The Windsor Pumpkin Festival takes place every year on the Windsor Town Green. This is very much a family oriented affair as there are many things for young children to do. The day starts off with a parade marching through the Town Green and into the market.

From there the festival goes into full force with face painting, pumpkin painting, scarecrow building, biggest pumpkin contest, pumpkin bowling, and of course the awesome Pumpkin Car Races! Yes, contestants enter pumpkins with wheels and race them down a track!