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Cars & Coffee & Caffeine & Convertibles & Classics & Roadsters & Rockets!
Regular cars and coffee / cruise-in gathering in Middlebury, VT, drawing classic cars, hot rods, and collector vehicles.
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Cars for sale near Vermont
FEATUREDExcellent1969 Oldsmobile Cutlass S Holiday Coupe W31
100 mi·Ram Rod 350CI V8·4-Spd
Beekman, NY
$84,500Coupe
1968 Chevrolet Camaro SS 454 Restomod Coupe
N/A·454CI Quest Racing·4-Spd
Hingham, MA
Call For PriceCoupe
1964 Cadillac Fleetwood Series 60 Special Sedan
N/A·429CI·Auto
Hingham, MA
Call For PriceSedan
2007 Ford Mustang Saleen - Parnelli Jones
N/A··Auto
Hingham, MA
$48,995Coupe
More Upcoming Events
Car Show
5th Annual Middlebury Car Show & Fall Festival
Sunday, October 11, 2026 · Middlebury, VT
Car Show
Island Ice Cream Car Meet
Tuesday, October 13, 2026 · Williston, VT
Cruise Night
Cars & Coffee - Manchester, Vermont
Saturday, October 24, 2026 · Manchester Center, VT
Dates are subject to change. Verify with organizers before making travel arrangements. GarageCherries is not affiliated with this event.