The first Lighted Tractor Parade first rolled down Main Street in 2015. Starting with 32 tractor entries, Winters residents lined up the street for some good, small-town fun. Since then, the novelty of tractors decked out with Christmas Lights in a parade has attracted thousands to the annual event. With the exception of 2020 when the Tractor Parade was paused due to the pandemic. Instead, the Winters District Chamber of Commerce launched its tractor cutout contest. Winters Holiday Tractor Parade has continued to grow year after year. The 2021 event brought in over 10,000 people. In 2021, the event was extended to include a cocoa crawl and elf hunt the Friday before. The 2022 event will now host a Holiday Market at Rotary Park and family-fun events down at Winters City Park prior to the beginning of the parade.