🇺🇸

Free listing till end of year — celebrating America's 250th birthday. Dealers & private sellers.

Claim offer

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

Jun

12

Car Show

Hunt Valley Horsepower

Jun 12, 2027 · Hunt Valley, MD

Car show in Hunt Valley, MD, featuring classic, custom, and collector vehicles on display.

Jun

13

Cruise Night

Cars & Coffee Ocean City

Jun 13, 2027 · Ocean City, MD

Regular cars and coffee / cruise-in gathering in Ocean City, MD, drawing classic cars, hot rods, and collector vehicles.

Jun

13

Cruise Night

Cars & Coffee @ Dunkin Donuts

Jun 13, 2027 · Salisbury, MD

Regular cars and coffee / cruise-in gathering in Salisbury, MD, drawing classic cars, hot rods, and collector vehicles.

Jun

13

Cruise Night

Annapolis Cars & Coffee

Jun 13, 2027 · Annapolis, MD

Regular cars and coffee / cruise-in gathering in Annapolis, MD, drawing classic cars, hot rods, and collector vehicles.

Jun

13

Cruise Night

EVs at Poolesville Cars & Coffee

Jun 13, 2027 · Poolesville, MD

Regular cars and coffee / cruise-in gathering in Poolesville, MD, drawing classic cars, hot rods, and collector vehicles.

Jun

13

Cruise Night

Cars and Coffee at the Coffee Beanery Ocean City

Jun 13, 2027 · Ocean City, MD

Regular cars and coffee / cruise-in gathering in Ocean City, MD, drawing classic cars, hot rods, and collector vehicles.

Jun

13

Cruise Night

Town Market Coffee & Cars

Jun 13, 2027 · Leonardtown, MD

Regular cars and coffee / cruise-in gathering in Leonardtown, MD, drawing classic cars, hot rods, and collector vehicles.

Jun

16

Car Show

Bring Your Wheels To Deale Car Show

Jun 16, 2027 · Deale, MD

Car show in Deale, MD, featuring classic, custom, and collector vehicles on display.

Jun

17

Cruise Night

Brunetti’s Saturday Night Cruise-In

Jun 17, 2027 · Mechanicsville, MD

Regular cars and coffee / cruise-in gathering in Mechanicsville, MD, drawing classic cars, hot rods, and collector vehicles.

Show past events →

Cars for sale near Maryland

Browse all listings →

Dates are subject to change. Verify with organizers before making travel arrangements. GarageCherries is not affiliated with any listed event.