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Headland is the Gem of the Wiregrass and the Headland Area Chamber of Commerce makes it our mission to share with our community and guests the details of what makes Headland so special. Our business community comes together to support and enrich our community. We host events all year to create a strong sense of place and simultaneously impact our economy. Experience the Good Life centered on our beautiful square in Headland.

Mark Your Calendar

We invite you to enjoy our festivals and events in Headland's own front yard. Our downtown square is at the center of almost everything we do. Take note of our networking events throughout the year as well!

Your Face Tells Your Story

Tuesday, April 1

11AM - 1PM

Join us at the TLC Photography Studio in Headland for this special networking event!

Admission comes with one headshot picture, lunch from The Rollin' Trapp food truck, and the opportunity to network with some of the best people around! Members pay only $25 for a ticket and Not-yet Members pay $75. We look forward to this exciting event with you!

Buy Your Tickets Here!

Under the Oaks

Under the Oaks event with crowds in a park

Under the Oaks will be back before you know it! Headland welcomes you to shop, dine and listen to the musical artists we have this year.

Save the Dates!
April 18th
May 16th
June 20th
December 12th

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Headland Chamber Blog

Hear the latest Headland News from our team! Get insights into events, celebrations and behind the scenes in the Chamber.

Farmers Market

Headland Farmers Market Opens May 31st

By awilkins_director@headlandal.org | May 13, 2024

Headland Farmers Market is back! Join us on the Square in Downtown Headland every Friday from May 31st to July…

Women in Business Flier

By awilkins_director@headlandal.org | March 22, 2024

We are extremely excited about a new event this year, our Women in Business Brunch! As many of you have…

Under the oaks, Date Night

Under the Oaks 2024

By awilkins_director@headlandal.org | March 10, 2024

It’s almost that time once again! Under the Oaks is just around the corner, and I don’t know about you,…

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