GarageCherries
Maryland Car Shows & Events
Classic car shows, auctions, swap meets, and cruise nights in Maryland for 2026.
Browse cars for sale in Maryland →Get this weekend's car shows near you, every Thursday
Just your email and ZIP — shows within 50 miles, no account needed.
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Narrow the events below by city, ZIP, event type, or date.
Past Events
Aug
29
Thurmont Cruise-In Series
Aug 29, 2026 · Thurmont, MD
Regular cars and coffee / cruise-in gathering in Thurmont, 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
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
Lost 50’s Custom Car Club Of Maryland Cruise-Ins
Aug 29, 2026 · Linthicum, MD
Regular cars and coffee / cruise-in gathering in Linthicum, MD, drawing classic cars, hot rods, and collector vehicles.
Aug
29
Crab Feast
Aug 29, 2026 · Monrovia, MD
Regular cars and coffee / cruise-in gathering in Monrovia, MD, drawing classic cars, hot rods, and collector vehicles.
Aug
29
Hunt Valley Horsepower
Aug 29, 2026 · Hunt Valley, MD
Car show in Hunt Valley, MD, featuring classic, custom, and collector vehicles on display.
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
DVFC Car Show
Aug 29, 2026 · Darlington, MD
Car show in Darlington, MD, featuring classic, custom, and collector vehicles on display.
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
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
28
Friday Cruise Nights
Aug 28, 2026 · glen burnie, MD
Car show in glen burnie, MD, featuring classic, custom, and collector vehicles on display.
Aug
28
Maryland Performance Specialties Presents 4th Friday Car Cruise At The Fop
Aug 28, 2026 · Middle River, MD
Car show in Middle River, MD, featuring classic, custom, and collector vehicles on display.
Aug
28
Street Survivors Friday Night Cruise-Ins
Aug 28, 2026 · Glen Burnie, MD
Car show in Glen Burnie, MD, featuring classic, custom, and collector vehicles on display.
Aug
28
Street Survivors of Maryland Cruise Night
Aug 28, 2026 · Glen Burnie, MD
Regular cars and coffee / cruise-in gathering in Glen Burnie, MD, drawing classic cars, hot rods, and collector vehicles.
Aug
23
Cars & Coffee Car Show
Aug 23, 2026 · Leonardtown, MD
Regular cars and coffee / cruise-in gathering in Leonardtown, MD, drawing classic cars, hot rods, and collector vehicles.
Aug
23
Dunkin’ Cars & Coffee Westminster
Aug 23, 2026 · Westminster, MD
Car show in Westminster, MD, featuring classic, custom, and collector vehicles on display.
Aug
23
Cars and Coffee at the Coffee Beanery Ocean City
Aug 23, 2026 · Ocean City, MD
Regular cars and coffee / cruise-in gathering in Ocean City, MD, drawing classic cars, hot rods, and collector vehicles.
Aug
23
New Market Cars & Coffee (Adventure Park USA)
Aug 23, 2026 · Monrovia, MD
Regular cars and coffee / cruise-in gathering in Monrovia, MD, drawing classic cars, hot rods, and collector vehicles.
Aug
23
Downtown Leonardtown Coffee & Cars
Aug 23, 2026 · Leonardtown, MD
Regular cars and coffee / cruise-in gathering in Leonardtown, MD, drawing classic cars, hot rods, and collector vehicles.
Aug
23
Burtonsville Cars & Coffee (Church of the Holy Donut)
Aug 23, 2026 · Burtonsville, MD
Regular cars and coffee / cruise-in gathering in Burtonsville, MD, drawing classic cars, hot rods, and collector vehicles.
Browse Maryland car shows by city
Cars for sale near Maryland
2022 Porsche Macan
2019 Hyundai Kona SE
1980 Pontiac Firebird Formula
1966 Chevrolet Chevelle SS396
Dates are subject to change. Verify with organizers before making travel arrangements. GarageCherries is not affiliated with any listed event.