GarageCherries
Winter Park, FL Car Shows & Events 2026
Classic car shows, cruise-ins, swap meets, and auctions in Winter Park, Florida.
16 upcoming events in Winter Park
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 Winter Park
Nov
8
Cars & Coffee Winter Park
Nov 8, 2026 · Winter Park, FL
Car show in Winter Park, Florida, featuring classic, custom, and collector vehicles on display.
Nov
8
Orlando Cars & Coffee
Nov 8, 2026 · Winter Park, FL
Car show in Winter Park, Florida, featuring classic, custom, and collector vehicles on display.
Dec
13
Cars & Coffee Winter Park
Dec 13, 2026 · Winter Park, FL
Car show in Winter Park, Florida, featuring classic, custom, and collector vehicles on display.
Dec
13
Orlando Cars & Coffee
Dec 13, 2026 · Winter Park, FL
Car show in Winter Park, Florida, featuring classic, custom, and collector vehicles on display.
Jan
10
Orlando Cars & Coffee
Jan 10, 2027 · Winter Park, FL
Car show in Winter Park, Florida, featuring classic, custom, and collector vehicles on display.
Jan
10
Cars & Coffee Winter Park
Jan 10, 2027 · Winter Park, FL
Car show in Winter Park, Florida, featuring classic, custom, and collector vehicles on display.
Feb
14
Cars & Coffee Winter Park
Feb 14, 2027 · Winter Park, FL
Car show in Winter Park, Florida, featuring classic, custom, and collector vehicles on display.
Feb
14
Orlando Cars & Coffee
Feb 14, 2027 · Winter Park, FL
Car show in Winter Park, Florida, featuring classic, custom, and collector vehicles on display.
Mar
14
Cars & Coffee Winter Park
Mar 14, 2027 · Winter Park, FL
Car show in Winter Park, Florida, featuring classic, custom, and collector vehicles on display.
Mar
14
Orlando Cars & Coffee
Mar 14, 2027 · Winter Park, FL
Car show in Winter Park, Florida, featuring classic, custom, and collector vehicles on display.
Apr
11
Orlando Cars & Coffee
Apr 11, 2027 · Winter Park, FL
Car show in Winter Park, Florida, featuring classic, custom, and collector vehicles on display.
May
9
Orlando Cars & Coffee
May 9, 2027 · Winter Park, FL
Car show in Winter Park, Florida, featuring classic, custom, and collector vehicles on display.
Jun
13
Cars & Coffee Winter Park
Jun 13, 2027 · Winter Park, FL
Car show in Winter Park, Florida, featuring classic, custom, and collector vehicles on display.
Jun
13
Orlando Cars & Coffee
Jun 13, 2027 · Winter Park, FL
Car show in Winter Park, Florida, featuring classic, custom, and collector vehicles on display.
Jul
11
Orlando Cars & Coffee
Jul 11, 2027 · Winter Park, FL
Car show in Winter Park, Florida, featuring classic, custom, and collector vehicles on display.
Aug
8
Orlando Cars & Coffee
Aug 8, 2027 · Winter Park, FL
Car show in Winter Park, 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.