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Cookie Crawl!

By | November 1, 2023

Cookie Crawl This year during Sundown Cinema we’re having a Cookie Crawl! Come down to the Square to join in on all the fun! Once again, we’ll be playing “The Polar Express” on the Square for the whole family to enjoy. In addition to pictures with the conductor and the movie, you and your family…

Harvest Festival 2023

By | October 19, 2023

The 2023 Harvest Festival was a big success! We welcomed thousands of smiling faces to our downtown to enjoy fair food, the Harvest Day Stage, rides, and more. Harvest Day featured over 100 local businesses and vendors, Car Show, Tractor Show, Art Show, and even a 5K.  We even had people dancing the night away…

August Chamber News

By | August 21, 2023

August Chamber News  It’s Back to School time already! I hope you all enjoyed your Summer and were able to make it to at least one Under the Oaks! Last month we rocked out the square with the Velcro Pygmies! We had record-breaking attendance as guests danced on the square, dined at local restaurants, and…

Honor a Veteran

By | July 14, 2023

Back to Blog Veterans Day originally known as Armistice Day is celebrated yearly on November 11 to honor veterans who served in the United States Armed Forces. It coincides with other holidays including Armistice Day and Remembrance Day which are celebrated in other countries that mark the anniversary of the end of World War I.…

July News

By | June 30, 2023

After a couple of weeks of severe weather in our area, Summer has arrived! We are making the most of the month before school starts again. July 4th marks the return of our newest tradition, the Ag Parade! Fun on the Square begins at 4 pm with face paint, balloon animals, food trucks, and holiday…

June News

By | June 30, 2023

We are moving quickly through the second quarter of the year! The chamber team has been working on quite a few projects this year that align with our strategic plan. We are supporting our local businesses by launching a Summer marketing campaign focused on capturing the large target audience that travels through our city en route…

Headland has an App for that!

By | June 12, 2023

Download Here App Store Google Play Download the Headland app today to help you better experience the Gem of the Wiregrass! New App Now Available for Headland Experiencing Headland just got easier. The Headland AL Chamber app has a directory of local member businesses, all the details about our events, and other city resources. As…

May News

By | May 9, 2023

Happy May, and happy last month before summer is officially kicked off! We had a blast with you guys at the first Under the Oaks in April, and are so excited to say our second one of the year will be happening in 10 short days!! This month we will get to rock out with…

Under the Oaks event with crowds in a park

April News

By | April 14, 2023

Spring has officially sprung here in Headland, and with southeast Alabama weather you don’t know what you will get! We are ONE week away from kicking off our first Under the Oaks of the year!!! We cannot wait to see you guys on April 21st, while we listen to The Ryan Waters Band, and eat…

Gemmy Award Winners!

By | February 14, 2023

Hey Headland! We have exciting things happening in March. Come out to HHS Auditorium for Miss Headland on March 4th and see who will be our next reigning queens of Headland for 2023. Doors open at 5:30PM and the pageant starts at 6:00PM. We hope everyone comes out to support these past, present and future…



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