Skip to main content


Loading Stats...

Outside shot of downtown building

Located in the heart of Enterprise, Alabama, lies a gem of community spirit and Southern charm—the Main Street District. Steeped in history and brimming with vibrant energy, this district offers an experience like no other, where locals and visitors alike come together to celebrate life, culture, and togetherness.

As you stroll through the Main Street District, you'll immediately sense the warm embrace of community. Historic landmarks stand as a testament to the town's rich heritage, while bustling small businesses buzz with activity. Here, diversity is celebrated, and newcomers are welcomed with open arms, fostering a sense of belonging that permeates every corner.

Local Treasures

The Main Street District is home to a variety of local treasures. Enjoy tasty treats at Weevil Nut Co. or have fun at Weevil Play, an indoor playground loved by families. Find unique home decor and gifts at Shopaholic Home Decor and Gifts. Southern Broadway Dinner Theater offers entertaining shows for a night out. Dive into local history at Pea River Historical & Genealogical Society Gift Shop. Explore Eye Catchers Artworks for local art by Katie Hughes. Each spot adds its own charm to the district, making it a vibrant community hub.

Celebrating Tradition and Festivity

Throughout the year, the Main Street District comes alive with a variety of beloved traditions, festivals, and events. The World’s Smallest St. Patrick's Day Parade, hosted by the Enterprise Chamber of Commerce, is a testament to the town's festive spirit. Meanwhile, the Annual Whoville Celebration transforms downtown into a whimsical wonderland, spreading joy and cheer to all who attend.

Recreational Delights Await

For those seeking outdoor adventure and relaxation, the Main Street District offers plenty of recreational opportunities. The newly revitalized gathering space at the Enterprise Public Library parking lot called “The Nook” provides a hub for community activities, while nearby parks and green spaces offer serene escapes from the hustle and bustle of city life.

Top Reasons to Visit

Why should you consider visiting the Main Street District? Here are just a few compelling reasons:

  • Vibrant Community: Experience the warmth and hospitality of Enterprise as you mingle with friendly locals and immerse yourself in the town's rich heritage.
  • Iconic Landmarks: Don't miss the chance to snap a photo with the Boll Weevil Monument, a symbol of resilience and triumph that embodies the spirit of the community.
  • Shopping and Dining: Indulge your senses with a leisurely shopping spree at charming boutiques and savor delectable Southern cuisine at local cafes and restaurants.

Exciting Initiatives on the Horizon

Looking ahead, the Main Street District is buzzing with excitement for upcoming initiatives and projects. The Young Main Street Committee's dedication to adding more art downtown promises to further enrich the district, with murals and creative installations breathing new life into the streetscape.

Visit Downtown Enterprise

Downtown Enterprise is more than just a destination—it's a living, breathing testament to the vibrant spirit of Enterprise. Whether you're a first-time visitor or a longtime resident, there's always something new to discover and experience in this thriving community hub. Come join us and be a part of the magic that defines the Main Street District.

Visit Community Website

Stay informed. join our e-newsletter.