Headland Town Square — Attraction in Headland

The Square in downtown Headland is a beautiful place that many of we residents regularly enjoy. Spring & summer are the best times when the flowers Grace the Square with their fragrance & the huge old trees shade the walking paths & one can hear the water as it trickles in the fountain. Sit on a bench & read the paper. Sip some sweet tea under the shade of the gazebo. Bring a blanket & have a picnic under the shade of the massive old oaks. Bring your dog for a walk. Just don't forget the little baggies for the waste! Ride your bike. Visit the restaurants & shops. Take dance classes. Visit the library, the police department or City Hall. Take a moment to visit the war memorial & the memorial for our police officers who have made the ultimate sacrifice to try to keep out small City safe. During harvest time, visit the farmer's market on the Square or attend the Harvest Festival. During the summer, bring a blanket or lawn chairs & gather with friends & neighbors for a movie on the Square. Come enjoy Halloween activities on the Square. Celebrate Autumn & the Harvest with the different activities. During Christmas, come see the handmade decorations gifted to the city from the Kindergarten classes at Headland Elementary School & when the tree is lit, enjoy the caroling voices of those same children. Don't forget the parades! We have many throughout the year! Come share with us our beautiful old Square. Perhaps you'll find it as...

Headland Town Square is a charming place that captures the essence of small-town Alabama. The massive Oak trees are absolutely beautiful.

I recently attended a live music event called “Under the Oaks”.

The square is beautifully maintained, with lush greenery, well-kept pathways, and inviting seating areas. It’s a perfect spot for a leisurely stroll, a relaxing afternoon with a book, enjoying the scenic surroundings, or to use for a photo background. Very natural. The community spirit is evident, and it’s clear that we locals take pride in our town.

The square also hosts regular events and farmers markets, adding to its charm. It’s always nice to see families and friends gathering, enjoying the offerings, and supporting local vendors.

Parking is convenient, but during an event get there early unless you don’t mind walking from the First Baptist Church parking lot. The walk from the church isn’t long, probably less than 400 yards. Other parking is available along the streets and in the Headland National Bank parking lot.

It’s clean and safe. During events, they bring in a nice portable bathroom.

Headland Town Square is a gem worth visiting. Its setting, friendly community, and diverse offerings make it a standout destination for both locals and visitors. Whether you’re looking for a place to shop, dine, or simply relax, Headland Town Square has something for everyone. I look forward to...

Probably the prettiest town square in the southeast, besides maybe Abbeville. It has all the accoutrements of a small southern town square. Little restaurants, antique stores, and other businesses running out of the 100 year old brick row buildings. The smell of peanuts is in the air year round. The little park inside the square is always pretty and well kept too! It’s not a recent development either. I’ve lived in the area for 21 years and it has largely stayed the same...