Roundtown Cruisers invites car enthusiasts and spectators to a free monthly cruise-in in Circleville. Held on the last Friday of the month from April through September, this community car event brings together classic cars, dash plaques for the first 50 cars, a 50/50 raffle, food, and entertainment.
Cruisers and spectators are welcome. The 50/50 drawing takes place at 7:45 p.m. There is no rain date, so guests are encouraged to follow Roundtown Cruisers on Facebook and Instagram for cancellation updates.
2026 dates include: April 24 May 29 June 26 July 31 August 28 September 25
This event is free to attend and offers a fun way to enjoy local car culture in Pickaway County throughout the season.
Uptown Circleville invites the community to kick off summer at First Friday on June 6. From food and shopping to classic cars and community fun, there’s something for everyone to enjoy during this monthly celebration in historic Downtown Circleville.
✨ Featured Activities: • Pieing with a Purpose – Local public figures will be pied to raise funds for Pickaway County Special Olympics. • Cruise-In Passport Challenge – Guests can pick up a passport at Uniquely Yours (122 N Court St) between 10 AM–7 PM or at the DJ booth from 5–7 PM, then visit participating businesses for a chance to win an Uptown Experience Gift Basket. • Historical DORA Walk – A one-hour guided tour with the Pickaway County Historical Society departs from Tootles Pumpkin Inn (117 E Main St) at 6:15 PM. Suggested donation: $5 or more.
Additional Fun Includes: • Food by Megabites Food Truck • Entertainment from Roundtown Radio • Car show presented by RoundTown Cruisers and sponsored by DeLong Insurance
Special thanks to First Friday sponsors: DeLong Insurance, Perfection One Collision Center, and Homeland Credit Union.
Rev up your evening with the Roundtown Cruisers Cruise-In, where classic cars and custom rides line the streets for an unforgettable night of automotive nostalgia! While you’re here, shop our amazing local businesses—many staying open late just for you!
Enjoy Circleville DORA all day as you stroll through Uptown, sipping your favorite beverages from participating establishments.
Make it a night of community, cars, and good vibes in the heart of Circleville!
First Fridays are sponsored by DeLong Insurance, Homeland Credit Union, and Uptown Circleville.
Join us for First Fridays in Uptown Circleville on Friday, June 7!
Shop our local businesses (some are open later for your convenience!), enjoy Circleville DORA all day, check out the Roundtown Cruisers Cruise-In, and catch a special performance from the Pumpkin Show Band! You won’t want to miss this!
A big thank you to our sponsor, Homeland Credit Union, for making this event possible!
This year’s First Friday Series is sponsored by Homeland Credit Union.
Uptown Circleville’s First Fridays Event Series, in collaboration with Roundtown Cruisers, returns from April to October. Featuring themed events like classic car displays and live music, it aims to drive foot traffic to local businesses. Participating businesses extending hours can capitalize on visitors exploring uptown post-work or kicking off weekends in the vibrant community.
This year’s First Friday Series is sponsored by Homeland Credit Union.
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