Westport
Walking Events Calendar near Westport 2026-2027
Monthly updates for Westport
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Explore the top walking events near Westport for 2026-2027! We've gathered 160 great walks in the area. Check out our detailed list below to find your next local walk.
May 2027
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 take part in the 5K course starting at Great South Bay YMCA in Bay Shore, with post-race refreshments and awards alongside the running races.
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.
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
Walkers follow the 5K course at Belmont Lake State Park along the lakeside picnic area, with free finish line photos and personalized bibs if registered three weeks in advance.
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 use the 2.2 Mile trail course at Gardiner County Park in Bay Shore, NY. Starts are staggered with walkers and walkers with dogs following runners, dogs must be on a 6' leash, parking is limited and there is a water stop at about the 1 mil..
Walkers follow a 5K course starting on John Street 1000 feet east of Miller Avenue, finishing at bottom of Southgate; bib pickup at Tesla Science Center prev day, race morning.
Walkers can take the 5K course starting at Flower Hill Village Park at Bonnie Heights and Searingtown Rd in Manhasset, NY. On-site bib pickup with self-lookup is available, personalized bibs if registered three weeks in advance, and free finish l..
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.
Walkers can choose 4 Mile or Half Marathon routes around the lake starting on Ocean Ave, with parking at Ronkonkoma Train Station, bag drop, porta potties every 1.5 miles and water every mile.
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.
Walkers can follow a USATF certified 5 kilometers course through the tree lined streets of Farmingdale, starting and finishing at Farmingdale High School track in South Farmingdale. The course finishes on the track and includes two water stations..
Walkers can join the 5K Run/Walk in Brightwaters NY on a USATF certified course alongside runners, with postrace refreshments, a food truck and an after party at Walker Beach.