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Walking Events Calendar near Holtsville 2026-2027

Monthly updates for Holtsville

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Explore the top walking events near Holtsville for 2026-2027! We've gathered 110 great walks in the area. Check out our detailed list below to find your next local walk.

October 2026
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 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..
Walkers can choose the 3.1 Miles course or the kids 0.5 Miles fun run; strollers are allowed. The off road mostly flat course at Hallock State Park passes beaches, vineyards, ponds and forests with sections of loose gravel and grass.
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..
Marked routes of 3+ miles, 2 miles and 1 mile run on sidewalks and welcome strollers and leashed pets. Routes start at Fowler Pavilion behind the library and go past Gulf Beach; roads stay open so walkers must follow street laws.
Walkers can complete the 5K course starting at 575 Vanderbilt Parkway, Dix Hills, NY 11746, with on site parking and extra nearby parking. Water, bathrooms and free finish line photos are provided, and walkers can get a personalized bib if regist..
December 2026
Walkers can use the 5K course that starts and finishes at Seaford High School in Seaford NY. The fast flat route has only four right turns, runs through the town and includes hot chocolate and bagels at the finish alongside the running races.
Walkers can complete the 5K out and back course starting at 10 Washington Parkway in Stratford along a flat scenic waterfront in the Lordship section. The family friendly route suits all abilities and collects new, unwrapped toy donations at bib..
Walkers can complete the 5K on forest trails at Roosevelt Forest, 700 Peters Lane, Stratford CT, following an off road wooded route that requires a little trail experience. The pavilion is the sole aid station; parking is limited and larger vehic..
January 2027
The event includes a 2 Miles walk in Milford, CT, held alongside the 5 Mile race. Route and terrain details will be announced later.
March 2027
Walkers can choose 5 km or a 1 mile family walk from Smithtown Elementary School in Smithtown. The relatively flat course runs through residential streets with police control, water stops and mile splits, and bib pickup is available before an..
Chip timed 5k on a two lap loop around Osprey's Dominion Vineyards in Peconic NY on cross country style terrain suitable for walkers. Walking is allowed; strollers are permitted but not recommended due to uneven ground.
Walkers follow the 2 Mile Run/Walk on Main St in Patchogue along town streets, with course details available. Packet and bib pickup is at West Ave and Main St by Blue Point Brewery, with suggested parking north of Main St or via Waverly Ave.
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