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
2
New Kent Cruisers Cruise In
Oct 2, 2026 · New Kent, VA
Regular cars and coffee / cruise-in gathering in New Kent, VA, drawing classic cars, hot rods, and collector vehicles.
Oct
2
Lebanon Cruisers Cruise-In
Oct 2, 2026 · Lebanon, VA
Regular cars and coffee / cruise-in gathering in Lebanon, VA, drawing classic cars, hot rods, and collector vehicles.
Oct
2
Middle Peninsula Classic Cruisers Let’s Talk Cars Friday Night Cruise-In
Oct 2, 2026 · Gloucester, VA
Regular cars and coffee / cruise-in gathering in Gloucester, VA, drawing classic cars, hot rods, and collector vehicles.
Oct
2
Southern Knights Cruisers Inc. Chester Cruise Night
Oct 2, 2026 · Chester, VA
Regular cars and coffee / cruise-in gathering in Chester, VA, drawing classic cars, hot rods, and collector vehicles.
Oct
2
Northern Neck Region AACA Cruise-In Nights
Oct 2, 2026 · Montross, VA
Regular cars and coffee / cruise-in gathering in Montross, VA, drawing classic cars, hot rods, and collector vehicles.
Oct
2
NK Cruisers Cruise In
Oct 2, 2026 · New Kent, VA
Regular cars and coffee / cruise-in gathering in New Kent, VA, drawing classic cars, hot rods, and collector vehicles.
Oct
2
Smithfield Ruritan Cruise In Series
Oct 2, 2026 · Smithfield, VA
Regular cars and coffee / cruise-in gathering in Smithfield, VA, drawing classic cars, hot rods, and collector vehicles.
Oct
2
New River Valley Classic Cruisers Friday Night Cruise-In
Oct 2, 2026 · Radford, VA
Regular cars and coffee / cruise-in gathering in Radford, 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
Harvest & Horsepower First Annual Car Show
Oct 3, 2026 · North Dinwiddie, VA
First Annual Harvest & Horsepower Car Show at Red Barn Farm Dinwiddie. Live music, food, vendors, cash prizes, goodie bags, and dash plaques.
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
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
Western Loco Car Club Cruise-In
Oct 3, 2026 · Purcellville, VA
Regular cars and coffee / cruise-in gathering in Purcellville, VA, drawing classic cars, hot rods, and collector vehicles.
Oct
3
First Saturday Breakfast Cruise-In
Oct 3, 2026 · Colonial Heights, VA
Regular cars and coffee / cruise-in gathering in Colonial Heights, VA, drawing classic cars, hot rods, and collector vehicles.
Oct
3
Cars & Conversations 2026 2nd Annual Cruise In
Oct 3, 2026 · Petersburg, VA
Regular cars and coffee / cruise-in gathering in Petersburg, VA, drawing classic cars, hot rods, and collector vehicles.
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
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
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
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.
Dates are subject to change. Verify with organizers before making travel arrangements. GarageCherries is not affiliated with any listed event.