Castle to River Run

On Sunday, October 25th, 2026, runners and walkers will gather for the Castle to River Run in Cold Spring, New York. This annual race is not only an athletic challenge but also a celebration of nature and community spirit. The event features both half marathon and 5k distances, with all proceeds benefiting local recreational programs through Friends of Philipstown Recreation.
The centerpiece of this year's run is the half marathon course that winds its way through the breathtaking Hudson Highlands State Park. Runners will navigate single-track trails, double tracks, dirt roads, and a few paved sections as they make their way to Osborn Castle. The castle driveway offers an intimate view of the historic structure, but runners are reminded to respect private property by adhering strictly to designated routes.
The 5k course is equally scenic yet more accessible for families with its route tracing part of Benedict Arnold's escape path down to the Hudson River and back. This flat-to-rolling terrain provides a mix of dirt trails and grassy paths, making it suitable for all skill levels including hikers and walkers.
A special highlight awaits young participants in the form of a 3/4-mile kids fun run held on the grounds of Philipstown Recreation Center. The race day registration desk opens at 7:30 am with start times scheduled accordingly—9:00 am for the half marathon, 9:45 am for the 5k, and 10:30 am for the children's event.
Registration fees vary based on timing; early bird discounts are available until July 31st. Active military personnel, veterans, and first responders receive a significant discount when registering online. Race day registration is also an option but comes with higher costs due to limited availability.
Participants in both races will enjoy fall foliage and picturesque views along the way. The half marathon features one aid station at miles 5.5 and 8, offering essential hydration and light snacks. No cut-off times are enforced for the shorter distances, allowing a relaxed pace for families and casual runners alike.
Parking is conveniently located near the starting line on Glenclyffe Road in Garrison, where volunteers will direct attendees to designated areas. Race day registration remains open until race start but early sign-up ensures entry into the guaranteed t-shirt sizes program.
Join this year's Castle to River Run to support local recreation and experience the beauty of Hudson Valley firsthand.