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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
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
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
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
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
23
Maryland Performance Specialties Presents 4th Friday Car Cruise At The Fop
Oct 23, 2026 · Middle River, MD
Car show in Middle River, MD, featuring classic, custom, and collector vehicles on display.
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 of Maryland Cruise Night
Oct 23, 2026 · Glen Burnie, MD
Regular cars and coffee / cruise-in gathering in Glen Burnie, MD, drawing classic cars, hot rods, and collector vehicles.
Oct
24
Benson-Hammond House Cruisin’
Oct 24, 2026 · Linthicum, MD
Regular cars and coffee / cruise-in gathering in Linthicum, MD, drawing classic cars, hot rods, and collector vehicles.
Oct
24
Cars, Bikes and Coffee
Oct 24, 2026 · Gaithersburg, MD
Regular cars and coffee / cruise-in gathering in Gaithersburg, MD, drawing classic cars, hot rods, and collector vehicles.
Oct
24
Hunt Valley Horsepower (Cars & Coffee)
Oct 24, 2026 · Hunt Valley, MD
Regular cars and coffee / cruise-in gathering in Hunt Valley, MD, drawing classic cars, hot rods, and collector vehicles.
Oct
24
Lost 50’s Custom Car Club Of Maryland Cruise-Ins
Oct 24, 2026 · Linthicum, MD
Regular cars and coffee / cruise-in gathering in Linthicum, MD, drawing classic cars, hot rods, and collector vehicles.
Oct
24
Mikey and Mel's
Oct 24, 2026 · Fulton, MD
Regular cars and coffee / cruise-in gathering in Fulton, MD, drawing classic cars, hot rods, and collector vehicles.
Oct
24
The Damascus Cars and Coffee
Oct 24, 2026 · Damascus, MD
Regular cars and coffee / cruise-in gathering in Damascus, MD, drawing classic cars, hot rods, and collector vehicles.
Oct
24
bELIeve 4th BASH 2026
Oct 24, 2026 · Rising Sun, MD
Car show in Rising Sun, MD, featuring classic, custom, and collector vehicles on display.
Oct
25
ESSM- Beers & Gears Monthly Car Cruise!!
Oct 25, 2026 · Stevensville, MD
Car show in Stevensville, MD, featuring classic, custom, and collector vehicles on display.
Oct
30
Street Survivors of Maryland Cruise Night
Oct 30, 2026 · Glen Burnie, MD
Regular cars and coffee / cruise-in gathering in Glen Burnie, MD, drawing classic cars, hot rods, and collector vehicles.
Oct
30
Street Survivors Friday Night Cruise-Ins
Oct 30, 2026 · Glen Burnie, MD
Car show in Glen Burnie, MD, featuring classic, custom, and collector vehicles on display.
Oct
31
Benson-Hammond House Cruisin’
Oct 31, 2026 · Linthicum, MD
Regular cars and coffee / cruise-in gathering in Linthicum, MD, drawing classic cars, hot rods, and collector vehicles.
Oct
31
Lost 50’s Custom Car Club Of Maryland Cruise-Ins
Oct 31, 2026 · Linthicum, MD
Regular cars and coffee / cruise-in gathering in Linthicum, MD, drawing classic cars, hot rods, and collector vehicles.
Nov
1
Thunderhead Cruise-In
Nov 1, 2026 · Taneytown, MD
Regular cars and coffee / cruise-in gathering in Taneytown, 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.