GarageCherries
Delaware Car Shows & Events
Classic car shows, auctions, swap meets, and cruise nights in Delaware for 2026.
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Past Events
Sep
2
Cruise Night on Main Street Middletown
Sep 2, 2026 · 4:30 PM – 8 PM · Middletown, DE
Cruise Night on Main Street brings classic, custom and enthusiast vehicles into downtown Middletown for an evening automotive gathering on Main Street.
Sep
1
Meding's Seafood Tailgate Tuesday
Sep 1, 2026 · Milford, DE
Weekly Tuesday cruise-in at Meding's Seafood in Milford, Delaware, drawing classic cars, hot rods, and collector vehicles for a casual evening gathering.
Aug
29
Baila Con Dover Latin Festival Car Show
Aug 29, 2026 · Dover, DE
Car show held alongside the Baila Con Dover Latin Festival in Dover, Delaware, featuring classic and custom cars on display.
Aug
29
Fairgrounds Takeover Pt. 2
Aug 29, 2026 · Harrington, DE
Fairgrounds Takeover Pt. 2 brings a major car, truck and bike showcase to the Delaware State Fairgrounds, 18500 S. DuPont Highway in Harrington. The event combines custom vehicles, trucks and automotive culture with vendors and live entertainment.
Aug
29
Corvette Club of Northern DE Cruise Nights
Aug 29, 2026 · Delaware City, DE
Monthly cruise night hosted by the Corvette Club of Northern Delaware at Battery Park in Delaware City, open to Corvettes and other classic cars.
Aug
29
Cruisin' For Caffeine
Aug 29, 2026 · Newark, DE
Cars and coffee meetup at a Dunkin’ Donuts in Newark, Delaware, drawing local classic car and hot rod owners for a casual weekend cruise-in.
Aug
28
Ghost Ryderz Cars & Coffee
Aug 28, 2026 · Frankford, DE
Regular cars and coffee meetup hosted by the Ghost Ryderz Car Club at St. Georges UMC in Frankford, Delaware, open to classic and collector car owners.
Aug
25
Meding's Seafood Tailgate Tuesday
Aug 25, 2026 · Milford, DE
Weekly Tuesday cruise-in at Meding's Seafood in Milford, Delaware, drawing classic cars, hot rods, and collector vehicles for a casual evening gathering.
Aug
23
Delaware City Cruise Night
Aug 23, 2026 · 6 PM – 9 PM · Delaware City, DE
Delaware City Cruise Night at Kathy's Crab House, 107 5th Street. Bring out your classic, muscle, custom, collector or specialty vehicle for an evening cruise gathering along the Delaware City waterfront.
Aug
22
Harrington Heritage Day Car Show
Aug 22, 2026 · 9 AM – 2 PM · Harrington, DE
The Harrington Heritage Day Car Show returns as part of the community's annual Heritage Day celebration. Delaware Street Rods helps present a display of classic and enthusiast vehicles during a full day of downtown activities.
Aug
20
Del Rods Dover Motor Speedway Car Show
Aug 20 – Aug 21, 2026 · 8:30 AM – 5 PM · Dover, DE
Del Rods presents the Dover Motor Speedway Car Show at 1131 N. DuPont Highway in Dover. The event features hot rods, classics and vintage vehicles. Pre-registration is required and registered participants receive race-related benefits, trophies and dash plaques while supplies last.
Aug
15
Middletown Cars N Coffee
Aug 15, 2026 · 8 AM – 11 AM · Middletown, DE
Middletown Cars N Coffee brings local automotive enthusiasts together at Starbucks, 454 E. Main Street in Middletown. Classics, muscle cars, customs, exotics, imports, trucks and other enthusiast vehicles are welcome.
Aug
15
14th Annual Olde-Tyme Middletown Peach Festival Car Show
Aug 15, 2026 · 12 PM – 3 PM · Middletown, DE
The 14th Annual Olde-Tyme Middletown Peach Festival Car Show takes place at 300 S. Scott Street in Middletown. Presented in conjunction with the Middletown Peach Festival, the rain-or-shine show is open to all makes and models and features professionally judged vehicles.
Dates are subject to change. Verify with organizers before making travel arrangements. GarageCherries is not affiliated with any listed event.