St. James 5 Mile Challenge and 5K Fun Run/Walk

Get ready for an exhilarating day of running and community spirit at the St. James 5 Mile Challenge and 5K Fun Run/Walk, set to take place on Saturday, May 9, 2026, in the picturesque town of St. James, NY. This event offers both a demanding 5-mile course for competitive runners and a shorter, family-friendly 5K Fun Run/Walk, ensuring there's a distance for everyone. Beyond the personal challenge, participants will be supporting a noble cause, as proceeds benefit Ronald McDonald House Charities New York Metro's capital campaign to build a new $34 million Ronald McDonald House at Stony Brook Children's Hospital, providing a "home away from home" for families of critically ill children.

The St. James 5 Mile Challenge is renowned as a "doozie" with a course designed to test your limits. Runners will face an initial uphill climb, followed by three miles of rolling hills winding through the scenic village of Head of the Harbor. The signature feature of this race is the "iconic Cordwood Path," a steep half-mile incline that demands strategic pacing. Conquer this climb, and you'll be rewarded with a flat and fast finish to celebrate your achievement. The scenic route offers beautiful views around St. James Harbor on Long Island's rolling North Shore.

For those seeking a more relaxed experience or a delightful outing with friends and family, the 5K Fun Run/Walk provides a shorter route through the charming surroundings. Packet pickup on race day will be at Deepwells Farm (2 Taylor Ln., St James), with the race start line located at the bottom of Harbor Hill Road. Typical race day conditions in early May feature comfortable highs around 67°F and lows around 50°F, with only a 15% chance of precipitation, making for ideal running weather. Join hundreds of fellow participants in an event that combines fitness, breathtaking scenery, and a profound commitment to helping families in need.