Weston
Walking Events Calendar near Weston 2026-2027
Monthly updates for Weston
Get new running races (and updates) in your inbox every month.
Explore the top walking events near Weston for 2026-2027! We've gathered 117 great walks in the area. Check out our detailed list below to find your next local walk.
May 2027
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.
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 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.
Walkers follow an out and back trail beginning and ending at King Road Fire House, crossing Broadway and two intersections, covering 5K with finish line photos and bib pickup.
Walkers follow the 5K course from First Responders Memorial Park and Ball Field in Islandia; stroller walk and kid's fun run options, free finish line photos and live results.
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.