Downtown Drive
Annual City Cruise-In Returns Friday
This year’s cruise-in takes place Friday in downtown Jamestown hosted by My Chautauqua and Wicked Warren’s. Photos courtesy Jamestown Cruise-In Facebook page
Cars entered in the 2025 Jamestown Cruise-In are pictured on North Main Street, Jamestown. This year’s cruise-in takes place Friday in downtown Jamestown hosted by My Chautauqua and Wicked Warren’s.
This year’s cruise-in takes place Friday in downtown Jamestown hosted by My Chautauqua and Wicked Warren’s. Photos courtesy Jamestown Cruise-In Facebook page
Cars entered in the 2025 Jamestown Cruise-In are pictured on North Main Street, Jamestown. This year’s cruise-in takes place Friday in downtown Jamestown hosted by My Chautauqua and Wicked Warren’s.
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The streets of downtown Jamestown will once again come alive with the sights and sounds of classic automobiles as the 33rd Annual Jamestown Cruise-In returns on Friday, Aug. 14, from 5 to 9 p.m.
Hosted by
My Chautauqua and Wicked Warren’s, the Cruise-In has become one of the region’s premier automotive events, attracting hundreds of classic cars, hot rods, muscle cars, trucks and custom vehicles while drawing thousands of spectators from across Western New York and Northwestern Pennsylvania.
Admission is free for spectators. In addition to classic vehicles, the event also includes live music, local food vendors and interactive activities throughout the evening.
Event organizers have announced Aspire of WNY as this year’s charity recipient. Aspire of WNY has served individuals with developmental disabilities and behavioral health needs for decades, providing programs and services that empower people to live more independent and fulfilling lives.
During the event, a 50/50 giveaway will be held with half of the proceeds awarded to one winner, while the remaining half will be divided among the top three finishers in the People’s Choice competition. Voting for the People's Choice Award will be decided digitally, with votes cast using smart phones. Each registered vehicle will display a windshield card featuring a unique QRcode, allowing visitors to scan the code and vote for their favorite ride.
Owners of classic cars, hot rods, muscle cars, trucks, and specialty vehicles are encouraged to register early. Registration opens at 3 p.m. Friday at Spring and Third streets, Jamestown. Day-of registration is $15, cash only. The first 150 registered vehicles will receive an exclusive Cruise-In 2026 commemorative keepsake magnet, available while supplies last.
Sponsors include Cummins, Emmick Collision Services, First Place Auto Glass, Lifted, Ridouts Heating & Cooling, Terminal Collision and Alliance Advisory Group.
"The Jamestown Cruise-In is about much more than classic cars,” organizers said. “It’s an opportunity to bring our community together, showcase downtown Jamestown, support local businesses, and raise money for a deserving local charity. Every year the event continues to grow, and we’re excited to welcome everyone back for another fantastic evening.”
For event information, sponsorship opportunities, and registration, visit cruiseinjtny.com