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Walking Events Calendar near Mount Sinai 2026-2027

Monthly updates for Mount Sinai

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Explore the top walking events near Mount Sinai for 2026-2027! We've gathered 107 great walks in the area. Check out our detailed list below to find your next local walk.

The event offers a 3K walk at Wakeman Boys & Girls Club, Southport, CT, sharing the 5K course for the first half mile before turning south onto Westway. The route is not chip timed, has no awards, and all turns are well marked.
October 2026
Walkers can choose the 10K or 5K courses beginning and ending at Bay Shore Marina Park. Routes run through historic Bay Shore and Brightwaters, passing lakes, cascades and canals with views of Fire Island and the Great South Bay.
Walkers can choose 26.2M 50K 50M 100K or 100 Miles on a 2.5 mile loop at Roosevelt Forest, 700 Peters Lane, Stratford CT, over roots, rocks and rolling hills. The pavilion is the aid station with day and night hydration and snacks and pink..
5K, 10K and Half Marathon walks start inside Heritage Park in Mount Sinai, NY; the 10K and Half Marathon use the North Shore Rail Trail for much of the route. In person bib pickup begins one hour before and personalized bibs require registr..
A family trail walk of 3.1 Miles starts and finishes at Gardiner County Park in Bay Shore, NY. A virtual Mile Mission lets walkers log miles outdoors or on a treadmill from Oct 1 to Oct 31 toward 26.2 Miles, alongside the in person races.
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