Roxbury
Walking Events Calendar near Roxbury 2026-2027
Monthly updates for Roxbury
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Explore the top walking events near Roxbury for 2026-2027! We've gathered 63 great walks in the area. Check out our detailed list below to find your next local walk.
April 2027
The 4k Jay Walk offers a 4 km non competitive route starting at the John Jay Middle School field that follows the wooded John Jay Community Trail. It skips the first out and back loop, starts after the 5k runners enter the woods, and finishes at..
Walkers can choose 5K, 10K, or a 4 hour option on the 3.2 mile loop at Lake Mohegan, Fairfield CT. Trails are runnable and varied. Water at start finish for 4 hour and 10K; no on course aid for 5K and event is cupless.
May 2027
The untimed Fun Run/Walk of 3.1 Miles follows the Shepaug River through Steep Rock Preserve with a gradual incline. It starts at 2 Tunnel Road, Washington Depot CT; walkers will not receive a race bib.