GarageCherries
Virginia Car Shows & Events
Classic car shows, auctions, swap meets, and cruise nights in Virginia for 2026.
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Upcoming Events
Oct
3
Saints & Sinners Cruise In
Oct 3, 2026 · 11 AM – 3 PM · Colonial Heights, VA
Cruise-in hosted by Saints & Sinners (a local chapter of a national non-profit charitable men's group) at Colonial Heights Collision Center. 50/50 drawing, attendance appreciation gift drawing for 80 cars, food truck, music. Free event; funds donated to a cause announced at the event.
Oct
3
Suffolk Hardee's Cruise In
Oct 3, 2026 · Suffolk, VA
Regular cars and coffee / cruise-in gathering in Suffolk, VA, drawing classic cars, hot rods, and collector vehicles.
Oct
3
10.3.26 Back of the Dragon Historic Road Tour
Oct 3 – Oct 7, 2026 · Abingdon, VA
Car show in Abingdon, VA, featuring classic, custom, and collector vehicles on display.
Oct
3
Union Branch Baptist Church 2nd Annual Car Show
Oct 3, 2026 · 9 AM – 3 PM · Chesterfield, VA
2nd Annual Car Show hosted by Union Branch Baptist Church at The Baptist Center of Virginia (formerly The Children's Home of Virginia Baptists). Registration ends at noon; trophy presentation at 2 PM. $15 registration fee; spectators free. Proceeds benefit UBBC's Youth Back to School and Mental Health Awareness programs.
Oct
3
Kickback at Kickback Jack’s Classic Car Cruise-In
Oct 3, 2026 · Richmond, VA
Regular cars and coffee / cruise-in gathering in Richmond, VA, drawing classic cars, hot rods, and collector vehicles.
Oct
3
Classic Cars and Coffee at the Portsmouth Olde Towne Farmers Market
Oct 3, 2026 · Portsmouth, VA
Regular cars and coffee / cruise-in gathering in Portsmouth, VA, drawing classic cars, hot rods, and collector vehicles.
Oct
3
Landstown Commons Cruise-ins
Oct 3, 2026 · Virginia Beach, VA
Regular cars and coffee / cruise-in gathering in Virginia Beach, VA, drawing classic cars, hot rods, and collector vehicles.
Oct
3
1st Saturday Monthly Cars Cruise In
Oct 3, 2026 · Culpeper, VA
Regular cars and coffee / cruise-in gathering in Culpeper, VA, drawing classic cars, hot rods, and collector vehicles.
Oct
3
38th Annual Leesburg Car Show
Oct 3, 2026 · 12 PM – 4 PM · Leesburg, VA
38th Annual Leesburg Car Show sponsored by the Academies of Loudoun and D&V Autobody in Historic Downtown Leesburg. One of the longest continuously running shows in the state -- over 150 classic, sports, hot/rat rod, muscle, and custom cars, with 35 awards across 26 categories.
Oct
3
Williamsburg Hot-Rod Hangout
Oct 3, 2026 · Williamsburg, VA
Regular cars and coffee / cruise-in gathering in Williamsburg, VA, drawing classic cars, hot rods, and collector vehicles.
Oct
3
Classic Cruisers Car Club Saturday Night Cruzin
Oct 3, 2026 · Yorktown, VA
Regular cars and coffee / cruise-in gathering in Yorktown, VA, drawing classic cars, hot rods, and collector vehicles.
Oct
3
Kick Back at Kickback Jack's Cruise-In/Fund Raiser
Oct 3, 2026 · 3 PM – 7 PM · North Chesterfield, VA
Cruise-in and fundraiser at Kickback Jack's benefiting the Chesterfield Suicide Awareness and Prevention Coalition. Free vehicle entry, trophies, door prizes, raffles, 50/50. 30% off meals with a free soft drink. Music by Stax of Wax DJ Service. Rain date October 24.
Oct
3
First Saturdays Fredericksburg Hot Caddies Vettes and Bow Ties General Motors Showcase
Oct 3, 2026 · Fredericksburg, VA
Car show in Fredericksburg, VA, featuring classic, custom, and collector vehicles on display.
Oct
3
45th Annual British Car Festival
Oct 3, 2026 · Waynesboro, VA
Car show in Waynesboro, VA, featuring classic, custom, and collector vehicles on display.
Oct
3
Federal Hill Club Car, Truck and Bike Show
Oct 3, 2026 · 12 PM – 3 PM · Powhatan, VA
Car, Truck and Bike Show hosted by the Federal Hill Club. $25 entry fee per vehicle, $30 for vendors; spectator admission free. Registration begins at 10 AM. Trophies awarded across decade classes (pre-1950 through 2000s-present), plus Best Truck, Best Bike, and Best in Show. Proceeds benefit Powhatan first responders.
Oct
3
New Kent Cruisers Cruise In
Oct 3, 2026 · New Kent, VA
Regular cars and coffee / cruise-in gathering in New Kent, VA, drawing classic cars, hot rods, and collector vehicles.
Oct
3
Classic Cruisers Saturday Night Cruz In
Oct 3, 2026 · Yorktown, VA
Regular cars and coffee / cruise-in gathering in Yorktown, VA, drawing classic cars, hot rods, and collector vehicles.
Oct
3
Muscle Car Club of Richmond Annual Fall Car Show
Oct 3, 2026 · 10 AM – 3 PM · Ashland, VA
Annual fall car show hosted by the Muscle Car Club of Richmond in the Roses parking lot. $20 registration fee; judging ends at 2 PM. Classes include Muscle, New Muscle (Mopar/Ford/Chevy/Vette), Modified, Classic, Trucks, and Motorcycles. Supports the Antoine Gordon-Lawrence Brooks Memorial Scholarship (over $35,000 donated to date).
Oct
3
County Line Café & Mini Mall Cruise In
Oct 3, 2026 · Forest, VA
Regular cars and coffee / cruise-in gathering in Forest, VA, drawing classic cars, hot rods, and collector vehicles.
Oct
3
Car and Coffee at Northridge Cafe
Oct 3, 2026 · Staunton, VA
Regular cars and coffee / cruise-in gathering in Staunton, 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.