See Photos (1) 35th Annual Leesburg Car Show 42075 Loudoun Academy Drive Leesburg, VA 20175-4717 (571) 252-1980 Presented By: Academies of Loudoun Dates: October 14, 2023 Location: Town of Leesburg Time: 12:00 PM to 4:00 PM Price: Free; Donation for Ballot Visit Website Email Overview October 14, 2023, 35th Annual Leesburg Car Show, historic downtown Leesburg, 12-4 pm (line-up 9:30-10:45am), $25 pre-registration ($30 day of show), 150 cars, dash plaques and 30+ awards. Rain Date: October 21, 2023. Map