Presented herein are adaptive power assist systems for manually-powered vehicles, methods for operating/constructing such systems, and motorized operator-powered vehicles with adaptive power assist systems. A method for regulating a power assist system of a manually powered vehicle includes a vehicle controller determining path plan data that includes a predicted route plan to traverse from a current vehicle location to a desired vehicle destination. A resident wireless communications device receives, from a remote computing node, an assist level power trace for operating the vehicle's tractive motor on the predicted route plan. The vehicle controller receives health level data specific to the vehicle user, determines a power assist delta based on the health level data, and modifies the assist level power trace based on this power assist delta. The vehicle controller transmits command signals to the tractive motor to output a selectively variable torque according to the modified assist level power trace.