Stamford
Walking Events Calendar near Stamford 2026-2027
Monthly updates for Stamford
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Explore the top walking events near Stamford for 2026-2027! We've gathered 162 great walks in the area. Check out our detailed list below to find your next local walk.
October 2026
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 join the 5K, a relatively flat course through scenic Harrington Park starting at Harrington Park School, 191 Harriot Avenue. Water stations at Miles 1 and 2 and professional pre race stretching support walkers.
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.
Walkers can join the 5K in person at Croton Harmon High School, 36 Old Post Road South, then move up to Five Corners to line up for the start. A virtual 5K (3.1 Miles) is available between Oct 10 and 17, and the first 300 5K registrants g..
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 follow a 3.1 Miles Run/Walk course at Rockland Lake State Park, starting via the North Entrance near parking lot 1. Strollers are welcome, the park charges a $10 vehicle entrance fee and registration is online only.
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..
Walkers may follow the 3.1 mile course or the shorter 1.7 mile route from Mineola Lake through scenic cemetery paths with lakes and fall foliage. Water stations and restrooms are provided and the course is stroller and dog friendly.
November 2026
Walkers can choose 26.2 Miles or 13.1 Miles routes that start and finish at Rockwood Hall in the Rockefeller State Preserve. Routes follow wide groomed carriage roads and trails with no pavement or cars, pass rivers, forests and stone walls,..
Walkers follow a scenic 5K route in Riverside Park at 84th Street and Riverside Drive entrance. The rain or shine event provides a water station, refreshments, bag check, personalized bibs for early registrants, and free finish line photos.
Casual community stroll of 1 Mile starting at the Overpeck County Park Amphitheater on paved paths along the water. Families, retirees and leashed pets are welcome and proceeds support Habitat for Humanity of Bergen County.