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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.

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Narrow the events below by city, ZIP, event type, or date.

Past Events

Oct

16

Car Show

Friday Cruise Nights

Oct 16, 2026 · glen burnie, MD

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

Oct

14

Car Show

Bring Your Wheels To Deale Car Show

Oct 14, 2026 · Deale, MD

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

Oct

11

Cruise Night

Salisbury Pit & Pub Weekly Cruise In

Oct 11, 2026 · Salisbury, MD

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

Oct

11

Cruise Night

Cars and Coffee at the Coffee Beanery Ocean City

Oct 11, 2026 · Ocean City, MD

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

Oct

11

Cruise Night

EVs at Poolesville Cars & Coffee

Oct 11, 2026 · Poolesville, MD

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

Oct

11

Car Show

Church of The Holy Donut

Oct 11, 2026 · Burtonsville, MD

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

Oct

10

Cruise Night

Lost 50’s Custom Car Club Of Maryland Cruise-Ins

Oct 10, 2026 · Linthicum, MD

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

Oct

10

Cruise Night

The Damascus Cars and Coffee

Oct 10, 2026 · Damascus, MD

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

Oct

10

Cruise Night

Benson-Hammond House Cruisin’

Oct 10, 2026 · Linthicum, MD

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

Oct

10

Car Show

Fall All-Mustang Car Show

Oct 10, 2026 · 10 AM – 2 PM · Ocean City, MD

The Mustang Club of Maryland presents its Fall All-Mustang Car Show at Dead Freddies, 105 64th Street in Ocean City. The Mustang-focused show runs from 10 AM to 2 PM during Endless Summer Cruisin' weekend.

Oct

10

Cruise Night

🚗💨☕️ Cars & Coffee at Deep Creek

Oct 10, 2026 · McHenry, MD

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

Oct

10

Cruise Night

Hereford Zone Cruise In

Oct 10, 2026 · Parkton, MD

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

Oct

10

Car Show

Hunt Valley Horsepower

Oct 10, 2026 · Hunt Valley, MD

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

Oct

9

Car Show

Street Survivors Friday Night Cruise-Ins

Oct 9, 2026 · Glen Burnie, MD

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

Oct

4

Cruise Night

Thunderhead Cruise-In

Oct 4, 2026 · Taneytown, MD

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

Oct

4

Cruise Night

Town Market Coffee & Cars

Oct 4, 2026 · Leonardtown, MD

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

Oct

4

Cruise Night

Cars & Coffee Car Show

Oct 4, 2026 · Leonardtown, MD

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

Oct

3

Car Show

Inaugural Salvation Army Car Show

Oct 3, 2026 · Germantown, MD

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

Oct

3

Car Show

Hunt Valley Horsepower

Oct 3, 2026 · Hunt Valley, MD

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

Oct

3

Cruise Night

Chesapeake Cars and Coffee

Oct 3, 2026 · Kent Narrows, MD

Regular cars and coffee / cruise-in gathering in Kent Narrows, 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.