Town of Oyster Bay Supervisor's 5K

Lace up for the annual Town of Oyster Bay Supervisor's 5K, a cherished tradition set to take place on Saturday, October 17, 2026, in the picturesque hamlet of Oyster Bay, NY. This USATF Certified 5K event is renowned for its scenic and challenging course, winding directly through the heart of historic Oyster Bay. Runners consistently praise the engaging route, which offers a unique blend of community charm and an invigorating challenge.

As the official kickoff event for the much-anticipated Oyster Festival, the Supervisor's 5K promises an electrifying atmosphere, drawing hundreds of participants and spectators to the vibrant community. All entrants receive a commemorative sweatshirt, a classic keepsake to remember their achievement. Beyond the finish line, celebrate your accomplishment with awards for overall, age-group, and wheelchair categories, plus special recognition for Town of Oyster Bay residents. The race proudly supports the Life Enrichment Center at Oyster Bay, contributing to vital community services.

Typical race day conditions in mid-October offer ideal running weather, with highs around 65F and lows around 49F, and only an 11% chance of precipitation, ensuring a comfortable and enjoyable experience for all. The race starts and finishes conveniently by Townsend Square, near the Oyster Bay Community Center, making for easy access and a festive post-race environment.