Top 15 Attractions and Activities in Enterprise, AL

Enterprise, situated in the Wiregrass region of southeastern Alabama, is a tranquil city abundant in history. It offers a family-friendly atmosphere complete with parks, lakes, dining options, and activities suitable for all age groups.

Moreover, Enterprise is renowned for its Boll Weevil Monument—a unique tribute, as it is the only structure worldwide dedicated to an insect pest. The arrival of the beetle in the early 20th century wreaked havoc on cotton crops, prompting local agriculturalists to reevaluate their practices.

This shift led to the diversification of crops, consequently generating greater prosperity for the city than ever before, which is celebrated by the statue. The monument is prominently located in Downtown Enterprise, surrounded by notable buildings, hotels, and local enterprises.

As a local resident of Alabama, I have thoroughly explored Enterprise and its surroundings. Let us delve into the most notable attractions in and around Enterprise, Alabama:

1. Johnny Henderson Family Park

This park in Enterprise provides an excellent venue for hiking, walking, and dog-walking. The impressive maintenance of the park stands out remarkably!

Engage in mountain biking, enjoy a game of baseball, or take the children to the Splash Pad, which will keep them entertained for hours! The 1.2-mile path is ideal for cycling, strolling, or witnessing a beautiful sunset; moreover, an abundance of wildlife awaits discovery, so bring your camera or binoculars.

2. Boll Weevil Monument

This iconic statue depicts a woman holding a pedestal topped with a beetle and was erected in 1919 by the citizens of Enterprise as a symbol of gratitude towards the Boll Weevil Beetle.

The Boll Weevil first appeared in Alabama around 1915, feeding on flowers and cotton buds across local farms. Following its arrival and the resulting devastation of cotton plantations, local farmers were compelled to reconsider their crop choices, subsequently cultivating peanuts and other produce instead of exclusively relying on cotton.

This shift in agricultural strategy led to enhanced prosperity; as a result, a previously struggling community transformed into a thriving city. It is noteworthy that this landmark represents the only memorial in the world honoring an insect pest, which is a testament to its historical significance.

3. Lake Tholocco

Lake Tholocco offers a variety of recreational activities for families. The expansive 640-acre parkland features public beaches, boating, swimming, and camping opportunities.

Visitors may camp at Engineer Beach for the night or engage in fishing on the lake. A permit is required for fishing; however, once that is obtained, anglers can expect to catch largemouth bass, catfish, bream, and crappie.

For those seeking a natural experience, consider taking the children to pick fruit at a local farm or cycling through lush woodlands.

Additionally, the intriguing Fort Rucker Army Aviation Museum is conveniently located just a short drive away.

4. See a Drive-In Movie

The first outdoor drive-in movie theater was established in New Jersey in 1933, rapidly becoming a favored evening outing for teenagers and families alike. Fortunately, this nostalgic experience is still available near Enterprise, Alabama.

The VIP Star-Lite Drive-In Movie Theater located in Wicksburg allows patrons to park in a field and enjoy the latest Hollywood blockbusters on a massive outdoor screen.

On warm summer nights, guests can bring along foldable chairs, a picnic, and relish film showings beneath the starry skies.

5. Depot Museum

Located in the heart of Downtown Enterprise, the Depot Museum sits at the historic site of the city’s train depot. Originally constructed by the Alabama Midland Railway in 1903 to serve steam locomotives arriving at the burgeoning city, this museum showcases history beautifully.

The waiting room for passengers remains intact, complete with an ancient ticket booth and a train timetable dating back to the 1940s.

The museum’s collection includes military uniforms from the Civil War and a variety of local artifacts. A visit to Enterprise is not complete without a brief stop at this museum.

6. Two by Two Petting Zoo

Situated just 3 miles from Downtown Enterprise, the Two by Two Petting Zoo offers an educational environment for children and adults alike to interact with birds and farm animals.

Children can learn about alpacas, ponies, goats, and sheep. Furthermore, they can even host birthday parties or celebrations at the petting zoo surrounded by all their new furry companions.

7. Southern Broadway Dinner Theater

Located within the historic Hildreth Brothers building in Enterprise, Southern Broadway Dinner Theater provides a delightful evening destination. The theatre features a variety of lively musicals and dramatic performances throughout the year.

Accompanying the performances are delectable dinner menus that reflect the thematic elements and genres of each show.

