Wilton
Walking Events Calendar near Wilton 2026-2027
Monthly updates for Wilton
Get new running races (and updates) in your inbox every month.
Explore the top walking events near Wilton for 2026-2027! We've gathered 113 great walks in the area. Check out our detailed list below to find your next local walk.
December 2026
Walkers can do the 5K from 2900 Purchase Street in Purchase NY alongside the running races; participants receive a shirt, jingle bells and a medal.
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
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..
Walkers have up to 6 hours on the 2.3 miles loop at Roosevelt Forest, Stratford CT, on roots, rocks and rolling hills with a pavilion aid station, lap chip and food.
April 2027
Walkers can do the 10K from H.B. Mattlin Middle School in Plainview on suburban streets and rolling countryside. 5K split recorded, same day photos and bib pickup.
The 4k Jay Walk offers a 4 km non competitive route starting at the John Jay Middle School field that follows the wooded John Jay Community Trail. It skips the first out and back loop, starts after the 5k runners enter the woods, and finishes at..
Walkers complete the 5K (total 3.1 Miles) on campus sidewalks, starting and finishing at the Stony Brook Union Patio and following Circle Road and John S. Toll Drive
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 follow the 5K course at Caumsett State Park in Lloyd Harbor, with free park fees for entrants, snacks and a nutrition table, plus early and onsite bib pickup.
Walkers can complete a 5K on local streets starting and finishing at Oyster Bay Brewing Company parking lot with U turns and no strollers or pets allowed.
Walkers can join the 5K course starting at Huntington YMCA on Main Street, with on site bib pickup at the Pavilion and post event refreshments alongside the running races.
Walkers can join the 5K at Glen Cove High School, 150 Dosoris Lane, Glen Cove NY, on a mapped course alongside the running races. Pre race and day of bib pickup are available at the YMCA and at the high school, with post race refreshments and fir..
Walkers may lap a single and double track 2.2 mile loop with roots, rocks, rolling hills and 131 ft gain; pavilion aid and porta potties at 700 Peters Ln Stratford CT.