GarageCherries
Maryland Car Shows & Events
Classic car shows, auctions, swap meets, and cruise nights in Maryland for 2026.
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Past Events
Sep
5
Bel Forest Car Show
Sep 5, 2026 · 10 AM – 3 PM · Bel Air, MD
The Bel Forest Car Show takes place at 603 Vale Road in Bel Air from 10 AM to 3 PM and welcomes show and enthusiast vehicles.
Sep
5
Labor Day Weekend Car Show
Sep 5, 2026 · 9 AM – 2 PM · Edgewater, MD
Wheels From the Past presents a Labor Day Weekend Car Show at The Greene Turtle, 3213 Solomons Island Road in Edgewater. The show runs from 9 AM to 2 PM. The published rain date is September 6.
Sep
5
Three Brothers Italian Restaurant Columbia Cruise Night
Sep 5, 2026 · Columbia, MD
Regular cars and coffee / cruise-in gathering in Columbia, MD, drawing classic cars, hot rods, and collector vehicles.
Sep
5
25th Anniversary Car Show
Sep 5, 2026 · Whiteford, MD
Car show in Whiteford, MD, featuring classic, custom, and collector vehicles on display.
Sep
5
Hunt Valley Horsepower (Cars & Coffee)
Sep 5, 2026 · Hunt Valley, MD
Regular cars and coffee / cruise-in gathering in Hunt Valley, MD, drawing classic cars, hot rods, and collector vehicles.
Sep
5
Benson-Hammond House Cruisin’
Sep 5, 2026 · Linthicum, MD
Regular cars and coffee / cruise-in gathering in Linthicum, MD, drawing classic cars, hot rods, and collector vehicles.
Sep
5
Southern Maryland Wreath Rally
Sep 5, 2026 · 8 AM – 12 PM · California, MD
The Southern Maryland Wreath Rally takes place at The Greene Turtle in California from 8 AM to noon. The automotive fundraiser benefits Cheltenham Veterans Cemetery and supports the Wreaths Across America mission. The published rain date is September 19.
Sep
4
Friday Cruise Nights
Sep 4, 2026 · glen burnie, MD
Car show in glen burnie, MD, featuring classic, custom, and collector vehicles on display.
Sep
4
Street Survivors of Maryland Cruise Night
Sep 4, 2026 · Glen Burnie, MD
Regular cars and coffee / cruise-in gathering in Glen Burnie, MD, drawing classic cars, hot rods, and collector vehicles.
Sep
3
Western Maryland Street Rod Round Up
Sep 3 – Sep 5, 2026 · Cumberland, MD
Car show in Cumberland, MD, featuring classic, custom, and collector vehicles on display.
Aug
30
CPSC Summer Saab Cookout
Aug 30, 2026 · Thurmont, MD
Regular cars and coffee / cruise-in gathering in Thurmont, MD, drawing classic cars, hot rods, and collector vehicles.
Aug
30
ESSM- Beers & Gears Monthly Car Cruise!!
Aug 30, 2026 · Stevensville, MD
Car show in Stevensville, MD, featuring classic, custom, and collector vehicles on display.
Aug
29
Community & Cars - Car, Truck, & Motorcycle Show
Aug 29, 2026 · Edgewater, MD
Regular cars and coffee / cruise-in gathering in Edgewater, MD, drawing classic cars, hot rods, and collector vehicles.
Aug
29
DVFC Car Show
Aug 29, 2026 · Darlington, MD
Car show in Darlington, MD, featuring classic, custom, and collector vehicles on display.
Aug
29
Shops At Waldorf Center Classic Car/Bike/Truck Show
Aug 29, 2026 · Waldorf, MD
Car show in Waldorf, MD, featuring classic, custom, and collector vehicles on display.
Aug
29
Three Brothers Italian Restaurant Columbia Cruise Night
Aug 29, 2026 · Columbia, MD
Regular cars and coffee / cruise-in gathering in Columbia, MD, drawing classic cars, hot rods, and collector vehicles.
Aug
29
John Wesley UMC 13th Annual Car, Truck & Bike Show
Aug 29, 2026 · Annapolis, MD
Regular cars and coffee / cruise-in gathering in Annapolis, MD, drawing classic cars, hot rods, and collector vehicles.
Aug
29
Columbia Cruise Night
Aug 29, 2026 · Columbia, MD
Regular cars and coffee / cruise-in gathering in Columbia, MD, drawing classic cars, hot rods, and collector vehicles.
Aug
29
Waldorf Classic Car Show
Aug 29, 2026 · 9 AM – 3 PM · Waldorf, MD
The Waldorf Classic Car Show takes place at 2936 Festival Way in Waldorf from 9 AM to 3 PM. Classic, custom and enthusiast vehicles are featured. The published rain date is September 5.
Aug
29
Benson-Hammond House Cruisin’
Aug 29, 2026 · Linthicum, MD
Regular cars and coffee / cruise-in gathering in Linthicum, MD, 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.