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Live music at Chiles Peach Orchard

Live Music Weekends

Date

Saturday, May. 17, 2025
Saturdays & Sundays, May 10 through November 9

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 10–November 9, 2025 | 1–4 PM

2025 Musical Lineup


May

Saturday, 5/10: 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

Sunday, 5/11: 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, May 17: Her Checkered Past Trio – A fun arrangement of acousitc guitar, ukulele and drums, this group loves harmonizing on each other’s songs and arranging those of Lucinda Williams, David Bowie, Prince, Patty Griffin, Joni Mitchell, Elvis Costello (to name a few)

Sunday, 5/18: Ramona Martinez – A country singer-songwriter who pulls inspiration from her own life to write about heartbreak and hangovers

Saturday, 5/24: 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, 5/25: Skylar Green – An acoustic indie/alternative musician, guitarist, and singer with a beautiful voice and unique covers

Saturday, 5/31: 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

June

Sunday, 6/1: The Farm House Blues Band – Playing a timeless blend of American blues and rock

Saturday, 6/7: Blue Ridge Band – Playing easy light rock hits that everyone can enjoy

Sunday, 6/8: Junkyard Jones – The “Mad Scientist of Looping,” playing a mix of bluegrass, jazz, ragtime, swing, and Delta blues

Saturday, 6/14: Clara George & Friends – A multi-talented singer-songwriter and musician who plays the piano, guitar, banjo, and oboe

Sunday, 6/15: Richelle Claiborne & Tucker Rogers – Spirit-warming acoustic sets of old favorites and new tunes

Saturday, 6/21: The Porch Dogs – Rock, pop, oldies, Americana, blues, country. Two guys playing everything but opera

Sunday, 6/22: 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 

Saturday, 6/28: Vintage Silk – Performing since 2012 and renowned for their vocal harmonies, the duo is best known for folk revival tunes

Sunday, 6/29: Lauren Cash – A Richmond-based alternative singer-songwriter primarily inspired by ’60s and ’70s music

July

Saturday, 7/5: Landan Frazier – Playing a variety of music including, but not limited to, country, classic rock, southern rock, folk, pop, and originals

Sunday, 7/6: Ramona Martinez – A country singer-songwriter who pulls inspiration from her own life to write about heartbreak and hangovers

Saturday, 7/12: Tara Mills Trio – Original Blue Ridge mountain folk inspired by the Blue Ridge Mountains and the rich musical traditions tied to them

Sunday, 7/13: Nicholas Charles – A singer-songwriter from the Hampton Roads area drawing inspiration from blues, folk, R&B, and rock, including covers of Michael Jackson, Bruce Springsteen, and Pink Floyd

Saturday, 7/19: 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, 7/20: JT Horne – Travelling singer-songwriter from NY playing a mix of rock, pop, country, folk & blues from the 60’s to modern day on his guitar and banjo

Saturday, 7/26: Midlife Crisis Band – Acoustic trio performing in Central VA since 2006, playing oldies, country, folk, Motown, pop covers, and originals

Sunday, 7/27: Dagga Boys – Brings together Central Virginia’s own Ken Farmer, blues and bluegrass picker, and Jon Spear, old school rock and folk guitarist

August

Saturday, 8/2: Junkyard Jones – The “Mad Scientist of Looping,” playing a mix of bluegrass, jazz, ragtime, swing, and Delta blues

Sunday, 8/3: Bailey Hayes – Anything from country to classic rock, pop, soul, folk, original music and more for energy and melodies to get you feeling all warm and fuzzy inside

Saturday, 8/9: Glen Shelton – Nashville-based country musician covering his favorite artists and performing his original songs which have traveled all over the country

Sunday, 8/10: 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

Saturday, 8/16: Matt Johnson – Soulful singer and keyboardist known for his appearance on “The Voice”

Sunday, 8/17: Richelle Claiborne & Tucker Rogers – Spirit-warming acoustic sets of old favorites and new tunes

Saturday 8/23: Blue Ridge Band – Playing easy light rock hits that everyone can enjoy

Sunday 8/24: Mojo Pie – An acoustic guitar and bass duo playing fun-filled originals and eclectic covers with a rich vocal harmony

Saturday 8/30: The Bob & Kenn Duo – Acoustic duo playing classic rock, outlaw country, and rock & roll

Sunday, 8/31: Paolo Franco – Guitarist and vocalist of Richmond band Los Hermanos Alacranes, playing eclectic stylings reflecting the singer-songwriters Columbian roots and American country and rock upbringing

September

Saturday, 9/6: Boxed Lunch Acoustic Trio – Charlottesville-based indie rock/folk band known for their killer vocal harmonies and catchy songs recalling classic ’70s bands like Fleetwood Mac

Sunday, 9/7: FOG – “Five Old Guys” playing covers of classic rock, blues, and Motown from the ’60s, ’70s, and ’80s

Saturday, 9/13: 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, 9/14: 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, 9/20: The Lost Beach Band – Blending tropical rock and beach music to create a laid-back, sun-soaked sound inspired by legendary artists like Jimmy Buffett, The Beach Boys, Jack Johnson, Bob Marley, and Kenny Chesney

Sunday, 9/21: Tara Mills Trio – Original Blue Ridge mountain folk inspired by the Blue Ridge Mountains and the rich musical traditions tied to them

Saturday, 9/27: Luke Richard Powers – Virginia-based singer-songwriter influenced by the genres of folk, Americana, bluegrass, and country

Sunday, 9/28: The Farm House Blues Band – Playing a timeless blend of American blues and rock

October

Saturday, 10/4: Dagga Boys – Brings together Central Virginia’s own Ken Farmer, blues and bluegrass picker, and Jon Spear, old school rock and folk guitarist

Sunday, 10/5: Carter Freeman – Self-described as ragged folk music, Carter’s songs and voice conjure an image of a ragged man carrying a tattered guitar case, bottle o’ whiskey in hand, along an old dusty road

Saturday, 10/11: TBA

Sunday, 10/12: 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

Saturday, 10/18: TBA

Sunday, 10/19: Midlife Crisis Band – Acoustic trio performing in Central VA since 2006, playing oldies, country, folk, Motown, pop covers, and originals

Saturday, 10/25: TBA

Sunday, 10/26: TBA

November

Saturday, 11/1: TBA

Sunday, 11/2: TBA

Saturday, 11/8: TBA

Sunday, 11/9: TBA

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Date

Saturday, May 17, 2025
Saturdays & Sundays, May 10 through November 9

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
    Sunday, May 18, 2025
  • Time
    Saturdays & Sundays, May 10 through November 9
    1:00 pm - 4:00 pm

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