GarageCherries
Leesburg, FL Car Shows & Events 2026
Classic car shows, cruise-ins, swap meets, and auctions in Leesburg, Florida.
28 upcoming events in Leesburg
Browse cars for sale in Florida →Get this weekend's car shows near you, every Thursday
Just your email and ZIP — shows within 50 miles, no account needed.
Upcoming Events in Leesburg
Mar
18
Cool Cars Under the Stars
Mar 18, 2027 · Leesburg, FL
Car show in Leesburg, Florida, featuring classic, custom, and collector vehicles on display.
Mar
25
Downtown Leesburg Third Thursdays Car Show
Mar 25, 2027 · Leesburg, FL
Car show in Leesburg, Florida, featuring classic, custom, and collector vehicles on display.
Apr
15
Cool Cars Under the Stars
Apr 15, 2027 · Leesburg, FL
Car show in Leesburg, Florida, featuring classic, custom, and collector vehicles on display.
May
20
Cool Cars Under the Stars
May 20, 2027 · Leesburg, FL
Car show in Leesburg, Florida, featuring classic, custom, and collector vehicles on display.
May
27
Downtown Leesburg Third Thursdays Car Show
May 27, 2027 · Leesburg, FL
Car show in Leesburg, Florida, featuring classic, custom, and collector vehicles on display.
Jun
5
Shifters and Shakes Cruise In
Jun 5, 2027 · Leesburg, FL
Regular cars and coffee / cruise-in gathering in Leesburg, Florida, drawing classic cars, hot rods, and collector vehicles.
Jun
12
Leesburg Classic Car Show
Jun 12, 2027 · Leesburg, FL
Regular cars and coffee / cruise-in gathering in Leesburg, Florida, drawing classic cars, hot rods, and collector vehicles.
Jun
17
Cool Cars Under the Stars
Jun 17, 2027 · Leesburg, FL
Car show in Leesburg, Florida, featuring classic, custom, and collector vehicles on display.
Car Shows in Nearby Cities
Cars for sale in Florida
2023 Ford Mustang Mach 1
1932 Ford Roadster
1985 Buick Riviera Coupe
1932 Ford Hi-Boy
Dates are subject to change. Verify with organizers before making travel arrangements. GarageCherries is not affiliated with any listed event.