A cooler bypass valve assembly for an agricultural implement includes a cooler bypass valve configured to receive hydraulic fluid from a hydraulic supply. The cooler bypass valve position is adjustable between a first position that facilitates flow of the hydraulic fluid to a cooler bypass and restricts flow of the hydraulic fluid to a hydraulic fluid cooler, and a second position that blocks flow of the hydraulic fluid to the cooler bypass and facilitates flow of the hydraulic fluid to the hydraulic fluid cooler. The hydraulic fluid cooler is capable of reducing a temperature of the hydraulic fluid, and the cooler bypass directs the hydraulic fluid around the hydraulic fluid cooler. Additionally, the cooler bypass valve assembly includes a control assembly that controls the cooler bypass valve position based on the temperature of the hydraulic fluid.