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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Past Events
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
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
Sun City Cruisers Fall Show
Oct 3, 2026 · 10 AM – 2 PM · Rising Sun, MD
Sun City Cruisers hosts its Fall Show at American Legion Post 194, 338 E. Main Street in Rising Sun. The show runs from 10 AM to 2 PM.
Oct
3
Kensington Car Show
Oct 3, 2026 · Kensington, MD
Car show in Kensington, MD, featuring classic, custom, and collector vehicles on display.
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
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
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
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
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
Colonial Rodders All Cars and Truck Show
Oct 3, 2026 · Easton, MD
Car show in Easton, MD, featuring classic, custom, and collector vehicles on display.
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
2
Friday Cruise Nights
Oct 2, 2026 · glen burnie, MD
Car show in glen burnie, MD, featuring classic, custom, and collector vehicles on display.
Oct
2
Street Survivors Friday Night Cruise-Ins
Oct 2, 2026 · Glen Burnie, MD
Car show in Glen Burnie, MD, featuring classic, custom, and collector vehicles on display.
Oct
2
Street Survivors of Maryland Cruise Night
Oct 2, 2026 · Glen Burnie, MD
Regular cars and coffee / cruise-in gathering in Glen Burnie, MD, drawing classic cars, hot rods, and collector vehicles.
Oct
2
Kensington Car Show
Oct 2, 2026 · Kensington, MD
Car show in Kensington, MD, featuring classic, custom, and collector vehicles on display.
Sep
30
Bring Your Wheels To Deale Car Show
Sep 30, 2026 · Deale, MD
Car show in Deale, MD, featuring classic, custom, and collector vehicles on display.
Sep
29
Austin Healey Sports & Touring Club Encounter 2026
Sep 29, 2026 · Saint Michaels, MD
Car show in Saint Michaels, MD, featuring classic, custom, and collector vehicles on display.
Sep
28
Austin Healey Sports & Touring Club Encounter 2026
Sep 28, 2026 · Saint Michaels, MD
Car show in Saint Michaels, MD, featuring classic, custom, and collector vehicles on display.
Sep
27
Concours d’Elegance on Chesapeake Bay
Sep 27, 2026 · Chester, MD
Car show in Chester, MD, featuring classic, custom, and collector vehicles on display.
Sep
27
19th Annual St Michaels Concours d'Elegance
Sep 27, 2026 · Chester, MD
Car show in Chester, MD, featuring classic, custom, and collector vehicles on display.
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.