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Walking Events Calendar near Redding 2026-2027

Monthly updates for Redding

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Explore the top walking events near Redding for 2026-2027! We've gathered 70 great walks in the area. Check out our detailed list below to find your next local walk.

October 2026
Miles for Moriah offers a flat, accessible beach boardwalk walk of 5 Miles, starting and ending at Riva on Beach St. The easy paced route features ocean views and welcomes walkers of all ages and abilities, with on site registration.
Walkers can join the 5K in person at Croton Harmon High School, 36 Old Post Road South, then move up to Five Corners to line up for the start. A virtual 5K (3.1 Miles) is available between Oct 10 and 17, and the first 300 5K registrants g..
Untimed 1.7 mi walk starts at Trumbull High School on the A House driveway near the big lot on a mostly flat route. Strollers and leashed dogs are allowed but dogs must start in back and bring a poop bag; walkers should carry their own water.
Walkers follow a 5K course through the Griffin Hospital neighborhood, starting at 350 Seymour Avenue in Derby, CT. The non competitive, family friendly event offers same day registration and includes a race t shirt for participants.
Walkers take the 4K course from Jimmy Lee Stadium at Crosby High School, on a challenging up, down and flat route around the track and grounds. Parking is in the lots right of the Rotella Magnet School entrance across from the track and packet pick..
The 1 Mile Fun Walk starts at the Farmington Canal parking lot on Sherman Ave in Hamden, CT. The walk takes place alongside the event's 5K and 10K running races.
Walkers may follow the 3.1 mile course or the shorter 1.7 mile route from Mineola Lake through scenic cemetery paths with lakes and fall foliage. Water stations and restrooms are provided and the course is stroller and dog friendly.
November 2026
Walkers can choose 26.2 Miles or 13.1 Miles routes that start and finish at Rockwood Hall in the Rockefeller State Preserve. Routes follow wide groomed carriage roads and trails with no pavement or cars, pass rivers, forests and stone walls,..
Walkers can complete a 5K course starting at 1 School St in Bethel, CT as part of the event's Run/Walk. Registration opens 3/2/2026 and fees apply, with a reduced rate for first responders, active duty military and veterans.
Walkers can choose a 1 mile walk or join the 5K course starting at Norton School in Cheshire, CT, following the scenic Farmington Canal Line past historic homes. Walkers are not timed; first 550 5K or walk entrants get a long sleeve tech shir..
At Tarrywile Park in Danbury walkers can choose 10K, Half Marathon, or Marathon on a looped, technical single track with close to 3K elevation and lakes and viewpoints. Aid stations are on course but walkers must carry their own cup or bo..
Walkers are welcome on the 13.1 miles trail at Roosevelt Forest, 700 Peters Lane, Stratford CT, consisting of eight 1.64 mile wooded loops on marked singletrack and doubletrack with roots, rocks and rolling hills. Aid station and porta potties ar..
Walkers follow a 3.5 Miles loop around Scoville Reservoir on the Mill Pond Way Trail near 201 Nichols Road, Wolcott. Free water, light snacks and a porta potty are provided and post race yoga is available for participants.
Walkers can choose 10 km or 5 km routes at Westchester Community College in Valhalla, NY, with an untimed 5 km option alongside the running races. Both in person and virtual options are offered.
Marked routes of 3+ miles, 2 miles and 1 mile run on sidewalks and welcome strollers and leashed pets. Routes start at Fowler Pavilion behind the library and go past Gulf Beach; roads stay open so walkers must follow street laws.
The event offers a 5K road loop that starts at Bethel Municipal Center in downtown Bethel and goes through the town neighborhoods. The course is moderately uphill in the first half and downhill in the second half, with the first and last one thir..
A road walk of 5K starting and finishing at Redding Community Center on Lonetown Rd (RT 107). This walking only event has a $35 registration fee and registration runs 5/1/2026 to 10/31/2026.
Walkers can choose the dedicated 2.5K fitness walk starting and finishing at Newtown Middle School on routes introduced in 2019. Water and coffee are available; packet pickup is at C.H. Booth Library before the event.
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