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Live music at Chiles Peach Orchard

Live Music Weekends

Date

Saturday, May. 9, 2026
From 1–4 PM Every Saturday & Sunday through November 14

Time

1:00 PM — 4:00 PM

A day at the orchard is already a joy, and talented local musicians bring a whole new level of energy! We invite you to shop the Farm Market, pick seasonal fruit, and kick back with an ice cream cone or glass of Carter Mountain Wine to enjoy these wonderful performances.

Saturdays & Sundays, May 9–November 14, 2026 | 1–4 PM

2026 Musical Lineup

May

Saturday, 5/9: Porch Dogs – Rock, pop, oldies, Americana, blues, country. Two guys playing everything but opera

Sunday, 5/10: Max Mandu – A singer-songwriter and cover artist based out of Charlottesville playing a variety of classic and modern hits, from the Eagles and Tom Petty to Maroon 5 and Hozier

Saturday, 5/16: Junkyard Jones – The “Mad Scientist of Looping,” playing a mix of bluegrass, jazz, ragtime, swing, and Delta blues

Sunday, 5/17: Rachael Karpo – A high-energy karaoke artist based in Gordonsville, Virginia. Her interactive performances and crowd-focused approach create a fun, engaging experience that you’re sure to remember

Saturday, 5/23: Classic Road – Described as “a full band of two people,” Jerry’s lead vocals, percussion, and multi-instrument keyboard sounds combine with Stephen’s guitar, bass, and backing vocals to create nuanced renditions of classic tunes

Sunday, 5/24: TBA

Saturday, 5/30: Paxton Henderson – A singer-songwriter and rock guitarist specializing in jazz technique with multi-genre influences

Sunday, 5/31: Theocles – Taking the stage with nothing but a guitar, a loop pedal, and a mic, Theocles uses his soulful voice to carry the audience through a range of emotions, from tearful ballads to pop bangers


June

Saturday, 6/6: Haze & Dacey – Skipping nimbly from folk-pop and alt-country to roots-rock, the pair creates a homegrown organic sound with upright bass, acoustic guitar, piano, shaker, tambourine, and the occasional mouth-horn

Sunday, 6/7: Richelle Claiborne & Tucker Rogers – Spirit-warming acoustic sets of old favorites and new tunes

Saturday, 6/13: Starfire – Acoustic sets consisting of classic rock, pop, and country

Sunday, 6/14: Matt Johnson – Soulful singer and keyboardist known for his appearance on “The Voice”

Saturday, 6/20: Tara Mills Band – Original Blue Ridge mountain folk inspired by the Blue Ridge Mountains and the rich musical traditions tied to them

Sunday, 6/21: Trev Hicks – A one-man band saxophonist based out of Lynchburg, VA, with an array of musical genres ranging from jazz to today’s top 40

Saturday, 6/27: Dave Sherman Trio – Playing American roots music, specializing in the blues

Sunday, 6/28: Junkyard Jones – The “Mad Scientist of Looping,” playing a mix of bluegrass, jazz, ragtime, swing, and Delta blues


July

Saturday, 7/4:

1:00-4:00 PM: Max Mandu – A singer-songwriter and cover artist based out of Charlottesville playing a variety of classic and modern hits, from the Eagles and Tom Petty to Maroon 5 and Hozier

6:00-9:00 PM: Ty Burkhardt – Fingerstyle guitarist able to create a full band’s sound by hitting, tapping, slapping, and thumping the body and strings of his guitar

People at tables and a fire pit outdoors in the summer

July 4, 2026

We’re open until 9:30 PM to celebrate Independence Day with live music, lawn games, s’mores, and Crozet’s local fireworks show!

Sunday, 7/5: Luke Richard Powers – Virginia-based singer-songwriter influenced by the genres of folk, Americana, bluegrass, and country

Saturday, 7/11: Vintage Silk – Performing since 2012 and renowned for their vocal harmonies, the duo is best known for folk revival tunes

Sunday, 7/12: Rachael Karpo – A high-energy karaoke artist based in Gordonsville, Virginia. Her interactive performances and crowd-focused approach create a fun, engaging experience that you’re sure to remember

Saturday, 7/18: Bailey Hayes – Anything from country, to classic rock, to pop/soul, to folk, original music and more! The energy and melodies will get you feeling all warm and fuzzy inside, and maybe even get you on the dance floor

Sunday, 7/19: Clara George & Annie Savage – A multi-talented singer-songwriter and musician who plays the piano, guitar, banjo, and oboe

