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.

Schedule:

August 25, 2024

2:00pm: Wee Queen And Wee King Judging
Windsor United Methodist Church
4:00pm: Miss Windsor Judging
Windsor United Methodist Church

August 29, 2024

6:00pm: Carnival Opens
7:00pm: Wee Queen And King Crowning
Pickled Possum Main Stage Rain Location Windsor United Methodist Church
7:30pm: Miss Windsor Crowning
Pickled Possum Main Stage Rain Location Windsor United Methodist Church

August 30, 2024

5:30pm: Baby Show Registration
Pickled Possum Main Stage Rain Location Windsor United Methodist Church
6:00pm - 10:00pm: Carnival
6:00pm: Baby Show
Location: Pickled Possum Main Stage
5:30-8:30pm: Train Rides
Free, Located At First Christian Church
7:30pm: Man And Woman Of The Year
Location: Pickled Possum Main Stage
8:00pm: Sparrowfoot
Location: Pickled Possum Main Stage

August 31, 2024

7:00am: Rock Island Run Registration Katy Trailhead
7:30am: Rock Island Run
9:00am - 2:00pm: Craft Show Windsor Elementary School
9:00am: Pet Show Registration
Location: Pickled Possum Main Stage
10:00am - 12:30pm: Auto Show Registration
Location: Farrington Park
9:30am: Pet Show Pickled Possum Main Stage Area
10:00am - 12:00pm: Dessert Auction Drop Off T.H. Rogers
10:00am: Parade Line Up Windsor High School
11:00am: Septemberfest Parade
1:00pm: Cornhole Tournament Registration
Location: Tk Building Supply
1:00pm: Auto Show Judging - Farrington Park
2:30pm: Auto Show Winners -  Farrington Park
2:00pm: Cornhole Tournament -  Tk Building Supply
5:30-8:30pm: Train Rides
Location: Free, Located At First Christian Church
6:00pm - 10:00pm: Carnival
7:00pm: Dessert and Pie Auction
Location: Possum Main Stage
Auction Of Pies, Baked Goods, And Donated Items
8:15pm: Lighted Semi Truck Parade
Line Up 7:30pm At Tk Building Supply Parking Lot
8:30pm: Ables Band Pickled
Location: Possum Main Stage

September 1, 2024

6:00pm: Truck And Tractor Pull
Location: Windsor Rodeo Grounds

Date: August 25-September 1, 2024

Location:  Various Venues in Windsor,MO

Click Here for more information