Winters, of McConnellsburg, Pa., started fourth and passed Dylan Yoder on the second lap, then held on in a one-lap shootout at the end to earn his 24th career win at Hagerstown.
Williamsport's Pete Weaver started on the outside pole and led every lap of the late model sportsman feature to get his 16th career victory.
Steve Lowery, of Chambersburg, Pa., drove to his first victory in the pure stocks, while Keedysville's Kenny Thomas earned his second straight win in the Enduro Dash.
The Lucas Oil late model series is featured for 50 laps Saturday in the 29th annual Stanley Schetrompf Classic. For more information, visit the speedway's Web site at http://www.hagerstownspeedway.com or call 301-582-0640.