• 33rd Annual Leesburg Car Show 

    Presented by the Academies of Loudoun

    October 2, 2021


    History:  For over 3 decades, the annual Leesburg Car Show has been a premier family event in historic downtown Leesburg.  The origins of the show go back to a local car club that sponsored and coordinated the event.  For years, students from the old C.S. Monroe Technology Center (Monroe Tech) would volunteer and assist with the show.  This positive partnership evolved with profits from the show being donated to the school as their primary fundraiser.  Eventually, the staff at Monroe Tech assumed full coordination of the event.  When C.S. Monroe Technology Center closed in 2018, the programs became part of the new Academies of Loudoun.  At the Academies of Loudoun, we are proud to continue the tradition of the Leesburg Car Show.  All profits from the event directly support students at the Academies of Loudoun primarily in senior scholarships at the end of the year.  Your support of the Leesburg Car Show and the students at the Academies of Loudoun is greatly appreciated.

    Event Location: Historic Downtown Leesburg.  All vehicles on display during the event will first be staged at Tuscarora High School 801 North King Street, Leesburg, VA, 20175.

    Times:  Saturday, October 2, 9:30a.m.-4:00pm

    • 9:30am- Staging area will opens (Tuscarora HS)
    • 10:45pm- Deadline for participating vehicles to register/stage/line-up. (Tuscarora HS)
    • 11:00pm- Participating cars will parade into downtown area and park in assigned spots.
    • 12:00pm- Open ceremony. (Downtown Leesburg)
    • 3:00pm- Voting Ends (Corner of King and Market Streets)
    • 3:30pm- Awards ceremony. (Corner of King and Market Streets)
    • 4:00pm- Display cars begin to disperse.
    • 5:00pm- Streets re-open to public.

    Staging:  All participating vehicles must be “pre-staged” at Tuscarora HS (9:30-10:45am).  Please note that late entries will not permitted after 3:45pm.

    Vehicle Entry Fee: $20 Pre-Registration, $25 Day of the Show

    Vehicle Requirements:  Historically, the Leesburg Car Show has been placed an emphasis on displaying “classic” cars (25+ years).  While all high-quality vehicles are welcome to participate (regardless of age), only classic class cars will be eligible for the specialty awards.  All vehicles, regardless of age, will be eligible for Spectator’s Choice Awards. Motorcycles are also welcome to participate.

    Vehicle Restrictions: The narrow streets of Downtown Leesburg limit the size of vehicles that can be safely parked.  As a result, oversized or exceptional large vehicles will not be permitted.

    New Procedures to improve the transition from THS to Downtown Leesburg:

    • No oversized or large vehicles that require special consideration when parking.
    • Registration will move the upper parking lot at THS (front of school).
    • After registering vehicles will move to lower side lot for line up.
    • Registered vehicles will be lined up in a single file line that will snake through the parking lot.
    • "First Come/First Lined Up".
    • Note that display parking is random. Line up order does not indicate preferential parking locations.
    • No reserving or saving places in line.
    • If you would like to park next to a specific car, do not move/enter the line up until all cars are present and registered.
    • Cars will be moved in groups of 12 to the display area.
    • At the intersection of King/Market, cars will be split and moved into three different directions (4 cars each street) and parked simultaneously.
    • Smaller cars will be parked on South King Street (bump outs blocking streets).
    • Requests for specific parking spots will not honored.
    • Attempts will be made to fulfill requests for parking with another car/club (pending availability of open spots).
    • If requesting to park together, the lead car of group should inform the staff member directing traffic at King/Market.

    No Rain Date:  In the event of inclement weather, the event will be canceled and refunds provided within 30 business days.

    Entry Form: https://forms.gle/2vGtyqdVKKP1trhA7

    Online Payment:


  • Car Show Awards from 2019


    32nd Annual Leesburg Car Show Awards-

    September 14, 2019


    Ford/Lincoln/Mercury- James Rentsch ‘54 Lincoln Premier

    GM- Brad Smith ’68 Pontiac GTO

    Chevy- Roger Blanchard ’59 Impala

    Mopar- Joe Kaylor ’74 Dodge Challenger

    Import- Phil Ray ’65 Austin Healey 3000

    Truck- Bill Steele ’66 C10

    Corvette- Tony DelSignore ’66 Corvette

    Camero- Michael Rollison ’69 Camero

    Mustang- David Wolf ’68 Mustang

    Cobra- John Marcus ’65 Ford Cobra Roadster

    Rat Rod- Victor Baskerville ’31 Ford

    Custom- Butch Mayo ’27 Ford T-Bucket


    Principal’s Choice- Paul/Kim Yeager ’69 Ford Shelby Cobra

    Mayor’s Choice- Kristina Plumley ’32 Roadster

    Leesburg Police Choice- Steve Puckett ’66 Ford Mustang


    Spectator’s Choice

     Paul/Kim Yeager ’69 Ford Shelby Cobra

    Jeff Helmick ’64 Cadillac Coupe-de-Ville

    Cliff Baker ’28 Ford 2 door sedan

    John Liebermann ’55 Ford

    Peter Rohrhofer ’55 Porsche 550 Spider

    James Rentsch ’54 Lincoln Premiere

    James Rentsch ’59 Chevy Impala


    Best of Show

     Tony DelSignore ’66 Chevy Corvette