Saturday, 7/25: Jon Spear Music – Jon plays something for everyone, including old-time favorites, blues, country, folk, rock, and Americana

Sunday, 7/26: Tara MillsTrio – Original Blue Ridge mountain folk inspired by the Blue Ridge Mountains and the rich musical traditions tied to them


August

Saturday, 8/1: Max Mandu – A singer-songwriter and cover artist based out of Charlottesville playing a variety of classic and modern hits, from the Eagles and Tom Petty to Maroon 5 and Hozier

Sunday, 8/2: The Bob & Kenn Duo – Acoustic duo playing classic rock, outlaw country, and rock & roll

Saturday, 8/8: Emily Forister – Emily’s music style blends indie folk, pop, and a little bit of country. Her guitar playing is intricate but still soft and bold, and her voice has a folky tone with a stronger, deeper edge.

Sunday, 8/9: Classic Road – Described as “a full band of two people,” Jerry’s lead vocals, percussion, and multi-instrument keyboard sounds combine with Stephen’s guitar, bass, and backing vocals to create nuanced renditions of classic tunes

Saturday, 8/15: Kirsten Haze – With a voice sometimes silken and sometimes sassy, Kirsten “Haze” Hazler sings stories of good intentions and messy entanglements, 

Sunday, 8/16: Trev Hicks – A one-man band saxophonist based out of Lynchburg, VA, with an array of musical genres ranging from jazz to today’s top 40

Saturday, 8/22: F.O.G. — Playing covers of classic rock, blues, and Motown songs from the 60s to the 80s

Sunday, 8/23: Bailey Hayes – Anything from country, to classic rock, to pop/soul, to folk, original music and more! The energy and melodies will get you feeling all warm and fuzzy inside, and maybe even get you on the dance floor

Saturday, 8/29: The Farm House Blues Band – Playing a timeless blend of American blues and rock

Sunday, 8/30: Mojo Pie – An acoustic guitar and bass duo playing fun-filled originals and eclectic covers with a rich vocal harmony


September

Saturday, 9/5: Trev Hicks – A one-man band saxophonist based out of Lynchburg, VA, with an array of musical genres ranging from jazz to today’s top 40

Sunday, 9/6: Luke Richard Powers – Virginia-based singer-songwriter influenced by the genres of folk, Americana, bluegrass, and country

Saturday, 9/12: Richelle Claiborne & Tucker Rogers – Spirit-warming acoustic sets of old favorites and new tunes

Sunday, 9/13: Rachael Karpo – A high-energy karaoke artist based in Gordonsville, Virginia. Her interactive performances and crowd-focused approach create a fun, engaging experience that you’re sure to remember

Saturday, 9/19: Blue Ridge Band – Playing easy light rock hits that everyone can enjoy

Sunday, 9/20: Brian Buchanan – Singer, songwriter and guitarist, Brian is no stranger to country music. Growing up in a musical family, he started playing guitar and banjo early on in bluegrass and country groups with his grandparents.

Saturday, 9/26: Theocles – Taking the stage with nothing but a guitar, a loop pedal, and a mic, Theocles uses his soulful voice to carry the audience through a range of emotions, from tearful ballads to pop bangers

Sunday, 9/27: Jon Spear Music – Jon plays something for everyone, including old-time favorites, blues, country, folk, rock, and Americana


October

Saturday, 10/3: The Farm House Blues Band – Playing a timeless blend of American blues and rock

Sunday, 10/4: TBA

Saturday, 10/10: TBA

Sunday, 10/11: TBA

Saturday, 10/17: TBA

Sunday, 10/18: TBA

Saturday, 10/24: TBA

Sunday, 10/25: TBA

Saturday, 10/31: TBA


November

Sunday, 11/1: TBA

Saturday, 11/7: TBA

Sunday, 11/8: TBA

Saturday, 11/14: TBA

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Date

Saturday, May 9, 2026
From 1–4 PM Every Saturday & Sunday through November 14

Time

1:00 PM — 4:00 PM
Chiles Peach Orchard

Organizer

Chiles Peach Orchard
Phone
434.823.1583
Email
hello@ChilesPeachOrchard.com
Website
ChilesPeachOrchard.com

Next Occurrence

  • Go to occurrence page
  • Date
    Saturday, May 9, 2026
  • Time
    From 1–4 PM Every Saturday & Sunday through November 14
    1:00 PM — 4:00 PM

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