Colonial Quarter

Country Night w/ JT Band – June 5
2025-06-05 19:00 - 21:00 UTC | Colonial Oak Music Park, 21 St George Street, St Augustine, FL, 32084, United States
Thursday means one thing at the Oak — Country Night with Pendleton Whisky! Stop by and jam with us and the JT Band!

7-10 PM
FREE
Fun for all ages
Friendly pups welcome
Multiple bars stocked with craft beers, St. Augustine Distillery Products, & more!
On site dining from St. Augustine Seafood Company!

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Country Night w/ Randy Day and Friends – June 12
2025-06-12 19:00 - 22:00 UTC | Colonial Oak Music Park, 21 St George Street, St Augustine, FL, 32084, United States
Thursday means one thing at the Oak — Country Night with Pendleton Whisky! Stop by and jam with Randy Day & Friends!

7-10 PM
FREE
Fun for all ages
Friendly pups welcome
Multiple bars stocked with craft beers, St. Augustine Distillery Products, & more!
On site dining from St. Augustine Seafood Company!

Click here for Instagram!
Click here for Facebook!

Country Night with the Josh “Tennessee” Worthy Ensemble – June 19
2025-06-19 19:00 - 22:00 UTC | Colonial Oak Music Park, 21 St George Street, St Augustine, FL, 32084, United States
Thursday means one thing at the Oak — Country Night with Pendleton Whisky! Stop by and jam with the Josh “Tennessee” Worthy Ensemble!

7-10 PM
FREE
Fun for all ages
Friendly pups welcome
Multiple bars stocked with craft beers, St. Augustine Distillery Products, & more!
On site dining from St. Augustine Seafood Company!

Click here for Instagram!
Click here for Facebook!

Country Night w/ Whalin – June 26
2025-06-26 19:00 - 22:00 UTC | Colonial Oak Music Park, 21 St George Street, St Augustine, FL, 32084, United States
Thursday means one thing at the Oak — Country Night with Pendleton Whisky! Stop by and jam with us and Whalin!

7-10 PM
FREE
Fun for all ages
Friendly pups welcome
Multiple bars stocked with craft beers, St. Augustine Distillery Products, & more!
On site dining from St. Augustine Seafood Company!

Click here for Instagram!
Click here for Facebook!

Country Night with the JT Band – July 10
2025-07-10 19:00 - 22:00 UTC | Colonial Oak Music Park, 21 St George Street, St Augustine, FL, 32084, United States
Thursday means one thing at the Oak — Country Night with Pendleton Whisky! Stop by and jam with the JT Band!

7-10 PM
FREE
Fun for all ages
Friendly pups welcome
Multiple bars stocked with craft beers, St. Augustine Distillery Products, & more!
On site dining from St. Augustine Seafood Company!

Click here for Instagram!
Click here for Facebook!

Country Night w/ Los Swamp Monsters – July 17
2025-07-17 19:00 - 22:00 UTC | Colonial Oak Music Park, 21 St George Street, St Augustine, FL, 32084, United States
Thursday means one thing at the Oak — Country Night with Pendleton Whisky! Stop by and jam with Los Swamp Monsters!

7-10 PM
FREE
Fun for all ages
Friendly pups welcome
Multiple bars stocked with craft beers, St. Augustine Distillery Products, & more!
On site dining from St. Augustine Seafood Company!

Click here for Instagram!
Click here for Facebook!

Country Night w/ Vern Daysel & The Burning Breeze – July 24
2025-07-24 19:00 - 22:00 UTC | Colonial Oak Music Park, 21 St George Street, St Augustine, FL, 32084, United States
Thursday means one thing at the Oak — Country Night with Pendleton Whisky! Stop by and jam with Vern Daysel and the Burning Breeze!

7-10 PM
FREE
Fun for all ages
Friendly pups welcome
Multiple bars stocked with craft beers, St. Augustine Distillery Products, & more!
On site dining from St. Augustine Seafood Company!

