Small Town USA: Enterprise, Alabama to the HIGHEST POINT of Florida – 345 Feet!! ??

enterprise alabama boll weevil
Welcome to Enterprise, Alabama!

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Enterprise, Alabama

“Enterprise is famous for the Boll Weevil Monument, a large monument of a woman holding a boll weevil, in the middle of Main Street. The city erected the statue because the destruction of the cotton crop by the boll weevil had led to agricultural diversity, starting with peanuts and more prosperity than had ever come from cotton alone. It is the only statue to commemorate an insect pest in the world. Enterprise is right outside the U.S. Army’s Fort Rucker, the home of Army Aviation.” –

Enterprise Alabama + Highest Point of Florida Experience Video

In this video, JOM of the Gravel Cyclist crew rides a point-to-point ride starting in Enterprise, Alabama, the only city in the world that commemorates an insect pest sitting atop a statue right in the middle of downtown! The things you see way off the beaten track. From this point, JOM wanders about the Alabama countryside to the highest point of Florida (Lakewood Park / Britton Hill), before wrapping up the ride in Lockhart, Alabama.

enterprise alabama boll weevil

Continued from Above:

Florala, Alabama

“A small southern town near the Alabama-Florida state line, Florala, AL is rich in history. Following the Civil War many migrated to this area in Alabama and West Florida to take advantage of the inexpensive land, untapped forestry resources (especially the prized Long Leaf pine), cotton, and subsequent need for railroads, schools, and goods for its population. Later the textile industry emerged.” –

visiting florala alabama
Restored Petrol Station, Florala, Alabama

Britton Hill / Lakewood Park

“Britton Hill is the highest natural point in the state of Florida, United States, with a summit elevation of 345 feet (105 meters) above mean sea level. Britton Hill is the lowest state highpoint in the United States,[3] 103 feet (31 m) lower than the next lowest highpoint, Ebright Azimuth in Delaware, and far lower than many skyscrapers in Miami and other urban areas of Florida.”

lakewood park highest point of florida

Other Towns Visited along the Route:

  • Chancellor, Alabama
  • Coffee Springs, Alabama
  • Samson, Alabama
  • Lockhart, Alabama

Additional Photos

enterprise alabama boll weevil

enterprise alabama boll weevil
One of several murals in downtown Enterprise

enterprise alabama boll weevil

enterprise alabama boll weevil

enterprise alabama boll weevil
JOM’s bike, the Allied Cycle Works Echo

visiting chancellor alabama

visiting samson alabama
Downtown Samson, Alabama
visiting samson alabama
Water tower, Samson, Alabama
gravel cycling in alabama
Dodgy road, somewhere in the middle of nowhere
gravel cycling in alabama
Dodgy road that leads to a bridge out, d’oh!
lakewood park highest point of florida
More of the Highest Point in Florida!

visiting florala alabama

visiting florala alabama
Fireworks in Florala, “The Best Bang in Town”
visiting florala alabama
Historic Railway Station, Florala, Alabama
visiting lockhard alabama
Welcome to Lockhart, Alabama!

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  1. Avatar Jeff

    Hi JOM, I always enjoy the ride videos around the southeast US. I lived in Enterprise some 30+ years ago while stationed at Fort Rucker. I can tell from the video not much has changed 🙂 looks like a fun ride, suspect there’s lots of mixed surface roads to link together, just be careful, pedal hard if you hear banjo music!

    • JOM JOM

      Thanks Jeff, definitely a lot of roads in the area to link together, and a few that didn’t connect so well, requiring backtracking. All part of the fun!

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