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Walking Events Calendar near Wading River 2026-2027

Monthly updates for Wading River

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Explore the top walking events near Wading River for 2026-2027! We've gathered 92 great walks in the area. Check out our detailed list below to find your next local walk.

November 2026
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..
A casual 2 Mile walk at the Branford Thanksgiving 5K event starting at Walsh Intermediate School, designed for all ages and abilities. The event uses a flat, scenic course through Route 146 and Pine Orchard Golf Course and includes pre and post r..
December 2026
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.
Walkers can join the 5K on the walk and bike path at Heckscher State Park in East Islip, with baby strollers and joggers permitted if they line up in the back. Bibs are provided for all and refreshments and post race snacks are available.
Walkers can choose 5K, 10K, or a 4 hour option on the 3.2 mile loop at Lake Mohegan, Fairfield CT. Trails are runnable and varied. Water at start finish for 4 hour and 10K; no on course aid for 5K and event is cupless.
May 2027
Walkers can follow the 5K course starting at The Mary Louis Academy in Queens, with a mapped route available online. Amenities for walkers include free finish line photos, live, text and email results, and in person or virtual bib pickup with per..
Walkers can choose an untimed John May Mile fitness walk or the 5K across the Peconic Landing campus in Greenport, NY. Strollers, baby joggers, rollerblades, skates and pets are not permitted on the course.
Walkers can use the single loop 5 km course around Brightwaters starting at Walker Beach; the 10 km option is for runners only. The road course runs along Montauk Highway with rolling closures, a dedicated bike area for locals, and bib pickup..
Walkers follow a fully marked 5K route at Belmont Lake State Park in West Babylon, NY, on park trails and roads. Hydration is available at the halfway mark and at the finish, and there is a parking fee upon park entry.
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