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Car Events in Leesburg, FL — 46 Upcoming Events | MotorEvents

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Car Events
Florida
Leesburg, FL

Car Events in Leesburg, FL

46 upcoming events

Event Categories

Cars & Coffee(35)Car Shows(11)

Thu, Jul 16, 2026·1:00 PM

Cool Cars Under the Stars

Leesburg, FL

Cool Cars Under the Stars

Thu, Jul 16, 2026

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Nearby Cities

Kissimmee, FL (228)Naples, FL (207)Tampa, FL (163)Jacksonville, FL (116)Venice, FL (109)Lakeland, FL (105)Bradenton, FL (94)Sanford, FL (94)

·6:30 PM

Cool Cars Under the Stars

Leesburg, FL · Great Chicago Fire Brewery & Eatery

Shifters and Shakes Cruise In

Sat, Jul 18, 2026 – Fri, Jul 17, 2026

Shifters and Shakes Cruise In

Leesburg, FL · Steak ‘n Shake (Leesburg)

Downtown Leesburg Third Thursdays Car Show

Thu, Jul 23, 2026·6:00 PM

Downtown Leesburg Third Thursdays Car Show

Leesburg, FL · 311 W Magnolia St

Downtown Leesburg Third Thursdays Car Show

Thu, Jul 30, 2026·6:00 PM

Downtown Leesburg Third Thursdays Car Show

Leesburg, FL · Great Chicago Fire Brewery & Eatery

Sat, Aug 8, 2026·1:00 PM

Leesburg Main Street Car Show

Leesburg, FL

Leesburg Classic Car Show

Sat, Aug 8, 2026·5:00 PM

Leesburg Classic Car Show

Leesburg, FL · Downtown Leesburg

Cool Cars Under the Stars

Thu, Aug 20, 2026·6:30 PM

Cool Cars Under the Stars

Leesburg, FL · Great Chicago Fire Brewery & Eatery

Shifters and Shakes Cruise In

Sat, Aug 22, 2026 – Fri, Aug 21, 2026

Shifters and Shakes Cruise In

Leesburg, FL · Steak ‘n Shake (Leesburg)

Downtown Leesburg Third Thursdays Car Show

Thu, Aug 27, 2026·6:00 PM

Downtown Leesburg Third Thursdays Car Show

Leesburg, FL · 311 W Magnolia St

Shifters and Shakes Cruise In

Sat, Aug 29, 2026 – Fri, Aug 28, 2026

Shifters and Shakes Cruise In

Leesburg, FL · Steak ‘n Shake (Leesburg)

Sat, Aug 29, 2026·1:00 PM

Gator Harley Davidson’s 5th Saturday Classic Car Show

Leesburg, FL

Leesburg Classic Car Show

Sat, Sep 12, 2026 – Sun, Sep 13, 2026·6:00 PM

Leesburg Classic Car Show

Leesburg, FL · Downtown Leesburg

Cool Cars Under the Stars

Thu, Sep 17, 2026·6:30 PM

Cool Cars Under the Stars

Leesburg, FL · Great Chicago Fire Brewery & Eatery

Downtown Leesburg Third Thursdays Car Show

Thu, Sep 24, 2026·6:00 PM

Downtown Leesburg Third Thursdays Car Show

Leesburg, FL · Great Chicago Fire Brewery & Eatery

Shifters and Shakes Cruise In

Sat, Sep 26, 2026 – Fri, Sep 25, 2026

Shifters and Shakes Cruise In

Leesburg, FL · Steak ‘n Shake (Leesburg)

Shifters and Shakes Cruise In

Sat, Oct 3, 2026 – Fri, Oct 2, 2026

Shifters and Shakes Cruise In

Leesburg, FL · Steak ‘n Shake (Leesburg)

Shifters and Shakes Cruise In

Sat, Oct 10, 2026 – Fri, Oct 9, 2026

Shifters and Shakes Cruise In

Leesburg, FL · Steak ‘n Shake (Leesburg)

Leesburg Classic Car Show

Sat, Oct 10, 2026 – Sun, Oct 11, 2026·6:00 PM

Leesburg Classic Car Show

Leesburg, FL · Downtown Leesburg

Cool Cars (& Trucks) Under the Stars

Thu, Oct 15, 2026·6:00 PM

Cool Cars (& Trucks) Under the Stars

Leesburg, FL · 311 W Magnolia St

Shifters and Shakes Cruise In

Sat, Oct 17, 2026 – Fri, Oct 16, 2026

Shifters and Shakes Cruise In

Leesburg, FL · Steak ‘n Shake (Leesburg)

Downtown Leesburg Third Thursdays Car Show

Thu, Oct 22, 2026·6:00 PM

Downtown Leesburg Third Thursdays Car Show

Leesburg, FL · Great Chicago Fire Brewery & Eatery

Leesburg Classic Car Show

Sat, Nov 14, 2026·6:00 PM

Leesburg Classic Car Show

Leesburg, FL · Downtown Leesburg

Cool Cars Under the Stars

Thu, Nov 19, 2026·6:30 PM

Cool Cars Under the Stars

Leesburg, FL · Great Chicago Fire Brewery & Eatery

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