Date and Time
Friday May 15, 2026
7:00 PM - 10:00 PM CDT
Every 3rd Friday of the month from April-June and now the second Friday in December, we will have a free live concert on the Square in downtown Headland.
Location
Bring your lawn chairs and blankets and come to the Square in Downtown Headland. There are several places to dine and shop while you are down here! Our local restaurants are ready to get you food and drinks on the go and our Food Trucks too! Come out to Under the Oaks in Headland and stay a while.
Fees/Admission
This is a free event.
Contact Information
Headland Area Chamber of Commerce, (334) 693-3303
Send Email
Description
Under the Oaks is back! Headland welcomes you to shop, dine and listen to the musical artists we have this year.
This year we have a great lineup being developed! There are more to come, but here is a preview:
April 17th - The Kruse Brothers
May 15th - Scratch 2020
June 19th -
December 11th - TBD
We also have some yummy food trucks coming out this year:
April
Tikiz of the Wiregrass
Corndog Man
Smith Brother's
Smokin' Moe's
Mary's Grub on the Go
May
Summertime Snow
Corndog Man
Smith Brother's
Sassy Southern Chics
Huey's
June
Tikiz of the Wiregrass
Smith Brother's Roasted Corn
Bread for Life
Greek Street
December
TBD
Learn More About Downtown Headland
Get a preview of music at Under the Oaks
This year we have a great lineup being developed! There are more to come, but here is a preview:
April 17th - The Kruse Brothers
May 15th - Scratch 2020
June 19th -
December 11th - TBD
We also have some yummy food trucks coming out this year:
April
Tikiz of the Wiregrass
Corndog Man
Smith Brother's
Smokin' Moe's
Mary's Grub on the Go
May
Summertime Snow
Corndog Man
Smith Brother's
Sassy Southern Chics
Huey's
June
Tikiz of the Wiregrass
Smith Brother's Roasted Corn
Bread for Life
Greek Street
December
TBD
Learn More About Downtown Headland
Get a preview of music at Under the Oaks
