Looking for a friendly small-town getaway with unique history, outdoor fun, and Southern hospitality? Head to Enterprise! Known for its famous Boll Weevil Monument, Enterprise offers a welcoming downtown, beautiful parks, and proximity to Fort Novosel (formerly Fort Rucker). Whether you're into history, golf, or family adventures, Enterprise serves up an easygoing Alabama escape.

Best Time to Visit

The best time to visit Enterprise is from March through May and September through November. These seasons offer mild temperatures perfect for outdoor activities, festivals, and downtown events. Summers are hot but full of lively events and family fun.

How to Get There

  • If you are traveling by car: Enterprise is located along U.S. Route 84, about 1.5 hours southeast of Montgomery and 2 hours north of Panama City Beach, Florida.
  • By Air: The nearest major airport is Dothan Regional Airport (DHN), about 40 minutes away, offering regional flights mainly through Atlanta.
  • By Bus: Limited regional bus service is available; a rental car is highly recommended for flexibility around Enterprise and nearby attractions.

Where to Stay

  • Holiday Inn Express & Suites Enterprise – Modern, convenient hotel with free breakfast, an outdoor pool, and easy access to downtown and Fort Novosel.
  • Fairfield Inn & Suites by Marriott Enterprise – Comfortable lodging with great amenities, perfect for business and family travelers alike.
  • Candlewood Suites Enterprise – Extended-stay hotel with full kitchens and a relaxed vibe for longer visits or military families.

Best Things to Do

Catch a show at the Southern Broadway Dinner Theater


Enjoy a live show and savor a romantic evening with dinner and drama.

Catch a show at the Southern Broadway Dinner Theater

© Courtesy of eugenesergeev - Fotolia.com

The Southern Broadway Dinner Theater in Enterprise, Alabama performs short, original plays in the format of a dinner theater.

It is considered a gem in the Wiregrass region of southern Alabama. Throughout the entire year, dinner theater shows are performed in this unique venue, featuring its own special charm. In addition to its entertaining shows, Southern Broadway serves a great menu that offers the perfect complement to its shows in a family style.

Performances range from upbeat musicals to historical dramas, with everything between the two, performed by local actors and those from beyond the region.

104 North Main St, Enterprise, AL 36330, Phone: 334-470-6568

Visit the Boll Weevil Monument


Visit this quirky statue and discover unusual local history on a quick stop.

Visit the Boll Weevil Monument

© Enterprise Chamber of Commerce

The Boll Weevil Monument on Main Street in Enterprise, Alabama is the only monument dedicated to a destructive pest in the world. The monument is of a woman in Grecian robes measuring thirteen feet holding a giant Boll Weevil. While some would question why the town would want to honor a creature that destroyed countless fields of cotton, the truth is, the giant bug saved the Wiregrass region.

While other places tried to fight the pest, Enterprise and Coffee County decided to switch to growing peanuts to rid themselves of the problem. This made the region more prosperous than it ever was with cotton.

Main St, Enterprise, AL 36330

Enterprise Miniature Golf


Putt through fun obstacles and enjoy an affordable outing with the kids.

Enterprise Miniature Golf

© Enterprise Miniature Golf

Enterprise Miniature Golf provides a relaxing, safe, outdoor environment in which friends and family of all ages can have some fun quality time together, in addition to enjoying an exciting and active activity. The miniature golf courses include many different features, such as bridges, water features, carefully landscaped surrounds, two waterfalls, and relaxing outdoor sounds. Admission to Enterprise Miniature Golf includes eighteen holes of putt-putt golf. There are 36 holes of miniature golf available across four different courses. Each course is uniquely designed to offer four different paths for an eighteen-hole round of golf that each provides challenging and fun experiences.

1304 East Park Ave, Enterprise, AL 36330, Phone: 334-406-3651

Dine at Mellow Mushroom Restaurant


Share stone-baked pizza and enjoy a casual, family-friendly dining experience.

