GarageCherries
Virginia Car Shows & Events
Classic car shows, auctions, swap meets, and cruise nights in Virginia for 2026.
Browse cars for sale in Virginia →Filters
Narrow the events below by city, ZIP, or event type.
Past Events
Sep
13
Bert Jackson 6th Annual Car, Bike & Truck Show
Sep 13, 2026 · 12 PM – 5 PM · 2086 Mountain Road, Glen Allen, VA
Bert Jackson 6th Annual Car, Bike & Truck Show. $20 registration fee. Awards for 1st, 2nd, and Best in Show across multiple classes.
Sep
13
Southern Knights Cruisers at Richlands Creamery
Sep 13, 2026 · 1 PM – 4 PM · Richlands Creamery, 460 Cox Road, Blackstone, VA
Southern Knights Cruisers cruise-in at Richlands Creamery. Great food, ice cream, cars, and classic music in the countryside. Open to all vehicles.
Sep
13
18th Annual Williamsburg Invitational Car Show
Sep 13, 2026 · 10 AM – 3 PM · Duke of Gloucester Street, Colonial Williamsburg, Williamsburg, VA
18th Annual Williamsburg Invitational Car Show in the heart of Colonial Williamsburg. Free admission. Features around 50 rarely seen motor cars noted for iconic design, timeless elegance, or technological breakthroughs, spanning all makes, models, and years.
Sep
13
Eastend Cruisers Weekly Car Cruise
Sep 13, 2026 · Henrico, VA
Car show in Henrico, VA, featuring classic, custom, and collector vehicles on display.
Sep
13
Prince William Cruisers Benefit Car Show
Sep 13, 2026 · 9 AM – 3 PM · Lorton, VA
The Prince William Cruisers Benefit Car Show takes place at Occoquan Regional Park, 9751 Ox Road in Lorton. Cars, trucks and motorcycles are welcome. The show includes Top 50 and specialty awards, dash plaques, a 50/50 drawing, refreshments and music. Proceeds benefit the Virginia Veterans Services Foundation. The rain date is September 27.
Sep
13
4th Annual Cars & Coffee
Sep 13, 2026 · Warrenton, VA
Regular cars and coffee / cruise-in gathering in Warrenton, VA, drawing classic cars, hot rods, and collector vehicles.
Sep
13
Jackie D’s Market and Cruise in
Sep 13, 2026 · Richmond, VA
Regular cars and coffee / cruise-in gathering in Richmond, VA, drawing classic cars, hot rods, and collector vehicles.
Sep
13
Sweet Rides Car Show
Sep 13, 2026 · Lake Frederick, VA
Car show in Lake Frederick, VA, featuring classic, custom, and collector vehicles on display.
Sep
12
PATIO DRIVE IN CAR SHOW
Sep 12, 2026 · Pennington Gap, VA
Car show in Pennington Gap, VA, featuring classic, custom, and collector vehicles on display.
Sep
12
Walk and Cruise for Cancer -- Show and Shine
Sep 12, 2026 · 12 PM – 4 PM · Community Independent Methodist Church, 12033 River Road, Chesterfield, VA
Helping Hands of Love Ministry's annual Walk and Cruise for Cancer -- a Show and Shine car event supporting individuals affected by cancer. Bring your car, friends, and an open heart; all proceeds support the ministry's cancer awareness and assistance mission.
Sep
12
Outlaw Cruisers Car Club Cruise-In
Sep 12, 2026 · Rocky Mount, VA
Regular cars and coffee / cruise-in gathering in Rocky Mount, VA, drawing classic cars, hot rods, and collector vehicles.
Sep
12
St. Jude Children’s Research Hospital Benefit Cruise – in
Sep 12, 2026 · Grottoes, VA
Car show in Grottoes, VA, featuring classic, custom, and collector vehicles on display.
Sep
12
Kickback at Kickback Jack’s Classic Car Cruise-In
Sep 12, 2026 · Richmond, VA
Regular cars and coffee / cruise-in gathering in Richmond, VA, drawing classic cars, hot rods, and collector vehicles.
Sep
12
Virginia Cars and Coffee
Sep 12, 2026 · Harrisonburg, VA
Regular cars and coffee / cruise-in gathering in Harrisonburg, VA, drawing classic cars, hot rods, and collector vehicles.
Sep
12
Providence Chapel Backyard Blast Car Show
Sep 12, 2026 · Bluemont, VA
Car show in Bluemont, VA, featuring classic, custom, and collector vehicles on display.
Sep
12
Shadows Of The Past Custom Cars
Sep 12, 2026 · Grottoes, VA
Car show in Grottoes, VA, featuring classic, custom, and collector vehicles on display.
Sep
12
Grand Classic Cruisers Cruise-In
Sep 12, 2026 · Christiansburg, VA
Regular cars and coffee / cruise-in gathering in Christiansburg, VA, drawing classic cars, hot rods, and collector vehicles.
Sep
12
Suffolk Hardee's Cruise In
Sep 12, 2026 · Suffolk, VA
Regular cars and coffee / cruise-in gathering in Suffolk, VA, drawing classic cars, hot rods, and collector vehicles.
Sep
12
Chesterfield Cars & Coffee
Sep 12, 2026 · Chesterfield, VA
Regular cars and coffee / cruise-in gathering in Chesterfield, VA, drawing classic cars, hot rods, and collector vehicles.
Sep
12
Shenandoah Valley Hotrods Super Cruise-In
Sep 12, 2026 · Winchester, VA
Regular cars and coffee / cruise-in gathering in Winchester, VA, drawing classic cars, hot rods, and collector vehicles.
Dates are subject to change. Verify with organizers before making travel arrangements. GarageCherries is not affiliated with any listed event.