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Montgomery County, Missouri has a rich history dating back to the early 1800s. The area was originally inhabited by Native American tribes, with the Osage being the most prominent. European settlers began to arrive in the late 18th century, and in 1818, Montgomery County was formally organized.

During the 19th century, Montgomery County experienced significant growth and development. The town of Montgomery City was established as the county seat in 1853. The region became known for its agricultural prosperity, particularly in wheat and tobacco production. The arrival of the railroad in the late 1800s further fueled economic growth.

The county has also played a role in some key moments in American history. During the Civil War, Montgomery County saw its fair share of conflict as it was close to the border between Union and Confederate territories. The Battle of Moore's Mill, fought in 1862, was one of the largest battles in the state, resulting in a Union victory.

In the 20th century, Montgomery County continued to thrive, although it faced challenges such as the Great Depression. The county's agricultural industry diversified, with a shift towards livestock and soybean production. Education also became an important focus, with the establishment of Montgomery County R-II School District and the University of Missouri Extension Center.

Today, Montgomery County is a vibrant community that combines its rural charm and natural beauty with modern amenities. It is known for its wineries, scenic historic downtowns, and recreational opportunities, including the beautiful Graham Cave State Park. The county's rich history is still celebrated through various events and local museums, reminding visitors and residents alike of its past significance.