GarageCherries
Longwood, FL Car Shows & Events 2026
Classic car shows, cruise-ins, swap meets, and auctions in Longwood, Florida.
12 upcoming events in Longwood
Browse cars for sale in Florida →Get this weekend's car shows near you, every Thursday
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Upcoming Events in Longwood
Oct
25
Post Time Sunday Night Cruise
Oct 25, 2026 · Longwood, FL
Regular cars and coffee / cruise-in gathering in Longwood, Florida, drawing classic cars, hot rods, and collector vehicles.
Nov
14
Downtown Longwood Cruise In
Nov 14, 2026 · Longwood, FL
Regular cars and coffee / cruise-in gathering in Longwood, Florida, drawing classic cars, hot rods, and collector vehicles.
Nov
29
Post Time Sunday Night Cruise
Nov 29, 2026 · Longwood, FL
Regular cars and coffee / cruise-in gathering in Longwood, Florida, drawing classic cars, hot rods, and collector vehicles.
Dec
12
Downtown Longwood Cruise In
Dec 12, 2026 · Longwood, FL
Regular cars and coffee / cruise-in gathering in Longwood, Florida, drawing classic cars, hot rods, and collector vehicles.
Dec
27
Post Time Sunday Night Cruise
Dec 27, 2026 · Longwood, FL
Regular cars and coffee / cruise-in gathering in Longwood, Florida, drawing classic cars, hot rods, and collector vehicles.
Jan
9
Downtown Longwood Cruise In
Jan 9, 2027 · Longwood, FL
Regular cars and coffee / cruise-in gathering in Longwood, Florida, drawing classic cars, hot rods, and collector vehicles.
Jan
31
Post Time Sunday Night Cruise
Jan 31, 2027 · Longwood, FL
Regular cars and coffee / cruise-in gathering in Longwood, Florida, drawing classic cars, hot rods, and collector vehicles.
Feb
13
Downtown Longwood Cruise In
Feb 13, 2027 · Longwood, FL
Regular cars and coffee / cruise-in gathering in Longwood, Florida, drawing classic cars, hot rods, and collector vehicles.
Feb
28
Post Time Sunday Night Cruise
Feb 28, 2027 · Longwood, FL
Regular cars and coffee / cruise-in gathering in Longwood, Florida, drawing classic cars, hot rods, and collector vehicles.
Mar
13
Downtown Longwood Cruise In
Mar 13, 2027 · Longwood, FL
Regular cars and coffee / cruise-in gathering in Longwood, Florida, drawing classic cars, hot rods, and collector vehicles.
Mar
28
Post Time Sunday Night Cruise
Mar 28, 2027 · Longwood, FL
Regular cars and coffee / cruise-in gathering in Longwood, Florida, drawing classic cars, hot rods, and collector vehicles.
Jun
12
Downtown Longwood Cruise In
Jun 12, 2027 · Longwood, FL
Regular cars and coffee / cruise-in gathering in Longwood, Florida, drawing classic cars, hot rods, and collector vehicles.
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.