• Cam Wheaton Band – December 4

    Colonial Oak Music Park 21 St George Street, St Augustine, FL, United States

    Thursday means one thing at the Oak — Country Night with Pendleton Whisky! Stop by and enjoy live music with us and the Cam Wheaton Band! 7-10 PM FREE Fun for all ages Friendly pups welcome Multiple bars stocked with […]

    FREE
  • Country Night w/ Cumberland Band – December 18

    Colonial Oak Music Park 21 St George Street, St Augustine, FL, United States

    Thursday means one thing at the Oak — Country Night with Pendleton Whisky! Stop by and enjoy live music with us and Cumberland Band 7-10 PM FREE Fun for all ages Friendly pups welcome Multiple bars stocked with craft beers, […]

    FREE
  • Country Night w/ Ashley Wineland! – January 8

    Colonial Oak Music Park 21 St George Street, St Augustine, FL, United States

    Join us at the Oak with National Touring Country Singer & Songwriter, Ashley Wineland! FREE show 7-10 PM Fun for all ages Friendly pups welcome Multiple bars stocked with craft beers, St. Augustine Distillery Products, & more! On site dining […]

    FREE
  • Country Night w/ the Tennessee Ensemble – January 15

    Colonial Oak Music Park 21 St George Street, St Augustine, FL, United States

    Thursday means one thing at the Oak — Country Night with Pendleton Whisky! Stop by and enjoy live music with us and The Tennessee Ensemble 7-10 PM FREE Fun for all ages Friendly pups welcome Multiple bars stocked with craft […]

    FREE
  • Country Night w/ Muhly – January 29

    Colonial Oak Music Park 21 St George Street, St Augustine, FL, United States

    Thursday means one thing at the Oak — Country Night with Pendleton Whisky! Stop by and enjoy live music with us and Muhly! 7-10 PM FREE Fun for all ages Friendly pups welcome Multiple bars stocked with craft beers, St. […]

    FREE
  • Country Night w/ Muhly – February 26

    Colonial Oak Music Park 21 St George Street, St Augustine, FL, United States

    Thursday means one thing at the Oak — Country Night with Pendleton Whisky! Stop by and enjoy live music with us and Muhly! 7-10 PM FREE Fun for all ages Friendly pups welcome Multiple bars stocked with craft beers, St. […]

    FREE
  • Josh Tennessee Worthy – April 2

    Colonial Oak Music Park 21 St George Street, St Augustine, FL, United States

    Join us for Thursday’s Country Music Night, featuring John Tennessee Worth, bringing you classic country tunes and melodies for the evening. Come relax at Colonial Oak Music Park and enjoy a night of great live music and good company.

  • Whalin – April 9th

    Whalin is a high-energy country band bringing classic honky-tonk spirit and rock-and-roll edge to the stage. Formed by Lane Whalin after returning from a six-month tour with Ashley Wineland, the group features a lineup of talented musicians from across North […]

  • Jess Zimmeran Band – April 16

    The Jess Zimmerman Band is an award-winning Country Rock group from Nashville, TN, known for blending powerful country storytelling with rock influences. With multiple CPMA and Josie Music Award nominations, including Album of the Year and Rock Vocalist of the […]

  • Monroeville Band – April 23 & 24

    Colonial Oak Music Park 21 St George Street, St Augustine, FL, United States

    Monroeville is a band that celebrates authenticity in music, blending banjos, drums, and heartfelt vocals into a sound all their own. Led by Grammy-nominated Matt Munsey and his wife, Brittany, the group also features talented musicians McCoy Borg, Chevy Watson, […]