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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

Apr

18

Cruise Night

Cars & Coffee @ Dunkin Donuts

Apr 18, 2027 · Salisbury, MD

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

Apr

18

Cruise Night

Salisbury Pit & Pub Weekly Cruise In

Apr 18, 2027 · Salisbury, MD

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

Apr

18

Cruise Night

Cars and Coffee at the Coffee Beanery Ocean City

Apr 18, 2027 · Ocean City, MD

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

Apr

18

Car Show

Church of The Holy Donut

Apr 18, 2027 · Burtonsville, MD

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

Apr

21

Car Show

Bring Your Wheels To Deale Car Show

Apr 21, 2027 · Deale, MD

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

May

21

–May 23

Race

NHRA Potomac Nationals

May 21 – May 23, 2027 · Mechanicsville, MD

NHRA Potomac Nationals drag racing, May 21, 2027 to May 23, 2027, at Maryland International Raceway, Mechanicsville, MD. An NHRA national event on the 2027 NHRA Drag Racing Series schedule. Check the official NHRA schedule for tickets and times.

May

22

Cruise Night

Columbia Cruise Night

May 22, 2027 · Columbia, MD

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

May

22

Cruise Night

Cars, Bikes and Coffee

May 22, 2027 · Gaithersburg, MD

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

May

23

Car Show

Car People & Friends @ Brunch

May 23, 2027 · Boonsboro, MD

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

May

23

Cruise Night

Cars & Coffee Ocean City

May 23, 2027 · Ocean City, MD

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

May

23

Cruise Night

Cars & Coffee @ Dunkin Donuts

May 23, 2027 · Salisbury, MD

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

May

26

Car Show

Bring Your Wheels To Deale Car Show

May 26, 2027 · Deale, MD

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

May

28

Car Show

Maryland Performance Specialties Presents 4th Friday Car Cruise At The Fop

May 28, 2027 · Middle River, MD

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

Jun

5

Car Show

Hunt Valley Horsepower

Jun 5, 2027 · Hunt Valley, MD

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

Jun

6

Cruise Night

Cars and Coffee at the Coffee Beanery Ocean City

Jun 6, 2027 · Ocean City, MD

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

Jun

6

Car Show

Church of The Holy Donut

Jun 6, 2027 · Burtonsville, MD

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

Jun

6

Cruise Night

Annapolis Cars & Coffee

Jun 6, 2027 · Annapolis, MD

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

Jun

6

Cruise Night

Salisbury Pit & Pub Weekly Cruise In

Jun 6, 2027 · Salisbury, MD

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

Jun

12

Cruise Night

Hereford Zone Cruise In

Jun 12, 2027 · Parkton, MD

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

Jun

12

Cruise Night

Colonial Rodder’s Cruise-In’s

Jun 12, 2027 · Easton, MD

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

Show past events →

Cars for sale near Maryland

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