GarageCherries
Maryland Car Shows & Events
Classic car shows, auctions, swap meets, and cruise nights in Maryland for 2026.
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Past Events
Aug
29
Shops at Waldorf Center Classic Car Show with DMV Rods & Classic's Car Club
Aug 29, 2026 · Waldorf, MD
Car show in Waldorf, MD, featuring classic, custom, and collector vehicles on display.
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
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
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
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
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
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
Friday Cruise Nights
Aug 28, 2026 · glen burnie, MD
Car show in glen burnie, MD, featuring classic, custom, and collector vehicles on display.
Aug
23
But First, Coffee – Cars & Coffee Car Show
Aug 23, 2026 · Chesapeake Beach, MD
Regular cars and coffee / cruise-in gathering in Chesapeake Beach, MD, drawing classic cars, hot rods, and collector vehicles.
Aug
23
Car People & Friends @ Brunch
Aug 23, 2026 · Boonsboro, MD
Car show in Boonsboro, 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
Town Market 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
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
EVs at Poolesville Cars & Coffee
Aug 23, 2026 · Poolesville, MD
Regular cars and coffee / cruise-in gathering in Poolesville, 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.
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
Church of The Holy Donut
Aug 23, 2026 · Burtonsville, MD
Car show in Burtonsville, MD, featuring classic, custom, and collector vehicles on display.
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.
Dates are subject to change. Verify with organizers before making travel arrangements. GarageCherries is not affiliated with any listed event.