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
Jan
10
Annapolis Cars & Coffee
Jan 10, 2027 · Annapolis, MD
Regular cars and coffee / cruise-in gathering in Annapolis, MD, drawing classic cars, hot rods, and collector vehicles.
Jan
10
Church of The Holy Donut
Jan 10, 2027 · Burtonsville, MD
Car show in Burtonsville, MD, featuring classic, custom, and collector vehicles on display.
Jan
10
EVs at Poolesville Cars & Coffee
Jan 10, 2027 · Poolesville, MD
Regular cars and coffee / cruise-in gathering in Poolesville, MD, drawing classic cars, hot rods, and collector vehicles.
Jan
10
Town Market Coffee & Cars
Jan 10, 2027 · Leonardtown, MD
Regular cars and coffee / cruise-in gathering in Leonardtown, MD, drawing classic cars, hot rods, and collector vehicles.
Jan
13
Bring Your Wheels To Deale Car Show
Jan 13, 2027 · Deale, MD
Car show in Deale, MD, featuring classic, custom, and collector vehicles on display.
Jan
14
Brunetti’s Saturday Night Cruise-In
Jan 14, 2027 · Mechanicsville, MD
Regular cars and coffee / cruise-in gathering in Mechanicsville, MD, drawing classic cars, hot rods, and collector vehicles.
Jan
16
Columbia Cruise Night
Jan 16, 2027 · Columbia, MD
Regular cars and coffee / cruise-in gathering in Columbia, MD, drawing classic cars, hot rods, and collector vehicles.
Jan
16
Hunt Valley Horsepower
Jan 16, 2027 · Hunt Valley, MD
Car show in Hunt Valley, MD, featuring classic, custom, and collector vehicles on display.
Jan
17
Salisbury Pit & Pub Weekly Cruise In
Jan 17, 2027 · Salisbury, MD
Regular cars and coffee / cruise-in gathering in Salisbury, MD, drawing classic cars, hot rods, and collector vehicles.
Jan
17
Cars & Coffee @ Dunkin Donuts
Jan 17, 2027 · Salisbury, MD
Regular cars and coffee / cruise-in gathering in Salisbury, MD, drawing classic cars, hot rods, and collector vehicles.
Jan
17
Cars & Coffee Ocean City
Jan 17, 2027 · Ocean City, MD
Regular cars and coffee / cruise-in gathering in Ocean City, MD, drawing classic cars, hot rods, and collector vehicles.
Jan
24
Car People & Friends @ Brunch
Jan 24, 2027 · Boonsboro, MD
Car show in Boonsboro, MD, featuring classic, custom, and collector vehicles on display.
Jan
31
ESSM- Beers & Gears Monthly Car Cruise!!
Jan 31, 2027 · Stevensville, MD
Car show in Stevensville, MD, featuring classic, custom, and collector vehicles on display.
Feb
3
Bring Your Wheels To Deale Car Show
Feb 3, 2027 · Deale, MD
Car show in Deale, MD, featuring classic, custom, and collector vehicles on display.
Feb
7
Cars & Coffee @ Dunkin Donuts
Feb 7, 2027 · Salisbury, MD
Regular cars and coffee / cruise-in gathering in Salisbury, MD, drawing classic cars, hot rods, and collector vehicles.
Feb
7
Cars & Coffee Ocean City
Feb 7, 2027 · Ocean City, MD
Regular cars and coffee / cruise-in gathering in Ocean City, MD, drawing classic cars, hot rods, and collector vehicles.
Feb
13
Hunt Valley Horsepower (Cars & Coffee)
Feb 13, 2027 · Hunt Valley, MD
Regular cars and coffee / cruise-in gathering in Hunt Valley, MD, drawing classic cars, hot rods, and collector vehicles.
Feb
14
EVs at Poolesville Cars & Coffee
Feb 14, 2027 · Poolesville, MD
Regular cars and coffee / cruise-in gathering in Poolesville, MD, drawing classic cars, hot rods, and collector vehicles.
Feb
14
Salisbury Pit & Pub Weekly Cruise In
Feb 14, 2027 · Salisbury, MD
Regular cars and coffee / cruise-in gathering in Salisbury, MD, drawing classic cars, hot rods, and collector vehicles.
Feb
20
Columbia Cruise Night
Feb 20, 2027 · Columbia, MD
Regular cars and coffee / cruise-in gathering in Columbia, 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.