Click here for Instagram!
Click here for Facebook!

Country Night w/ Whalin – July 31
2025-07-31 19:00 - 22:00 UTC | Colonial Oak Music Park, 21 St George Street, St Augustine, FL, 32084, United States
Thursday means one thing at the Oak — Country Night with Pendleton Whisky! Stop by and enjoy live music with Whalin Band

7-10 PM
FREE
Fun for all ages
Friendly pups welcome
Multiple bars stocked with craft beers, St. Augustine Distillery Products, & more!
On site dining from St. Augustine Seafood Company!

Click here for Instagram!
Click here for Facebook!

Country Night w/ Josh Tennessee Worthy Ensemble – August 7
2025-08-07 19:00 - 22:00 UTC | Colonial Oak Music Park, 21 St George Street, St Augustine, FL, 32084, United States
Thursday means one thing at the Oak — Country Night with Pendleton Whisky! Stop by and enjoy with music by the Josh Tennessee Worthy Ensemble.

7-10 PM
FREE
Fun for all ages
Friendly pups welcome
Multiple bars stocked with craft beers, St. Augustine Distillery Products, & more!
On site dining from St. Augustine Seafood Company!

Click here for Instagram!
Click here for Facebook!

Country Night with the Josh Tennessee Worthy Ensemble – August 21
2025-08-21 19:00 - 22:00 UTC | Colonial Oak Music Park, 21 St George Street, St Augustine, FL, 32084, United States

Country Night w/ Vern Daysel and the Burning Breeze – August 28
2025-08-28 19:00 - 22:00 UTC | Colonial Oak Music Park, 21 St George Street, St Augustine, FL, 32084, United States
Join us at the Oak with Vern Daysel and the Burning Breeze!

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 from St. Augustine Seafood Company!

Click here for Instagram!
Click here for Facebook!

Country Night ARTIST TBA – September 4
2025-09-04 19:00 - 22:00 UTC | Colonial Oak Music Park, 21 St George Street, St Augustine, FL, 32084, United States
Thursday means one thing at the Oak — Country Night with Pendleton Whisky! Stop by and enjoy live music with us! Artist TBA!

7-10 PM
FREE
Fun for all ages
Friendly pups welcome
Multiple bars stocked with craft beers, St. Augustine Distillery Products, & more!
On site dining from St. Augustine Seafood Company!

Click here for Instagram!
Click here for Facebook!

Dewey Via Band – September 11
2025-09-11 19:00 - 22:00 UTC | Colonial Oak Music Park, 21 St George Street, St Augustine, FL, 32084, United States
Thursday means one thing at the Oak — Country Night with Pendleton Whisky! Stop by and enjoy live music with us and the Dewey Via Band!

7-10 PM
FREE
Fun for all ages
Friendly pups welcome
Multiple bars stocked with craft beers, St. Augustine Distillery Products, & more!
On site dining from St. Augustine Seafood Company!

Click here for Instagram!
Click here for Facebook!

Country Night w/ Josh Tennessee Worthy Ensemble & Dewey Via – September 25
2025-09-25 19:00 - 22:00 UTC | Colonial Oak Music Park, 21 St George Street, St Augustine, FL, 32084, United States
Thursday means one thing at the Oak — Country Night with Pendleton Whisky! Stop by and enjoy live music with us and the Josh Tennessee Worthy Ensemble with special guest, Dewey Via!

7-10 PM
FREE
Fun for all ages
Friendly pups welcome
Multiple bars stocked with craft beers, St. Augustine Distillery Products, & more!
On site dining from St. Augustine Seafood Company!

Click here for Instagram!
Click here for Facebook!

Country Night w/ Cam Wheaton – October 2
2025-10-02 19:00 - 22:00 UTC | Colonial Oak Music Park, 21 St George Street, St Augustine, FL, 32084, United States
Thursday means one thing at the Oak — Country Night with Pendleton Whisky! Stop by and enjoy live music with Cam Wheaton!

