Every year on Labor Day weekend, the community of Windsor comes together to celebrate everything it means to be a small town in the Midwest! Windsor is centrally located in a peaceful rural community, a short drive from the larger communities of Sedalia, Clinton, and Warrensburg.

Enjoying close proximity to Whiteman Air Force Base and the beautiful Lake of the Ozarks, Windsor lies at the intersection of Henry, Johnson, Benton and Pettis counties. Windsor enthusiastically celebrated its 150th Birthday in 2005. The Sesquicentennial was a huge success and we felt this just had to continue on.

The annual SeptemberFest celebration began in 2006 and a committee was formed to oversee these annual events. In 2025 we are excited to celebrate our 20th Annual Event! Well-loved contests and events will be held throughout the holiday weekend. A popular time for reunions and get-togethers, SeptemberFest provides the entertainment and activities so you can experience a relaxing time, gathering together with old friends and making new ones. Step away from the hectic pace of life and welcome the Fall season at SeptemberFest.