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.
Upcoming Events
Dec
27
ESSM- Beers & Gears Monthly Car Cruise!!
Dec 27, 2026 · Stevensville, MD
Car show in Stevensville, MD, featuring classic, custom, and collector vehicles on display.
Dec
27
Cars & Coffee @ Dunkin Donuts
Dec 27, 2026 · Salisbury, MD
Regular cars and coffee / cruise-in gathering in Salisbury, MD, drawing classic cars, hot rods, and collector vehicles.
Dec
27
Town Market Coffee & Cars
Dec 27, 2026 · Leonardtown, MD
Regular cars and coffee / cruise-in gathering in Leonardtown, MD, drawing classic cars, hot rods, and collector vehicles.
Dec
27
Car People & Friends @ Brunch
Dec 27, 2026 · Boonsboro, MD
Car show in Boonsboro, MD, featuring classic, custom, and collector vehicles on display.
Dec
27
Thurmont Cruise-In Series
Dec 27, 2026 · Thurmont, MD
Regular cars and coffee / cruise-in gathering in Thurmont, MD, drawing classic cars, hot rods, and collector vehicles.
Dec
30
Bring Your Wheels To Deale Car Show
Dec 30, 2026 · Deale, MD
Car show in Deale, MD, featuring classic, custom, and collector vehicles on display.
Jan
3
Annapolis Cars & Coffee
Jan 3, 2027 · Annapolis, MD
Regular cars and coffee / cruise-in gathering in Annapolis, MD, drawing classic cars, hot rods, and collector vehicles.
Jan
3
Cars and Coffee at the Coffee Beanery Ocean City
Jan 3, 2027 · Ocean City, MD
Regular cars and coffee / cruise-in gathering in Ocean City, MD, drawing classic cars, hot rods, and collector vehicles.
Jan
3
Cars & Coffee @ Dunkin Donuts
Jan 3, 2027 · Salisbury, MD
Regular cars and coffee / cruise-in gathering in Salisbury, MD, drawing classic cars, hot rods, and collector vehicles.
Jan
3
Thunderhead Cruise-In
Jan 3, 2027 · Taneytown, MD
Regular cars and coffee / cruise-in gathering in Taneytown, MD, drawing classic cars, hot rods, and collector vehicles.
Jan
3
Cars & Coffee Ocean City
Jan 3, 2027 · Ocean City, MD
Regular cars and coffee / cruise-in gathering in Ocean City, MD, drawing classic cars, hot rods, and collector vehicles.
Jan
3
Church of The Holy Donut
Jan 3, 2027 · Burtonsville, MD
Car show in Burtonsville, MD, featuring classic, custom, and collector vehicles on display.
Jan
9
Columbia Cruise Night
Jan 9, 2027 · Columbia, MD
Regular cars and coffee / cruise-in gathering in Columbia, MD, drawing classic cars, hot rods, and collector vehicles.
Jan
9
Hereford Zone Cruise In
Jan 9, 2027 · Parkton, MD
Regular cars and coffee / cruise-in gathering in Parkton, MD, drawing classic cars, hot rods, and collector vehicles.
Jan
9
Colonial Rodder’s Cruise-In’s
Jan 9, 2027 · Easton, MD
Regular cars and coffee / cruise-in gathering in Easton, MD, drawing classic cars, hot rods, and collector vehicles.
Jan
9
Hunt Valley Horsepower
Jan 9, 2027 · Hunt Valley, MD
Car show in Hunt Valley, MD, featuring classic, custom, and collector vehicles on display.
Jan
10
Salisbury Pit & Pub Weekly Cruise In
Jan 10, 2027 · Salisbury, MD
Regular cars and coffee / cruise-in gathering in Salisbury, MD, drawing classic cars, hot rods, and collector vehicles.
Jan
10
Annapolis Cars & Coffee
Jan 10, 2027 · Annapolis, MD
Regular cars and coffee / cruise-in gathering in Annapolis, MD, drawing classic cars, hot rods, and collector vehicles.
Jan
10
Cars and Coffee at the Coffee Beanery Ocean City
Jan 10, 2027 · Ocean City, MD
Regular cars and coffee / cruise-in gathering in Ocean City, MD, drawing classic cars, hot rods, and collector vehicles.
Jan
10
Cars & Coffee @ Dunkin Donuts
Jan 10, 2027 · Salisbury, MD
Regular cars and coffee / cruise-in gathering in Salisbury, 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.