Westport
Walking Events Calendar near Westport 2026-2027
Monthly updates for Westport
Get new running races (and updates) in your inbox every month.
Explore the top walking events near Westport 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
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..
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.
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..
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 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 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 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..