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Walking Events Calendar near Cross River 2026-2027

Monthly updates for Cross River

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Explore the top walking events near Cross River for 2026-2027! We've gathered 67 great walks in the area. Check out our detailed list below to find your next local walk.

October 2026
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 3.1 Miles Run/Walk course at Rockland Lake State Park, starting via the North Entrance near parking lot 1. Strollers are welcome, the park charges a $10 vehicle entrance fee and registration is online only.
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 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.
Walkers can take the 5K course starting at 5 Van Wyck Lane in Wappingers Falls, NY. A 1K kids fun run runs alongside the running races and proceeds benefit Blood Cancer United.
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.
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 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.
We Run Mount Vernon stages an in-person Thanksgiving Turkey Trot alongside its community run and walk events. Walkers meet for regular walks at the Gazebo in Hartley Park on Monday, Wednesday and Saturday.
Walkers can take the 5K course through River Vale's picturesque streets, starting at Mark Lane Sports Complex. The family friendly route welcomes strollers and walkers of all ages alongside the running races and supports a local food pantry.
December 2026
Walkers can complete the 5K out and back course starting at 10 Washington Parkway in Stratford along a flat scenic waterfront in the Lordship section. The family friendly route suits all abilities and collects new, unwrapped toy donations at bib..
Walkers can complete the 5K on forest trails at Roosevelt Forest, 700 Peters Lane, Stratford CT, following an off road wooded route that requires a little trail experience. The pavilion is the sole aid station; parking is limited and larger vehic..
January 2027
The event includes a 2 Miles walk in Milford, CT, held alongside the 5 Mile race. Route and terrain details will be announced later.
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..
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