Classic Car Cruise In By Gator Harley-Davidson
Leesburg, FL
Oct 31, 2026
Leesburg, FL Car Shows & Cruise-Ins
Find upcoming car shows, cruise-ins, Cars & Coffee events and other automotive events in Leesburg, Florida. Leesburg events are shown first, followed by nearby events within 25 miles.
17 upcoming events
Event listings last updated
Events Near Leesburg, FL
Car Shows in Leesburg
17 Shows
Saturday, October 31
Weekend
1 event
Thursday, November 19
2 events
Saturday, November 21
Weekend
1 event
Thursday, November 26
1 event
Thursday, December 17
2 events
Thursday, December 24
1 event
Thursday, January 21
1 event
Thursday, January 28
1 event
Thursday, February 18
1 event
Thursday, February 25
1 event
Thursday, March 18
1 event
Thursday, March 25
1 event
Thursday, April 15
1 event
Thursday, May 20
1 event
Thursday, June 17
1 event
Showing 17 of 17
Nearby Car Shows Within 25 Miles
57 Shows
Wednesday, March 3
1 event
Saturday, March 6
Weekend
1 event
Wednesday, March 10
1 event
Friday, March 12
Weekend
1 event
Saturday, March 13
Weekend
1 event
Wednesday, March 17
1 event
Wednesday, March 24
1 event
Wednesday, March 31
1 event
Saturday, April 10
Weekend
1 event
Saturday, May 8
Weekend
1 event
Saturday, June 12
Weekend
1 event
Saturday, July 10
Weekend
1 event
Saturday, August 14
Weekend
1 event
Saturday, September 11
Weekend
1 event
Saturday, October 9
Weekend
1 event
Saturday, November 13
Weekend
1 event
Saturday, December 11
Weekend
1 event
Showing 17 of 57
Car shows by month
Regular cruise-ins in Leesburg
Meets that run on the same schedule every month
Cool Cars (& Trucks) Under the Stars
Leesburg · Thursdays from 5:00 pm · 8 dates on the calendar
Downtown Leesburg Third Thursdays Car Show
Leesburg · Thursdays from 5:00 pm · 5 dates on the calendar
Great Chicago Fire Brewery Third Thursdays Car & Truck Show
Leesburg · Thursdays from 5:00 pm · 2 dates on the calendar