Dine at Mellow Mushroom Restaurant

© Mellow Mushroom Restaurant

Among its numerous location across the United States, the famous Mellow Mushroom Restaurant has a location in Enterprise, Alabama as well. Founded back in 1974 in the city of Atlanta, Mellow Mushroom is a franchise business that has been offering stone-baked, fresh pizzas for more than forty years. The restaurant serves great food in a family-friendly, art-filled, and eclectic environment. Each Mellow Mushroom restaurant is locally owned and managed, providing more a unique atmosphere focused on high-quality food and great service. Mellow is a way of being, a culture, and a state of mind, and the restaurant showcases their philosophy.

1110 Boll Weevil Cir, Enterprise AL 36330, Phone: 334-308-1711

Have a snack at Milky Moo's


Grab a sweet treat and enjoy a fun, affordable snack downtown.

Have a snack at Milky Moo's

© Milky Moo's

Milky Moo's offers affordable meals and snacks in the city of Enterprise, Alabama. Visitors can enjoy delicious homemade candies and ice cream, in addition to a wide selection of menu items, for breakfast, lunch, or dinner. The shop also offers plenty of sweets, such as candies, ice cream cakes, cakes, and cupcakes for just about any occasion. The cafe is famous in the area for its friendly staff and great customer service. Customers will find tradition ice cream flavors, including chocolate, strawberry, and mint chocolate chip. There are also more uncommon flavors, like hazelnut chip, key lime pie, and fig swirl.

113 E College St, Enterprise, Alabama,36330, Phone: 334-348-2202

Must-see if you are a first-time visitor:

  • Explore Johnny Henderson Family Park – Walk, bike, or play in this large community park featuring trails, playgrounds, fishing ponds, and open fields.
  • Shop and dine in Downtown Enterprise – Discover local boutiques, antique stores, cafés, and a friendly atmosphere perfect for an afternoon stroll.
  • Tour the U.S. Army Aviation Museum (nearby at Fort Novosel) – View one of the largest collections of military helicopters and aviation artifacts in the world.
  • Play a round at Tartan Pines Golf Club – Challenge yourself at this scenic 18-hole course offering beautiful fairways and Southern hospitality.

Where to Eat

  • Cutts Restaurant – A local institution known for its traditional Southern "meat and three" plates and warm, homey service.
  • The Rawls Restaurant – Upscale dining in a historic hotel setting, featuring creative takes on classic Southern dishes.
  • Mellow Mushroom – Fun, funky spot for hand-tossed pizzas, craft beer, and relaxed family dining.

If you are interested in local events:

  • Peanut Butter Festival (October) – A celebration of all things peanuts, with food vendors, crafts, live music, and family fun in nearby Brundidge.
  • Boll Weevil Fall Festival (November) – Street festival featuring live music, food trucks, artisan vendors, and kids' activities celebrating Enterprise’s unique history.
  • Downtown Christmas Open House and Parade (December) – Festive downtown shopping, holiday lights, and a classic small-town Christmas parade.

If you are looking for unique day trips within 30–60 Minutes of Enterprise, Alabama:

  • Fort Novosel (formerly Fort Rucker) (15–20 min) – Tour the base (with appropriate ID) or visit the world-class Army Aviation Museum.
  • Dothan (35–40 min) – Explore the Wiregrass Museum of Art, attend seasonal festivals, or stroll through downtown Dothan’s murals and shops.
  • Blue Springs State Park (45–50 min) – Swim in crystal-clear natural springs and enjoy peaceful picnics and hiking trails.
  • Ozark (30 min) – Visit charming downtown shops and explore Ed Lisenby Lake for fishing, kayaking, and hiking.
  • Florala State Park (1 hour) – Relax at beautiful Lake Jackson, perfect for swimming, boating, and lakeside lounging right on the Alabama-Florida border.

Frequently Asked Questions:

  • What is Enterprise known for?
    • Enterprise is a gateway to Fort Rucker and the Gulf of Mexico, as well as home to the only monument in the world dedicated to an insect.
  • What attractions can visitors explore in Enterprise?
    • Enterprise is filled with a broad array of attractions, including restaurants, museums, art centers, and miniature golf.

Plan Your Trip