FreeTue, Sep 15, 2026·5:00 PMCruise Night with Paradice Classic CruisersNew Milford, CT · Litchfield Crossings Panera BreadCruise Nights
Sep15FreeTue, Sep 15, 2026 – Wed, Sep 16, 2026·5:00 PMJoanna’s Restaurant Cruise NightSomers, CT · Joanna’s RestaurantCruise Nights
FreeTue, Sep 15, 2026 – Wed, Sep 16, 2026·5:00 PMSouthington Drive-In Tuesday Night Car CruiseSouthington, CT · The Original Southington Drive-InCar Shows
Sep15Tue, Sep 15, 2026 – Wed, Sep 16, 2026·5:00 PMJoanna’s Restaurant Classic Car ShowsSomers, CTCar Shows
Tue, Sep 15, 2026·6:00 PMLitchfield Crossings Tuesday CruiseNew Milford, CT · Panera Bread – New Milford, CT
Wed, Sep 16, 2026 – Thu, Sep 17, 2026·4:00 PMBeer Garden at Bart’s Wednesday Car ShowWindsor, CT · 55 Palisado AveCar Shows
Sep16Wed, Sep 16, 2026·4:30 PMFarmington Station Assisted Living Antique Auto & Classic Car ShowFarmington, CT · Farmington Station Assisted LivingCar Shows
FreeWed, Sep 16, 2026 – Thu, Sep 17, 2026·5:00 PMWednesday Night Car Show!Ludlow, CT · Vanished Valley Brewing CoCar Shows
FreeWed, Sep 16, 2026 – Thu, Sep 17, 2026·5:00 PMWednesday Night Cruise Night at Orem's DinerWilton, CT · Orem's DinerCruise Nights
FreeWed, Sep 16, 2026 – Thu, Sep 17, 2026·5:00 PMCruise Nights at the KNIGHTS Council 50Enfield, CT · KNIGHTS Council 50
Wed, Sep 16, 2026 – Thu, Sep 17, 2026·5:00 PMSouthington Drive-In Tuesday Night Car CruiseSouthington, CT · Southington Drive-In
Sep16Wed, Sep 16, 2026 – Thu, Sep 17, 2026·5:00 PMDa Andrea Restaurant Classic Car CruiseWestbrook, CT · Da Andrea RestaurantCar Shows
Thu, Sep 17, 2026Car Show at the Four Town Fair at 5 p.m. at 56 Egypt Road in Somers, CT. Entry $15 per car, which includes entry to the fair)Somers, CTCar Shows$15
FreeThu, Sep 17, 2026·3:00 PMCruise Night at Connecticut Valley BrewingSouth Windsor, CT · Connecticut Valley Brewing CompanyCruise Nights
Thu, Sep 17, 2026 – Fri, Sep 18, 2026·4:00 PMCruise Nights at Hops on the HillSouthbury, CT · Hops on the Hill Brewery