7-10 PM
FREE
Fun for all ages
Friendly pups welcome
Multiple bars stocked with craft beers, St. Augustine Distillery Products, & more!
On site dining from St. Augustine Seafood Company!

Click here for Instagram!
Click here for Facebook!

Country Night w/ Cade and the Palmetto Kickers – October 9
2025-10-09 19:00 - 22:00 UTC | Colonial Oak Music Park, 21 St George Street, St Augustine, FL, 32084, United States
Thursday means one thing at the Oak — Country Night with Pendleton Whisky! Stop by and enjoy live music with Cade and the Palmetto Kickers!

7-10 PM
FREE
Fun for all ages
Friendly pups welcome
Multiple bars stocked with craft beers, St. Augustine Distillery Products, & more!
On site dining from St. Augustine Seafood Company!

Click here for Instagram!
Click here for Facebook!

Country Night w/ Josh Tennessee Worthy Ensemble- October 23
2025-10-23 19:00 - 22:00 UTC | Colonial Oak Music Park, 21 St George Street, St Augustine, FL, 32084, United States
Thursday means one thing at the Oak — Country Night with Pendleton Whisky! Stop by and enjoy live music with us and the Josh Tennessee Worthy Ensemble

7-10 PM
FREE
Fun for all ages
Friendly pups welcome
Multiple bars stocked with craft beers, St. Augustine Distillery Products, & more!
On site dining from St. Augustine Seafood Company!

Click here for Instagram!
Click here for Facebook!

Country Night w/ Whalin – November 6
2025-11-06 19:00 - 22:00 UTC | Colonial Oak Music Park, 21 St George Street, St Augustine, FL, 32084, United States
Thursday means one thing at the Oak — Country Night with Pendleton Whisky! Stop by and enjoy live music with us and Whalin!

7-10 PM
FREE
Fun for all ages
Friendly pups welcome
Multiple bars stocked with craft beers, St. Augustine Distillery Products, & more!
On site dining from St. Augustine Seafood Company!

Click here for Instagram!
Click here for Facebook!

Country Night w/ Muhly – November 13
2025-11-13 19:00 - 22:00 UTC | Colonial Oak Music Park, 21 St George Street, St Augustine, FL, 32084, 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. Augustine Distillery Products, & more!
On site dining from St. Augustine Seafood Company!

Click here for Instagram!
Click here for Facebook!

Country Night w/ Cliff Dorsey – November 20
2025-11-20 19:00 - 22:00 UTC | Colonial Oak Music Park, 21 St George Street, St Augustine, FL, 32084, United States
Thursday means one thing at the Oak — Country Night with Pendleton Whisky! Stop by and enjoy live music with us and Cliff Dorsey!

7-10 PM
FREE
Fun for all ages
Friendly pups welcome
Multiple bars stocked with craft beers, St. Augustine Distillery Products, & more!
On site dining from St. Augustine Seafood Company!

Click here for Instagram!
Click here for Facebook!

Cam Wheaton Band – December 4
2025-12-04 19:00 - 22:00 UTC | Colonial Oak Music Park, 21 St George Street, St Augustine, FL, 32084, 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 craft beers, St. Augustine Distillery Products, & more!
On site dining from St. Augustine Seafood Company!

Click here for Instagram!
Click here for Facebook!

Country Night w/ Cumberland Band – December 18
2025-12-18 19:00 - 22:00 UTC | Colonial Oak Music Park, 21 St George Street, St Augustine, FL, 32084, 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, St. Augustine Distillery Products, & more!
On site dining from St. Augustine Seafood Company!

Click here for Instagram!
Click here for Facebook!

Kelly Daniels Band (Country Night) – May 7
2026-05-07 19:00 - 22:00 (America/New_York) | Colonial Oak Music Park, 21 St George Street, St Augustine, FL, 32084, United States
Thursday at the Oak means one thing — Country Night with Pendleton Whisky!
Stop by and groove with Kelly Daniels and us!

