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
Oct
23
Friday Cruise Nights
Oct 23, 2026 · glen burnie, MD
Car show in glen burnie, MD, featuring classic, custom, and collector vehicles on display.
Oct
23
Street Survivors Friday Night Cruise-Ins
Oct 23, 2026 · Glen Burnie, MD
Car show in Glen Burnie, MD, featuring classic, custom, and collector vehicles on display.
Oct
18
Cars & Coffee Car Show
Oct 18, 2026 · Leonardtown, MD
Regular cars and coffee / cruise-in gathering in Leonardtown, MD, drawing classic cars, hot rods, and collector vehicles.
Oct
18
Salisbury Pit & Pub Weekly Cruise In
Oct 18, 2026 · Salisbury, MD
Regular cars and coffee / cruise-in gathering in Salisbury, MD, drawing classic cars, hot rods, and collector vehicles.
Oct
18
Town Market Coffee & Cars
Oct 18, 2026 · Leonardtown, MD
Regular cars and coffee / cruise-in gathering in Leonardtown, MD, drawing classic cars, hot rods, and collector vehicles.
Oct
18
Cars and Coffee at the Coffee Beanery Ocean City
Oct 18, 2026 · Ocean City, MD
Regular cars and coffee / cruise-in gathering in Ocean City, MD, drawing classic cars, hot rods, and collector vehicles.
Oct
18
Cars & Coffee Ocean City
Oct 18, 2026 · Ocean City, MD
Regular cars and coffee / cruise-in gathering in Ocean City, MD, drawing classic cars, hot rods, and collector vehicles.
Oct
18
Cars & Coffee @ Dunkin Donuts
Oct 18, 2026 · Salisbury, MD
Regular cars and coffee / cruise-in gathering in Salisbury, MD, drawing classic cars, hot rods, and collector vehicles.
Oct
18
Paws & Pistons #6
Oct 18, 2026 · Hagerstown, MD
Regular cars and coffee / cruise-in gathering in Hagerstown, MD, drawing classic cars, hot rods, and collector vehicles.
Oct
18
Annapolis Cars & Coffee
Oct 18, 2026 · Annapolis, MD
Regular cars and coffee / cruise-in gathering in Annapolis, MD, drawing classic cars, hot rods, and collector vehicles.
Oct
17
The Damascus Cars and Coffee
Oct 17, 2026 · Damascus, MD
Regular cars and coffee / cruise-in gathering in Damascus, MD, drawing classic cars, hot rods, and collector vehicles.
Oct
17
Shops At Waldorf Center Classic Car/Bike/Truck Show
Oct 17, 2026 · Waldorf, MD
Car show in Waldorf, MD, featuring classic, custom, and collector vehicles on display.
Oct
17
Waldorf Classic Car Show Spooky Edition
Oct 17, 2026 · 12 PM – 6 PM · Waldorf, MD
The Waldorf Classic Car Show returns with its Spooky Edition at 2936 Festival Way in Waldorf. The Halloween-season automotive show runs from noon to 6 PM. The published rain date is October 24.
Oct
17
Benson-Hammond House Cruisin’
Oct 17, 2026 · Linthicum, MD
Regular cars and coffee / cruise-in gathering in Linthicum, MD, drawing classic cars, hot rods, and collector vehicles.
Oct
17
Lost 50’s Custom Car Club Of Maryland Cruise-Ins
Oct 17, 2026 · Linthicum, MD
Regular cars and coffee / cruise-in gathering in Linthicum, MD, drawing classic cars, hot rods, and collector vehicles.
Oct
17
Car Show at Essex Skypark
Oct 17, 2026 · Essex, MD
Car show in Essex, MD, featuring classic, custom, and collector vehicles on display.
Oct
17
Hunt Valley Horsepower
Oct 17, 2026 · Hunt Valley, MD
Car show in Hunt Valley, MD, featuring classic, custom, and collector vehicles on display.
Oct
17
Potomac Day Classic Car Show
Oct 17, 2026 · Potomac, MD
Car show in Potomac, MD, featuring classic, custom, and collector vehicles on display.
Oct
16
Friday Cruise Nights
Oct 16, 2026 · glen burnie, MD
Car show in glen burnie, MD, featuring classic, custom, and collector vehicles on display.
Oct
16
Street Survivors Friday Night Cruise-Ins
Oct 16, 2026 · Glen Burnie, MD
Car show in Glen Burnie, MD, featuring classic, custom, and collector vehicles on display.
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.