Cruisin' the Square: West Main Edition Brings Classic Fun to Fredericktown

Fredericktown, Mo. (KFMO) - Get ready to roll through memory lane at Cruisin' the Square: West Main Edition on Saturday, June 21, 2025 from 4 p.m. to 9 p.m. in downtown Fredericktown.

Hosted by the Madison County Chamber of Commerce, the free community event invites car lovers of all kinds, whether you have a vintage ride or a modern muscle car, to cruise through the square and enjoy an evening filled with local charm. Chamber Executive Director Tessa Rehkop says the event is designed to recreate that nostalgic, small-town vibe many remember from their youth.

After the cruise, participants are encouraged to park downtown and explore Fredericktown’s local shops and restaurants.

To top off the evening, Blackbird Strut will take the stage for a LIVE outdoor performance on West Main Street, which will be closed to vehicle traffic during the concert.

Those attending are encouraged to bring lawn chairs and enjoy the free show. This event is open to the public and is part of the Chamber’s efforts to promote community pride and support local businesses.