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.
Past Events
Nov
8
Annapolis Cars & Coffee
Nov 8, 2026 · Annapolis, MD
Regular cars and coffee / cruise-in gathering in Annapolis, MD, drawing classic cars, hot rods, and collector vehicles.
Nov
8
Church of The Holy Donut
Nov 8, 2026 · Burtonsville, MD
Car show in Burtonsville, MD, featuring classic, custom, and collector vehicles on display.
Nov
7
Chesapeake Cars and Coffee
Nov 7, 2026 · Kent Narrows, MD
Regular cars and coffee / cruise-in gathering in Kent Narrows, MD, drawing classic cars, hot rods, and collector vehicles.
Nov
7
Historic Stevensville Classic Car Show
Nov 7, 2026 · 10 AM – 3 PM · Stevensville, MD
The Historic Stevensville Classic Car Show takes place at 325 Main Street in historic Stevensville. The show runs from 10 AM to 3 PM and brings classic and collector vehicles to the historic district.
Nov
1
2026 Galena Lions Club Annual Car Show
Nov 1, 2026 · 10 AM – 2 PM · Massey, MD
A car show at Massey Air Museum. 10 AM to 2 PM. Entry: $20 registration. Organized by the Lions Club of Galena.
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.
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.
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
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
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
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
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
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
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
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 Friday Night Cruise-Ins
Oct 23, 2026 · Glen Burnie, MD
Car show in Glen Burnie, 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.