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.
May 2027
5K walk through gardens and trails at Planting Fields Arboretum in Oyster Bay. Registrants also have a 1/2 mile Kids Fun Run alongside the running races and access to free self guided tours, food trucks and finish line photos.
MS Health Walk is based at Lewisboro Library in South Salem on village and road courses with parking at the library and online course maps, held alongside the race events.
Walkers can choose the 5K or 1M course starting at Flint Park Playhouse in Larchmont, with a short tots course inside Flint Park. Routes feature live bands and free post race photos, and walkers should bring a refillable water bottle and expe..
The event offers a 5K walk on a course at Plainview Old Bethpage Middle School, available in person or as a virtual option with online time and photo uploads.
Walkers can use the 5K course at Centre Island Beach in Bayville, alongside the run; event is rain or shine with free finish photos and named bibs for early registrants.
Walkers can follow the 5K Levathon course in Old Westbury NY, enjoying a color finish alongside the run. Early registrants by May 5 receive a t shirt and walkers get live results and same day finish line photos.
Walkers follow a 5K course in Setauket NY; all 5K walkers receive a shirt and medal. Parking on Washington St, Harrison Ave and Walnut Beach; bib pickup one hour before and personalized bibs for registrations three weeks in advance.
Walk options 5K, 10K, 15K on looped course at Rockland Lake State Park Parking Lot #2, with start and finish at the same location alongside the running races.
Judged race walks over 5K and Half Marathon on a closed, internationally certified 1km circuit in Hauppauge at H. Lee Dennison County Executive Building. Finishers receive medals and live results plus free finish line photos.
Walkers can join the 5K course at Nissequogue River State Park along a scenic park route. Amenities include free food and beverages and a complimentary t shirt for pre registered participants, with entertainment alongside the running races.
June 2027
At Rockland Lake State Park, walkers can choose a flat, accessible 5K lake loop or a rugged 10K to Hook Mountain. The 5K is accessible with restrooms; the 10K is technical, 1,300 ft with cliffs and one aid station, no crew.
July 2027
Walkers can choose 1/2 mile, 5K or 10K routes starting at Suffolk County Police Department, 727 Veterans Memorial Highway Smithtown. Water stations at mile 2 and between miles 4 and 5 and the 10K is hilly between miles 3 and 4.