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Maryland Car Shows & Events
Classic car shows, auctions, swap meets, and cruise nights in Maryland for 2026.
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Featured Events
Oct
8
Endless Summer Cruisin'
Oct 8 – Oct 10, 2026 · Ocean City, MD
The 29th Annual Endless Summer Cruisin' takes place October 8-11 at the Ocean City Inlet and Roland E. Powell Convention Center. Thursday, Friday and Saturday show hours are 9 AM to 5 PM, while Sunday's Inlet show runs from 9 AM to 3 PM. The multi-day automotive celebration features rods, customs, classics, specialty vehicles, displays and cruising throughout Ocean City.
Oct
17
28th Mobtown Greaseball Hot Rod & Chopper Show
Oct 17, 2026 · 11 AM – 4 PM · Dundalk, MD
The 28th Mobtown Greaseball Hot Rod & Chopper Show takes place at American Legion Post 38, 3300 Dundalk Avenue. The show runs from 11 AM to 4 PM and focuses on traditional hot rods from 1972 and earlier and vintage-style motorcycles.
Oct
17
Rockville Antique and Classic Car Show
Oct 17, 2026 · 11 AM – 3:30 PM · Rockville, MD
The Rockville Antique and Classic Car Show takes place at Rockville Civic Center Park, 603 Edmonston Drive. The public show runs from 11 AM to 3:30 PM and brings together approximately 33 car clubs with antique, classic and collector automobiles ranging from historic marques to exotic vehicles.
Nov
8
Jerry's Fall Car Show
Nov 8, 2026 · 10 AM – 3 PM · Parkville, MD
Jerry's Chevrolet hosts its Fall Car Show in Parkville. The show runs from 10 AM to 3 PM with vehicle registration from 8 AM to 10:30 AM. All makes and models are welcome, with 44 classes and nine additional award categories. Awards begin at 3 PM.
Upcoming Events
Oct
3
Benson-Hammond House Cruisin’
Oct 3, 2026 · Linthicum, MD
Regular cars and coffee / cruise-in gathering in Linthicum, MD, drawing classic cars, hot rods, and collector vehicles.
Oct
3
Alyssa Richards Memorial Car & Bike Show
Oct 3, 2026 · 9 AM – 3 PM · Taneytown, MD
The Alyssa Richards Memorial Car & Bike Show takes place at Taneytown Memorial Park from 9 AM to 3 PM. Cars and motorcycles are welcome for the memorial automotive event. The published rain date is October 4.
Oct
3
Sun City Cruisers Sunfest Car Show
Oct 3, 2026 · Rising Sun, MD
Car show in Rising Sun, MD, featuring classic, custom, and collector vehicles on display.
Oct
3
Three Brothers Italian Restaurant Columbia Cruise Night
Oct 3, 2026 · Columbia, MD
Regular cars and coffee / cruise-in gathering in Columbia, MD, drawing classic cars, hot rods, and collector vehicles.
Oct
3
Chesapeake Cars and Coffee
Oct 3, 2026 · Kent Narrows, MD
Regular cars and coffee / cruise-in gathering in Kent Narrows, MD, drawing classic cars, hot rods, and collector vehicles.
Oct
3
Lost 50’s Custom Car Club Of Maryland Cruise-Ins
Oct 3, 2026 · Linthicum, MD
Regular cars and coffee / cruise-in gathering in Linthicum, MD, drawing classic cars, hot rods, and collector vehicles.
Oct
3
Hunt Valley Horsepower
Oct 3, 2026 · Hunt Valley, MD
Car show in Hunt Valley, MD, featuring classic, custom, and collector vehicles on display.
Oct
3
Kensington Car Show
Oct 3, 2026 · Kensington, MD
Car show in Kensington, MD, featuring classic, custom, and collector vehicles on display.
Oct
4
Town Market Coffee & Cars
Oct 4, 2026 · Leonardtown, MD
Regular cars and coffee / cruise-in gathering in Leonardtown, MD, drawing classic cars, hot rods, and collector vehicles.
Oct
4
Cars & Coffee Car Show
Oct 4, 2026 · Leonardtown, MD
Regular cars and coffee / cruise-in gathering in Leonardtown, MD, drawing classic cars, hot rods, and collector vehicles.
Oct
4
Thunderhead Cruise-In
Oct 4, 2026 · Taneytown, MD
Regular cars and coffee / cruise-in gathering in Taneytown, MD, drawing classic cars, hot rods, and collector vehicles.
Oct
9
Street Survivors Friday Night Cruise-Ins
Oct 9, 2026 · Glen Burnie, MD
Car show in Glen Burnie, MD, featuring classic, custom, and collector vehicles on display.
Oct
10
Hunt Valley Horsepower
Oct 10, 2026 · Hunt Valley, MD
Car show in Hunt Valley, MD, featuring classic, custom, and collector vehicles on display.
Oct
10
🚗💨☕️ Cars & Coffee at Deep Creek
Oct 10, 2026 · McHenry, MD
Regular cars and coffee / cruise-in gathering in McHenry, MD, drawing classic cars, hot rods, and collector vehicles.
Oct
10
Benson-Hammond House Cruisin’
Oct 10, 2026 · Linthicum, MD
Regular cars and coffee / cruise-in gathering in Linthicum, MD, drawing classic cars, hot rods, and collector vehicles.
Oct
10
Lost 50’s Custom Car Club Of Maryland Cruise-Ins
Oct 10, 2026 · Linthicum, MD
Regular cars and coffee / cruise-in gathering in Linthicum, MD, drawing classic cars, hot rods, and collector vehicles.
Oct
10
The Damascus Cars and Coffee
Oct 10, 2026 · Damascus, MD
Regular cars and coffee / cruise-in gathering in Damascus, MD, drawing classic cars, hot rods, and collector vehicles.
Oct
10
Hereford Zone Cruise In
Oct 10, 2026 · Parkton, MD
Regular cars and coffee / cruise-in gathering in Parkton, MD, drawing classic cars, hot rods, and collector vehicles.
Oct
10
Fall All-Mustang Car Show
Oct 10, 2026 · 10 AM – 2 PM · Ocean City, MD
The Mustang Club of Maryland presents its Fall All-Mustang Car Show at Dead Freddies, 105 64th Street in Ocean City. The Mustang-focused show runs from 10 AM to 2 PM during Endless Summer Cruisin' weekend.
Oct
11
Cars and Coffee at the Coffee Beanery Ocean City
Oct 11, 2026 · Ocean City, MD
Regular cars and coffee / cruise-in gathering in Ocean City, 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.