FreeFri, Oct 16, 2026·5:00 PMTrantolo & Trantolo Presents: Cruisin’ @ CT Golf LandVernon, CT · CT Golf LandCruise Nights
FreeSat, Oct 17, 2026·3:00 PMThe Bristol Auto Club LTD Cruise NightBristol, CT · Bristol Auto ClubCruise Nights
Oct17Sat, Oct 17, 2026 – Sun, Oct 18, 2026·5:00 PMBill's Doo-Wop Drive In Weekly Car CruiseMonroe, CT · Bill’s Drive InCar Shows
Sat, Oct 17, 2026·5:00 PMBill's Doo-Wop Drive In Weekly Car CruiseMonroe, CT · Bill’s Drive InCar Shows
Oct18FreeSun, Oct 18, 2026Four Seasons Classic Car Club Fall Classic Cars & CoffeeAnsonia, CTCars Coffee
Sun, Oct 18, 2026SCDA- Thompson Speedway- Track Day- October 18, 2026Thompson, CT · Thompson Speedway Motorsports ParkTrack Days$50
FreeSun, Oct 18, 2026 – Mon, Oct 19, 2026·8:00 AMOct. 18: Rural County Roads Coffee Run – Departs Newtown, CTNewtown, CT · Dunkin DonutsCar Clubs
FreeSun, Oct 18, 2026·9:00 AMCars and Coffee at the BirdhouseSouth Windsor, CT · Birdhouse CoffeeCars Coffee
Oct18FreeSun, Oct 18, 2026·10:00 AMCaffeine & OctaneGlastonbury, CT · Starbucks (Glastonbury)Cars Coffee
FreeMon, Oct 19, 2026·4:00 PMCruise Night – Open CruiseSouth Windsor, CT · South WindsorCruise Nights
FreeMon, Oct 19, 2026·5:00 PMHlobik’s Cars, Trucks & Bikes – Monday Night Car ShowWillington, CT · Hilltop Restaurant Bar & BanquetCar Shows
FreeMon, Oct 19, 2026·6:00 PMLenny Incandella Memorial Cruise NightWillimantic, CT · Willimantic Elks LodgeCruise Nights
Tue, Oct 20, 2026Track Night 2026: Thompson Speedway Motorsports Park - October 20Thompson, CTRacing Events
FreeTue, Oct 20, 2026 – Wed, Oct 21, 2026·5:00 PMDock34 Cruise NightSeymour, CT · Dock 34Cruise Nights
