun 2, 2025
• Gypsy Hill Park - Staunton, VA USA

• Music

The Stonewall Brigade Band opens their 2025 Summer Concert Season on Monday, June 2 at Gypsy Hill Park in Staunton. The season includes 13 concerts e ....

Live Music in the Orchard: The Pollocks

• May. 24 - May 24, 2025
• Albemarle CiderWorks - North Garden, USA

• Music

The Pollocks are led by Jason Pollock, former guitarist and songwriter for Seven Mary Three. In the mid 1990s, Jason penned such hits as "Cumbersome" ....

Live Music in the Orchard: Tara Mills

• May. 17 - May 17, 2025
• 2545 Rural Ridge Ln - North Garden, USA

• Music

Inspired by the Blue Ridge Mountains and the rich musical traditions tied to them, Tara Mills describes her music as, "original mountain americana;" a ....

The Legendary Bernard "Pretty" Purdie Live at Prince Michel Winery!

• May. 17 - May 17, 2025
• Prince Michel Vineyard and Winery - Leon, VA USA

• Music

• $10 - $25

Bernard "Pretty" Purdie Live in Concert at Prince Michel Vineyard and Winery!Location: Prince Michel Vineyard and Winery – 154 Winery Lane, Leon ....

The Country Gentlemen Show

• May. 9 - May 9, 2025
• James River Bluegrass Association - Madison Heights, VA USA

• Music

• $10 - $25

Few names in the bluegrass world are as celebrated as The Country Gentlemen. Their harmonious blend of traditional and contemporary styles has made a ....

Live Music in the Orchard: Tara Mills

• Mar. 15 - Mar 15, 2025
• 2545 Rural Ridge Ln - North Garden, USA

• Music

Inspired by the Blue Ridge Mountains and the rich musical traditions tied to them, Tara Mills describes her music as, "original mountain americana;" a ....

The Alpine Goat Brewery's 1 Year Anniversary

• Mar. 15 - Mar 15, 2025
• The Alpine Goat Brewery - Weyers Cave, VA USA

• Music

Join us on Saturday, March 15th, for an Anniversary bash to remember! We’re bringing you three dynamic performances, fun games, food trucks, and a lin ....

Tall Tales Songwriters Night

• Mar. 13 - Mar 13, 2025
• The Alpine Goat Brewery - Weyers Cave, VA USA

• Music

Behind the Music: Songwriters Unplugged Ever wondered what inspires your favorite local songs? Join us for a one-of-a-kind evening where the music m ....