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.
Filters
Narrow the events below by city, ZIP, event type, or date.
Upcoming Events
Nov
14
The Damascus Cars and Coffee
Nov 14, 2026 · Damascus, MD
Regular cars and coffee / cruise-in gathering in Damascus, MD, drawing classic cars, hot rods, and collector vehicles.
Nov
14
Hunt Valley Horsepower (Cars & Coffee)
Nov 14, 2026 · Hunt Valley, MD
Regular cars and coffee / cruise-in gathering in Hunt Valley, MD, drawing classic cars, hot rods, and collector vehicles.
Nov
21
New Member Party – Porsche Annapolis
Nov 21, 2026 · Annapolis, MD
Regular cars and coffee / cruise-in gathering in Annapolis, MD, drawing classic cars, hot rods, and collector vehicles.
Nov
21
Columbia Cruise Night
Nov 21, 2026 · Columbia, MD
Regular cars and coffee / cruise-in gathering in Columbia, MD, drawing classic cars, hot rods, and collector vehicles.
Nov
21
Hunt Valley Horsepower (Cars & Coffee)
Nov 21, 2026 · Hunt Valley, MD
Regular cars and coffee / cruise-in gathering in Hunt Valley, MD, drawing classic cars, hot rods, and collector vehicles.
Nov
22
EVs at Poolesville Cars & Coffee
Nov 22, 2026 · Poolesville, MD
Regular cars and coffee / cruise-in gathering in Poolesville, MD, drawing classic cars, hot rods, and collector vehicles.
Nov
22
Car People & Friends @ Brunch
Nov 22, 2026 · Boonsboro, MD
Car show in Boonsboro, MD, featuring classic, custom, and collector vehicles on display.
Nov
25
Bring Your Wheels To Deale Car Show
Nov 25, 2026 · Deale, MD
Car show in Deale, MD, featuring classic, custom, and collector vehicles on display.
Nov
29
ESSM- Beers & Gears Monthly Car Cruise!!
Nov 29, 2026 · Stevensville, MD
Car show in Stevensville, MD, featuring classic, custom, and collector vehicles on display.
Nov
29
Town Market Coffee & Cars
Nov 29, 2026 · Leonardtown, MD
Regular cars and coffee / cruise-in gathering in Leonardtown, MD, drawing classic cars, hot rods, and collector vehicles.
Dec
5
Linda’s Legacy Tour
Dec 5, 2026 · Cockeysville, MD
Regular cars and coffee / cruise-in gathering in Cockeysville, MD, drawing classic cars, hot rods, and collector vehicles.
Dec
13
EVs at Poolesville Cars & Coffee
Dec 13, 2026 · Poolesville, MD
Regular cars and coffee / cruise-in gathering in Poolesville, MD, drawing classic cars, hot rods, and collector vehicles.
Dec
13
Town Market Coffee & Cars
Dec 13, 2026 · Leonardtown, MD
Regular cars and coffee / cruise-in gathering in Leonardtown, MD, drawing classic cars, hot rods, and collector vehicles.
Dec
19
Hunt Valley Horsepower (Cars & Coffee)
Dec 19, 2026 · Hunt Valley, MD
Regular cars and coffee / cruise-in gathering in Hunt Valley, MD, drawing classic cars, hot rods, and collector vehicles.
Dec
20
Annapolis Cars & Coffee
Dec 20, 2026 · Annapolis, MD
Regular cars and coffee / cruise-in gathering in Annapolis, MD, drawing classic cars, hot rods, and collector vehicles.
Dec
25
Maryland Performance Specialties Presents 4th Friday Car Cruise At The Fop
Dec 25, 2026 · Middle River, MD
Car show in Middle River, MD, featuring classic, custom, and collector vehicles on display.
Dec
26
Hunt Valley Horsepower (Cars & Coffee)
Dec 26, 2026 · Hunt Valley, MD
Regular cars and coffee / cruise-in gathering in Hunt Valley, MD, drawing classic cars, hot rods, and collector vehicles.
Dec
26
Columbia Cruise Night
Dec 26, 2026 · Columbia, MD
Regular cars and coffee / cruise-in gathering in Columbia, MD, drawing classic cars, hot rods, and collector vehicles.
Dec
26
Cars, Bikes and Coffee
Dec 26, 2026 · Gaithersburg, MD
Regular cars and coffee / cruise-in gathering in Gaithersburg, MD, drawing classic cars, hot rods, and collector vehicles.
Dec
27
Thurmont Cruise-In Series
Dec 27, 2026 · Thurmont, MD
Regular cars and coffee / cruise-in gathering in Thurmont, MD, drawing classic cars, hot rods, and collector vehicles.
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.