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Enjoy Downtown

Making A Difference

UNDER THE OAKS

Bringing People Downtown for Live Music on Fridays nights was the first project for Main Street, then Heart of Headland. It captured the hearts of the community and motivated people to visit Headland.

VIBRANCY

Adding Color and Activity to the Square was the next goal for our team. Cindy and Billy Wayne Hamm from Headland Insurance Agency, located on our square, donated these boards. You can find teens playing the game after school and on weekends. 

Photo Ops

Promoting our Businesses that have already invested in our Downtown is an important part of what we do. Look for our Photo Op Spots in Downtown Headland! Share and Don't forget to tag us! Shop our downtown businesses and share on social media the greatness we have downtown.

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"Alone we can do so little; together we can do so much."

Helen Keller

Under the Oak 5th Anniversary

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About

The good life here is rooted in history.

 

We were founded in 1871 and grew around our square. Planned for a courthouse that never came, the square has emerged as Headland’s inviting front yard. Here we honor our heroes, celebrate our history, and gather as a community to enjoy the warmth of small-town living.

 

The good life here is the bounty of the land.

Farmers here sow the ground to grow peanuts, cotton, satsumas, pecans, and blueberries. Our agricultural roots run deep in Headland. We cultivate the land that surrounds us and we welcome others to experience life on a farm with a corn maze and hayrides in the field.

 

The good life here is a place of makers.

We have art in our streets and shops. We are designers who fashion that perfect look for yourself and your home. We craft spirits with a modern twist and sugarcane syrup steeped in seven generations of family. It is here that we sew together a welcoming community.

 

The good life here is a meal served with a smile.

Our restaurants offer the products of our place served in downhome comfort. From gulf seafood to a hearty steak, fresh okra to fried green tomatoes, lemon pie to peanut brittle so sweet that you’ll crave coming back. Food from here nourishes our spirit.

 

The good life here is music under the oaks.

We bring blankets and chairs to picnic on our square. Kids run around on the green grass and families gather to revel in the sounds, smells, and tastes of this place. We walk to the square and sit under the shade of our trees. Our square is the lawn where everyone gathers.

 

The good life here is a celebration of family.

We cheer for our kids on the field and in the classroom. Ram pride is evident everywhere you look. Here in Headland, we know our future depends on young minds eager to learn and make their mark here and in the world. We are a happy smile, a friendly wave, a warm hug, and a love of place.

 

We invite you to experience this place we call home.

We are Headland, Alabama The Good Life, Centered on the Square.

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Under the Oaks

April - July:

the Third Friday of the Month

Visit Downtown every third friday from April - July for live music, food vendors, car shows, shopping and more!

From:

Free

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CONTACT HEADLAND MAIN STREET

25 Grove St
Headland, AL 36345

334-693-3303

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