Methods and apparatus to estimate trailer load are disclosed. An example apparatus comprises memory, instructions, and programmable circuitry to execute the instructions to determine a threshold value associated with at least one of a vehicle or a trailer, the trailer couplable to the vehicle, access an image containing an object to be placed in the trailer, divide the image into segments, at least one of the segments corresponding to the object, determine a characteristic of the object based on the at least one of the segments, compare the characteristic to the threshold value, and determine at least one operating characteristic of the vehicle based on the comparison.