Smithtown
Walking Events Calendar near Smithtown 2026-2027
Monthly updates for Smithtown
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Explore the top walking events near Smithtown for 2026-2027! We've gathered 127 great walks in the area. Check out our detailed list below to find your next local walk.
October 2026
5K, 10K and Half Marathon walks start inside Heritage Park in Mount Sinai, NY; the 10K and Half Marathon use the North Shore Rail Trail for much of the route. In person bib pickup begins one hour before and personalized bibs require registr..
Community Empower Walk at Jones Beach Field 5 on Long Island runs alongside a 5K run and includes a resource fair and activity stations. Walkers take part in an organized walk and supportive community programming nearby.
Walkers take a scenic shaded 5K trail at Blydenburgh County Park on dirt roads and hard packed trails with a few sandy spots. Bathrooms are nearby, hydration is provided at the finish, and strollers and wagons are not permitted.
A family trail walk of 3.1 Miles starts and finishes at Gardiner County Park in Bay Shore, NY. A virtual Mile Mission lets walkers log miles outdoors or on a treadmill from Oct 1 to Oct 31 toward 26.2 Miles, alongside the in person races.
Walkers can follow the 5K course starting and finishing at the lower parking lot of Saint Anselm’s Church in Shoreham, partly along the North Shore Rail Trail. In person entries have shirts guaranteed for pre registration by September 14 and a fa..
Walk the 5K on scenic trails at Belmont Lake State Park on a stroller friendly, pet friendly course. Facilities include restrooms, parking and one water station, and walkers can receive a personalized bib if registered three weeks in advance.
Untimed 1.7 mi walk starts at Trumbull High School on the A House driveway near the big lot on a mostly flat route. Strollers and leashed dogs are allowed but dogs must start in back and bring a poop bag; walkers should carry their own water.
Walkers may take part in the in person 5K at Eisenhower Park Field House in East Meadow or choose a virtual 5K option. The course runs alongside the running races and the event is open to everyone.
Walkers can take part in the USATF certified 5K course through Patchogue starting at Shortfront Park, 49 Smith Street. The event offers in person and virtual options (virtual 10/24 to 11/1) with water stations and toilet facilities along the cour..
Walkers can take part in a family 5K walk at 1 Heckscher State Pkwy in East Islip NY. A virtual 5K option is offered alongside the run and proceeds support service dog programs for veterans, first responders and rescue animals.
Walkers can choose in person or virtual 5K on the USATF certified course at Heckscher State Park FIELD 1 in East Islip. In person walkers have bib pickup from event staff one hour before the event and free finish line photos; personalized bibs if r..
November 2026
Walkers are welcome on the 13.1 miles trail at Roosevelt Forest, 700 Peters Lane, Stratford CT, consisting of eight 1.64 mile wooded loops on marked singletrack and doubletrack with roots, rocks and rolling hills. Aid station and porta potties ar..
Walkers can choose a 5k course at Massapequa Park (1000 Lake Shore Drive) with a lakeside youth option of 3/4 mile around the lake. Bib pick up is available Friday at YES CCC or Saturday at Brady Park and day of registration is possible for a..