5K races near Poughkeepsie

The Sugar Loaf 5K is a morning road race in the historic hamlet of Sugar Loaf, located in New York’s Hudson Valley. This is a local 5K designed for a broad range of participants; walkers and beginners can complete the distance, while regular runners will find enough gentle climbing to make it a worthwhile effort. The course follows country roads through the hamlet, with Sugar Loaf Mountain visible overhead. The terrain features a mix of flat sections and mild hills. The Sugar Loaf Community Foundation organizes the event, with proceeds benefiting infrastructure improvements within the hamlet. Following the race, participants and observers can explore the hamlet’s artisan shops, galleries, and restaurants, which are situated near the race venue.

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.

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 Cpl. Kyle Schneider Honor & Remember Hybrid Run/Walk honors those who have Served and remembers those who have Sacrificed. Participate in person at Van Buren Park or virtually. Proceeds support The Cpl. Kyle R. Schneider Foundation.

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.

The Moonlight 5K returns! This USATF-certified course is fast and flat, ideal for runners aiming for a PR. Walkers are welcome to move for a cause. Enjoy Housatonic River views while supporting The Ostomy Foundation. Held during New Milford Goat Days, with live music, food trucks, festivities, and fireworks.