Therefore, whether you desire dinner accompanied by suspense, dessert paired with drama, or a martini paired with a musical, this venue is your ideal choice!

8. Pioneer Museum of Alabama

The Pioneer Museum in nearby Troy first opened in 1971 with the mission to preserve a regional history at risk of fading away. Initially starting with just one building, the museum now showcases multiple historical structures and an impressive array of artifacts.

As you stroll through the premises, you will encounter a sugar cane processing mill, a gristmill, and even an authentic 1800s steam locomotive. There is also a Demonstration Cabin showcasing local blacksmithing and a pioneer kitchen where visitors can observe traditional corn bread being baked on a wood stove.

Following your visit to the Pioneer Museum, consider taking a leisurely walk along the park’s numerous nature trails to discover the local wildlife, flora, and fauna.

9. All About Art

I had an exceptionally enjoyable experience at All About Art, a creative space designed for individuals seeking to express their artistic talents.

Located in Downtown Enterprise, the studio offers family-friendly art classes in a fun and engaging environment, where you can paint pottery, mosaics, coat hangers, or canvases.

Whether you wish to create a unique souvenir for a loved one or host a celebration or birthday party at the studio, All About Art provides the perfect setting for creativity.

10. Historic Rawl’s Hotel

The Rawl’s Hotel is an iconic landmark in Enterprise, established in 1903. Located within Downtown, near the famous Boll Weevil Monument, this historical hotel, bar, and restaurant radiates old-world charm and enduring elegance.

Guests can indulge in exceptional southern cuisine, featuring dishes such as fried Apalachicola oysters, roasted pork tenderloin with gouda grits, and indulgent bacon-wrapped pears, or simply unwind with a drink in the cozy lounge bar.

11. Little Red Schoolhouse

The Little Red Schoolhouse offers an engaging opportunity to discover educational practices from old Alabama.

Housed in a replica of a 19th-century log cabin, this schoolhouse includes chalkboards, desks, textbooks, and even a traditional stove! Knowledgeable guides are available to provide insights into the historical education methods and childhood experiences in rural America during that era.

12. U.S. Army Aviation Museum

If you possess an interest in military history, the U.S. Army Aviation Museum located in Fort Rucker may be the ideal place for you. This intriguing museum showcases a range of exhibits across different domains, including observation, scouting, medical evacuations, armed helicopters, and more.

The highlight of the museum is undoubtedly the exhibit depicting the assault landing of the “Bravo Blues” 1st of the 9th Cavalry.

This exhibit illustrates a well-documented helicopter landing scene during the Vietnam Conflict.

13. Milky Moo’s

Milky Moo’s consistently ranks as one of the top dining establishments in Enterprise. This relaxed southern diner appeals to all demographics with a well-rounded menu featuring an array of savory and sweet offerings.

The soup selections rotate daily; for example, on Tuesday, you might encounter flavorful Chicken ‘n’ Dumplin’ soup, while Friday could feature scrumptious Crab and Sweetcorn Chowder. The diner also offers a wide variety of wraps, hot dogs, sandwiches, along with a children’s menu; however, one of its main attractions is its delectable homemade ice cream.

With a diverse selection of ice cream flavors, it is an excellent venue to enjoy a creamy scoop in a delightful waffle cone.

14. Landmark Park

Engage with the cultural heritage of the southern Wiregrass region at this extensive 135-acre park located in Dothan. Embark on hikes along scenic nature trails, take a moment to visit the living history farm, and explore an 1890s farmstead featuring a schoolhouse, church, and general store.

Alternatively, delve into the mysteries of the universe at the park’s planetarium.

If you are visiting during the weekend, you can attend a live star show in the afternoons, offering insights into identifying constellations from your own backyard.

Subsequently, bring along your binoculars and camera for some birdwatching, or head to the serene lake to enjoy a delightful picnic with family and friends.

15. Water World Water Park

After an enjoyable day at Landmark Park, consider traveling a few miles down the road to Water World Water Park.

This seasonal water park is an ideal setting for relaxation or for those seeking adventure! Visitors can splash about in the giant wave pool, bask in the sun on lounges, or challenge themselves on the triple flume slide—the choices are plentiful! This family-oriented water park also features numerous picnic areas and barbecue zones for cooking your meals.

Alternatively, you may reserve a pavilion, bring some refreshments, and enjoy a delightful day from dawn until dusk.