Come out to Colonial Oak Music Park for a night of great country music under the oaks. If you’re looking for your country fix, we’ve got you covered.
Join us for live music, cold drinks, and a laid-back night in the heart of St. Augustine. Come see Kelly Daniels and enjoy an evening of country sounds you won’t want to miss.

FREE
Fun for all ages
Friendly pups welcome
Multiple bars stocked with craft beers, St. Augustine Distillery Products, & more!
On-site dining from St. Augustine Seafood Company!

Click here for Instagram!
Click here for Facebook!

Whalin (Country Night) – May 21st
2026-05-21 19:00 - 22:00 (America/New_York) | Colonial Oak Music Park, 21 St George Street, St Augustine, FL, 32084, United States
Thursday at the Oak means one thing — Country Night with Pendleton Whisky!
Stop by and groove with Whalin and us!
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 Florida. Their setlist blends fan-favorite country songs with a few rock-inspired moments that keep the crowd moving. Catch Whalin performing on stages throughout Florida and Georgia as they deliver a lively mix of modern and classic country sounds.

FREE
Fun for all ages
Friendly pups welcome
Multiple bars stocked with craft beers, St. Augustine Distillery Products, & more!
On-site dining from St. Augustine Seafood Company!

Click here for Instagram!
Click here for Facebook!

Cliff Dorsey (Country Night) – May 28
2026-05-28 19:00 - 22:00 (America/New_York) | Colonial Oak Music Park, 21 St George Street, St Augustine, FL, 32084, United States
Thursday at the Oak means one thing — Country Night with Pendleton Whisky!
Stop by and groove with Cliff Dorsey and us!
Cliff Dorsey, a country artist from High Springs, Florida, now based in Nashville, brings a deep baritone and heartfelt storytelling that echoes the legends of classic country. His songs capture the spirit of traditional country while sharing his own modern twist.

FREE
Fun for all ages
Friendly pups welcome
Multiple bars stocked with craft beers, St. Augustine Distillery Products, & more!
On-site dining from St. Augustine Seafood Company!

Click here for Instagram!
Click here for Facebook!

Muhly (Country Night) – June 4
2026-06-04 18:00 - 22:00 (America/New_York) | Colonial Oak Music Park, 21 St George Street, St Augustine, FL, 32084, United States
Join us for Country Night at Colonial Oak Music Park for an evening of great tunes and laid-back vibes.Enjoy live music from Muhly, bringing an electric country sound to the stage.Grab your friends and settle in for a night of good music, good energy, and a great atmosphere under the Oak.

Josh Tennessee Worthy Ensemble (Country Night) – June 11
2026-06-11 19:00 - 22:00 (America/New_York) | Colonial Oak Music Park, 21 St George Street, St Augustine, FL, 32084, United States
Join us for Country Night at Colonial Oak Music Park for an evening of great tunes and laid-back vibes.Enjoy live music from Josh Tennessee Worthy Ensemble, bringing a powerful country sound to the stage.Grab your friends and settle in for a night of good music, good energy, and a great atmosphere under the oaks.

Whalin (Country Night) – June 18
2026-06-18 19:00 - 22:00 (America/New_York)
Whalin is a high-energy country and rock band made up of some of the most talented musicians in North Florida. Blending classic honky-tonk style with a modern edge, they bring a lively mix of country favorites and rock-inspired sounds to every performance.
Formed by Lane Whalin after a six-month tour with Ashley Wineland, the group was created as a way to showcase a handpicked selection of country classics and modern hits. While country music is at the core of their sound, they often bring in a touch of rock n’ roll to keep things fresh.

Los Swamp Monsters (Country Night) – June 25
2026-06-25 18:00 - 22:00 (America/New_York) | Colonial Oak Music Park, 21 St George Street, St Augustine, FL, 32084, United States
Get down at Colonial Oak Music Park with Los Swamp Monsters as they bring their signature Cajun-fried blend of rock, funk, and R&B to the stage.
