Pleasantville
Walking Events Calendar near Pleasantville 2026-2027
Monthly updates for Pleasantville
Get new running races (and updates) in your inbox every month.
Explore the top walking events near Pleasantville for 2026-2027! We've gathered 135 great walks in the area. Check out our detailed list below to find your next local walk.
May 2027
5K walk through gardens and trails at Planting Fields Arboretum in Oyster Bay. Registrants also have a 1/2 mile Kids Fun Run alongside the running races and access to free self guided tours, food trucks and finish line photos.
MS Health Walk is based at Lewisboro Library in South Salem on village and road courses with parking at the library and online course maps, held alongside the race events.
Walkers can join the 5K course starting at 189th St and Radnor Rd adjacent to PS 178 in Jamaica Estates, Queens. Amenities relevant to walkers include T shirts, free water and fruit, musical entertainment and bib pickup the evening before or on r..
Walkers can choose the 5K or 1M course starting at Flint Park Playhouse in Larchmont, with a short tots course inside Flint Park. Routes feature live bands and free post race photos, and walkers should bring a refillable water bottle and expe..
Walkers use a 5K course at Walter Gladwin Park, meeting at the top of the hill opposite 535 East Tremont Avenue, with water, nearby bathroom, bib pickup and free finish line photos.
Walkers can use the 5K course at Centre Island Beach in Bayville, alongside the run; event is rain or shine with free finish photos and named bibs for early registrants.
Walkers can follow the 5K Levathon course in Old Westbury NY, enjoying a color finish alongside the run. Early registrants by May 5 receive a t shirt and walkers get live results and same day finish line photos.
Walk options 5K, 10K, 15K on looped course at Rockland Lake State Park Parking Lot #2, with start and finish at the same location alongside the running races.
June 2027
At Rockland Lake State Park, walkers can choose a flat, accessible 5K lake loop or a rugged 10K to Hook Mountain. The 5K is accessible with restrooms; the 10K is technical, 1,300 ft with cliffs and one aid station, no crew.
Walkers can take the 5K course starting at Flower Hill Village Park at Bonnie Heights and Searingtown Rd in Manhasset, NY. On-site bib pickup with self-lookup is available, personalized bibs if registered three weeks in advance, and free finish l..
Untimed 2mi walk on a USATF certified course in New Hyde Park, held alongside the 5K race. A free children's fun run takes place in the park after the event and walkers can pick up bibs early at the New Hyde Park packet pickup location.
July 2027
Walkers can complete 5K or 5 Mile routes in Forest Park Queens on certified out and back courses, with bathrooms nearby, finish line hydration and refreshments, and virtual options.
Walkers follow the 5K course on the scenic Randall's Island Greenway from Flagpole Plaza, with official chip timing, free finish line photos and a finisher medal. Bib pickup is available at Harlem Haberdashery and on race morning, and the event r..
Walkers can follow the 5K course in Van Cortlandt Park starting near the tortoise and hare statue on park trails, with medals, shirts, refreshments and free finish photos.