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
Mar
26
Maryland Performance Specialties Presents 4th Friday Car Cruise At The Fop
Mar 26, 2027 · Middle River, MD
Car show in Middle River, MD, featuring classic, custom, and collector vehicles on display.
Mar
27
Hunt Valley Horsepower
Mar 27, 2027 · Hunt Valley, MD
Car show in Hunt Valley, MD, featuring classic, custom, and collector vehicles on display.
Mar
27
Cars, Bikes and Coffee
Mar 27, 2027 · Gaithersburg, MD
Regular cars and coffee / cruise-in gathering in Gaithersburg, MD, drawing classic cars, hot rods, and collector vehicles.
Mar
27
Thurmont Cruise-In Series
Mar 27, 2027 · Thurmont, MD
Regular cars and coffee / cruise-in gathering in Thurmont, MD, drawing classic cars, hot rods, and collector vehicles.
Mar
28
Church of The Holy Donut
Mar 28, 2027 · Burtonsville, MD
Car show in Burtonsville, MD, featuring classic, custom, and collector vehicles on display.
Mar
28
Car People & Friends @ Brunch
Mar 28, 2027 · Boonsboro, MD
Car show in Boonsboro, MD, featuring classic, custom, and collector vehicles on display.
Mar
28
ESSM- Beers & Gears Monthly Car Cruise!!
Mar 28, 2027 · Stevensville, MD
Car show in Stevensville, MD, featuring classic, custom, and collector vehicles on display.
Mar
28
EVs at Poolesville Cars & Coffee
Mar 28, 2027 · Poolesville, MD
Regular cars and coffee / cruise-in gathering in Poolesville, MD, drawing classic cars, hot rods, and collector vehicles.
Mar
28
Annapolis Cars & Coffee
Mar 28, 2027 · Annapolis, MD
Regular cars and coffee / cruise-in gathering in Annapolis, MD, drawing classic cars, hot rods, and collector vehicles.
Mar
28
Cars and Coffee at the Coffee Beanery Ocean City
Mar 28, 2027 · Ocean City, MD
Regular cars and coffee / cruise-in gathering in Ocean City, MD, drawing classic cars, hot rods, and collector vehicles.
Apr
4
Church of The Holy Donut
Apr 4, 2027 · Burtonsville, MD
Car show in Burtonsville, MD, featuring classic, custom, and collector vehicles on display.
Apr
4
Town Market Coffee & Cars
Apr 4, 2027 · Leonardtown, MD
Regular cars and coffee / cruise-in gathering in Leonardtown, MD, drawing classic cars, hot rods, and collector vehicles.
Apr
4
Salisbury Pit & Pub Weekly Cruise In
Apr 4, 2027 · Salisbury, MD
Regular cars and coffee / cruise-in gathering in Salisbury, MD, drawing classic cars, hot rods, and collector vehicles.
Apr
4
Annapolis Cars & Coffee
Apr 4, 2027 · Annapolis, MD
Regular cars and coffee / cruise-in gathering in Annapolis, MD, drawing classic cars, hot rods, and collector vehicles.
Apr
4
Cars and Coffee at the Coffee Beanery Ocean City
Apr 4, 2027 · Ocean City, MD
Regular cars and coffee / cruise-in gathering in Ocean City, MD, drawing classic cars, hot rods, and collector vehicles.
Apr
4
Thunderhead Cruise-In
Apr 4, 2027 · Taneytown, MD
Regular cars and coffee / cruise-in gathering in Taneytown, MD, drawing classic cars, hot rods, and collector vehicles.
Apr
17
Hunt Valley Horsepower
Apr 17, 2027 · Hunt Valley, MD
Car show in Hunt Valley, MD, featuring classic, custom, and collector vehicles on display.
Apr
17
Columbia Cruise Night
Apr 17, 2027 · Columbia, MD
Regular cars and coffee / cruise-in gathering in Columbia, MD, drawing classic cars, hot rods, and collector vehicles.
Apr
18
Town Market Coffee & Cars
Apr 18, 2027 · Leonardtown, MD
Regular cars and coffee / cruise-in gathering in Leonardtown, MD, drawing classic cars, hot rods, and collector vehicles.
Apr
18
Cars & Coffee Ocean City
Apr 18, 2027 · Ocean City, MD
Regular cars and coffee / cruise-in gathering in Ocean City, 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.