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Walking Events Calendar near Watertown 2026-2027

Monthly updates for Watertown

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Explore the top walking events near Watertown for 2026-2027! We've gathered 39 great walks in the area. Check out our detailed list below to find your next local walk.

Walkers can choose the designated 5K (3.1 Miles) route at Pike Lake State Park in Hartford, WI, on a scenic shaded trail through the park. The event provides post race watermelon at the finish and runs alongside the running races and ruck events..
Walkers follow a 3K course under lights on the ski trails at Lapham Peak State Park, starting and finishing at the Evergreen trailhead. Refreshments at the finish; no aid stations or water on course, and a park sticker or daily entrance fee is re..
Walkers follow the 3.1 Miles route starting and ending at The Fireman's Park in Theresa alongside the 5K run. Registration fee is $30 and after the event raffles, food and music are provided.
The 2 mile walk uses Kettle Moraine Lutheran High School's new 3200 m grade school loop on the cross country course, routing around athletic fields and the outdoor environmental classroom. The route is clearly marked and a dedicated ambassado..
Walkers can join the free, untimed 5K run/walk at Fox Brook Park (2925 N Barker Rd, Brookfield WI) on an easy flat three loop course around the Fox Brook Park lake using paved trails and park roads. Registration is free but required and participa..
Walkers follow a 3.1 Miles course starting at Veterans Park at the corner of Wisconsin and West Avenues. Public safety displays are at the start and finish, and the event runs alongside downtown Friday Night Live and the running races.
Walkers follow the 5K from Little Switzerland in Slinger, including a section of the Ice Age National Scenic Trail, on a mix of paved roads, trails and a short gravel connector. Packet pickup Friday at Slinger High School or race morning at Littl..
September 2026
Walkers follow a flat, approachable course starting at 104 E. Wisconsin in Oconomowoc, WI. The 3.1 Miles walk offers family friendly terrain, finisher swag and cookies at the finish alongside the running races.
A walking only 2 Miles route starts at Fireman's Park in Ixonia, WI. The walk takes place alongside the running races and the food themed Burrito Biathlon festivities.
Walkers can choose 3.1 Miles or 6.2 Miles routes starting at Rosevelt Park, 600 S. Main Street in Oconomowoc. The course follows a smooth, scenic trail that is largely flat and is spectator friendly alongside the running races.
The event offers a 5k walk in Lake Mills as part of the Pyramid City Run. The community event supports the L.D. Fargo Library Expansion and includes a walk option alongside the running races.
Walkers follow the 5k farm trail near Fort Atkinson Wisconsin, enjoying rustic terrain and family fun, with a virtual participation option alongside the running races.
Walkers follow a 2 Miles course from The Ingleside Hotel through the Country Christmas Lights Trail onto the Lake Country Trail, with snacks and water available.
The event offers a 5K walk of 3.1 Miles starting in Minooka Park at 1927 E Sunset Drive, Waukesha WI. The course uses well marked, shaded trails with scenic views and includes a challenging hill.
October 2026
Walkers can take a 2.5K paved accessible route or a 5K course from Homestead Hollow at Lapham Peak State Forest, with nature stops and free treats.
Walkers can take a 2 mile route in Hartford, Wisconsin alongside the 5K run, with proceeds supporting local families affected by breast cancer. Pets are not allowed on the course due to insurance guidelines.
Walkers follow a 5k scenic countryside route on private Lake Country property starting at N381 Franklin Road, Oconomowoc, with free parking and food and music after the finish.
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