5K races near Rhinebeck

Ryan's Run offers participants a choice: the Superhero 5K, the Villain 10K, or the free Kids Fun Run. Hosted by the Eastern Dutchess Road Runners Club in Pawling, New York, the children's race begins at 9:30 a.m., followed by the 5K and 10K at 10:00 a.m. The primary route is a 5K circuit within the Town and Village of Pawling; the Superhero 5K covers one circuit, and the Villain 10K covers two. The children's race follows a brief out-and-back path in the park. A comic-book theme adds to the enjoyment, with participants encouraged to wear costumes as heroes or villains. All funds raised support the Ryan McElroy Foundation.

The Little Guild Run & Wag 5K is an annual 5 km race held in Cornwall, Connecticut, starting at 27 Pine Street. The name highlights its unique feature: a running event that includes dogs alongside human participants competing for time. The Little Guild organizes this race, which follows a straightforward format: a local 5K designed for runners and their canine partners. Now in its thirteenth edition, it continues to be a recurring community event in Cornwall, known for its distinct animal-friendly focus.

The Salisbury Beast 5K is a fall run/walk in Salisbury, Connecticut, offering 5K and 10K distances. It takes place on a Sunday morning, beginning at Salisbury Town Hall on Main Street. The 5K course measures 5.0 km and features significant elevation changes, as noted in the race materials. The event accommodates both competitive runners and local participants enjoying a community race.

Leah's 5K Run/Walk and 1K Kids "Spooktacular" Fun Run is a Halloween running event in Wappingers Falls, New York. It provides a 5K for runners and walkers, and a 1K option for children, allowing families to participate together on race morning. The start is at 5 Van Wyck Lane in Wappingers Falls. The "Spooktacular" name gives the children's run its Halloween theme. The combination of a walk-friendly 5K with a 1K children's race suggests a local community event designed for parents, kids, casual runners, and those seeking a low-pressure race on October 31.

The Coach Mike Slinskey Memorial 5k is a trail race held at Bowdoin Park in Wappingers Falls, New York. The main 5k begins at 9:30 a.m. on a Sunday morning in November. A virtual 5k and a free 1-mile kids' race for runners 12 and under, starting at 9:15 a.m., are also part of the day's events. Grass Roots Running and the Mid-Hudson Road Runners Club organize this event to honor Mike Slinskey, a local Hudson Valley running figure with strong ties to the area’s running community. Following the 5k, participants can opt for the "Slinskey Surprise," a 400-meter sprint designed to challenge grit and leg speed after the trail race.

The Run Like The Wind, a Hudson Valley classic since 1983, starts and finishes at Aroma Thyme Bistro. The course follows the Shawangunk Mountains and includes a stretch on the resurfaced Rail Trail, offering shaded paths. Afterward, celebrate in the garden at Aroma Thyme with local craft beer, wine, and food. All ages and abilities are welcome, and proceeds support local food pantries and youth scholarships.