Whether you’re a seasoned runner looking to sign up for a marathon or a novice jogger hoping to get your feet wet, Westchester has an array of races from which to choose. From April through June, local 5Ks and marathons are on the horizon. Sign up early to beat the race-day fees and allow yourself ample time to prepare.
John Jay Community 5K Trail Race
April 6 / Cross River
The John Jay Community 5K Trail Race begins on the lower fields of the John Jay High School campus and weaves through the wooded trails adjacent to the middle school and high school. The challenging and hilly trail run ends on the Contest Track & Field next to Route 121. For those who want to take the scenic route, the 4K Trail Walk is a noncompetitive walk through the main parts of the John Jay Community Trail and begins once the runners are in the woods.
37th Annual Rye Derby & Healthy Kids Day
April 27 / Rye
The Rye YMCA is partnering with one of Ireland’s foremost track and field athletes and former Rye resident Eammon Coghlan for a day of wellness and family fun. The Y’s biggest fundraiser of the year, the Rye Derby offers three races: 5 miles, 5 kilometers, and a 1-mile family fun run and walk through the town. Dedicated to building community and keeping kids active, the event offers something to do for everyone—at every age and skill level.
Dedicated to building community and keeping kids active, the Rye Derby & Healthy Kids Day offers something to do for everyone.
Mother’s Day 5K
May 11 / Yorktown Heights
For family bonding or for a morning to yourself, there’s the Yorktown’s Mother’s Day 5K.
While the race is for women only, boys under 19 are welcome in the tandem 2-mile walk that begins after the runners have started. First prize is a pair of running shoes, and the second-place winner will receive a signed copy of Lauren Fleshman’s Good for a Girl: A Woman Running in a Man’s World. Regardless of your race time, everyone is a winner at the end, greeted with a Taconic Road Runners Club wine glass and mimosas.
Rockwood Ramble 10K
June 7 / Sleepy Hollow
The historic Rockwood Hall, where William Rockefeller’s mansion once stood, is front and center for this scenic race through the trails of Rockefeller State Park Preserve. All proceeds benefit the maintenance of the park’s carriage road.
LUNG FORCE Walk Hudson Valley
June 14 / Purchase
Taking place at Manhattanville University, this walk supports the American Lung Association and its work to eliminate lung cancer and lung disease. Participants will walk the campus grounds during this late-summer event, which has already raised more than $37,000 to date.
Related: 10 Organizations for Families to Volunteer With Around Westchester
