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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

Mar

26

Car Show

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

Mar 26, 2027 · Middle River, MD

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

Mar

27

Car Show

Hunt Valley Horsepower

Mar 27, 2027 · Hunt Valley, MD

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

Mar

27

Cruise Night

Cars, Bikes and Coffee

Mar 27, 2027 · Gaithersburg, MD

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

Mar

27

Cruise Night

Thurmont Cruise-In Series

Mar 27, 2027 · Thurmont, MD

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

Mar

28

Car Show

Church of The Holy Donut

Mar 28, 2027 · Burtonsville, MD

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

Mar

28

Car Show

Car People & Friends @ Brunch

Mar 28, 2027 · Boonsboro, MD

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

Mar

28

Car Show

ESSM- Beers & Gears Monthly Car Cruise!!

Mar 28, 2027 · Stevensville, MD

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

Mar

28

Cruise Night

EVs at Poolesville Cars & Coffee

Mar 28, 2027 · Poolesville, MD

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

Mar

28

Cruise Night

Annapolis Cars & Coffee

Mar 28, 2027 · Annapolis, MD

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

Mar

28

Cruise Night

Cars and Coffee at the Coffee Beanery Ocean City

Mar 28, 2027 · Ocean City, MD

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

Apr

4

Car Show

Church of The Holy Donut

Apr 4, 2027 · Burtonsville, MD

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

Apr

4

Cruise Night

Town Market Coffee & Cars

Apr 4, 2027 · Leonardtown, MD

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

Apr

4

Cruise Night

Salisbury Pit & Pub Weekly Cruise In

Apr 4, 2027 · Salisbury, MD

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

Apr

4

Cruise Night

Annapolis Cars & Coffee

Apr 4, 2027 · Annapolis, MD

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

Apr

4

Cruise Night

Cars and Coffee at the Coffee Beanery Ocean City

Apr 4, 2027 · Ocean City, MD

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

Apr

4

Cruise Night

Thunderhead Cruise-In

Apr 4, 2027 · Taneytown, MD

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

Apr

17

Car Show

Hunt Valley Horsepower

Apr 17, 2027 · Hunt Valley, MD

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

Apr

17

Cruise Night

Columbia Cruise Night

Apr 17, 2027 · Columbia, MD

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

Apr

18

Cruise Night

Town Market Coffee & Cars

Apr 18, 2027 · Leonardtown, MD

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

Apr

18

Cruise Night

Cars & Coffee 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.

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