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
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Past Events
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
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
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
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
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
22
Rally for the Wreaths
Aug 22, 2026 · 8 AM – 12 PM · Ellicott City, MD
Rally for the Wreaths takes place at Turf Valley Resort in Ellicott City from 8 AM to noon. The automotive fundraiser benefits Maryland veterans cemeteries and Wreaths Across America. The published rain date is August 23.
Aug
22
Glen Meadows Car Show
Aug 22, 2026 · 10 AM – 1 PM · Glen Arm, MD
The Glen Meadows Car Show takes place at 11630 Glen Arm Road in Glen Arm from 10 AM to 1 PM. The community automotive event is free to attend. The published rain date is August 29.
Aug
22
4th Annual Car, Truck, Jeep, Big Rigs & Motorcycle Show
Aug 22, 2026 · 8:30 AM – 3 PM · Frederick, MD
The 4th Annual Car, Truck, Jeep, Big Rigs & Motorcycle Show takes place at 9546 Liberty Road in Frederick. Hosted by Maryland Auto Detailing, the show welcomes cars, trucks, Jeeps, motorcycles and big rigs and includes awards, dash plaques, a 50/50 drawing, auction, door prizes, food and drinks. The rain date is September 5.
Aug
15
Moparty
Aug 15, 2026 · 2 PM – 6 PM · Aberdeen, MD
Moparty takes place at 700 S. Stepney Road in Aberdeen from 2 PM to 6 PM. The show field is dedicated to Mopar vehicles, with separate parking available for other makes.
Aug
15
Classic Car & Bike Show
Aug 15, 2026 · 10 AM – 2 PM · Berlin, MD
St. Paul's hosts a Classic Car & Bike Show at 405 Flower Street in Berlin. The show runs from 10 AM to 2 PM and welcomes classic cars and motorcycles. The published rain date is August 22.
Aug
15
Reese Volunteer Fire Company Car Show
Aug 15, 2026 · 9 AM – 3 PM · Westminster, MD
Reese Volunteer Fire Company hosts a rain-or-shine car show at the Reese Fire Company Carnival Grounds, 1745 Baltimore Boulevard in Westminster. The show runs from 9 AM to 3 PM and welcomes automotive enthusiasts for a community vehicle showcase.
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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.