GarageCherries
Middletown, NY Car Shows & Events 2026
Classic car shows, cruise-ins, swap meets, and auctions in Middletown, New York.
6 upcoming events in Middletown
Browse cars for sale in New York →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 Middletown
Oct
24
Mustang Club of Orange County Saturday Night Car Cruise In
Oct 24, 2026 · Middletown, NY
Regular cars and coffee / cruise-in gathering in Middletown, NY, drawing classic cars, hot rods, and collector vehicles.
Oct
31
MCOC 2nd & 4th Saturday Night Car Cruise In Season Opener
Oct 31, 2026 · Middletown, NY
Regular cars and coffee / cruise-in gathering in Middletown, NY, drawing classic cars, hot rods, and collector vehicles.
Oct
31
Mustang Club of Orange County Saturday Night Car Cruise In
Oct 31, 2026 · Middletown, NY
Regular cars and coffee / cruise-in gathering in Middletown, NY, drawing classic cars, hot rods, and collector vehicles.
Jan
9
MCOC 2nd & 4th Saturday Night Car Cruise In Season Opener
Jan 9, 2027 · Middletown, NY
Regular cars and coffee / cruise-in gathering in Middletown, NY, drawing classic cars, hot rods, and collector vehicles.
Mar
13
MCOC 2nd & 4th Saturday Night Car Cruise In Season Opener
Mar 13, 2027 · Middletown, NY
Regular cars and coffee / cruise-in gathering in Middletown, NY, drawing classic cars, hot rods, and collector vehicles.
Jun
12
MCOC 2nd & 4th Saturday Night Car Cruise In Season Opener
Jun 12, 2027 · Middletown, NY
Regular cars and coffee / cruise-in gathering in Middletown, NY, drawing classic cars, hot rods, and collector vehicles.
Car Shows in Nearby Cities
Cars for sale in New York
FEATUREDExcellent1969 Oldsmobile Cutlass S Holiday Coupe W31
Project1986 Alfa Romeo Graduate
Excellent1969 Chevrolet Chevelle SS
Excellent1977 Oldsmobile 98
Dates are subject to change. Verify with organizers before making travel arrangements. GarageCherries is not affiliated with any listed event.