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Walking Events Calendar near Middleton 2026-2027

Monthly updates for Middleton

Get new running races (and updates) in your inbox every month.

Explore the top walking events near Middleton for 2026-2027! We've gathered 28 great walks in the area. Check out our detailed list below to find your next local walk.

October 2026
Oct
17
Sa

St. James Spartan Stampede

Road Race Walk
A community 1 mile run and walk at McKee Farms Park in Fitchburg gives walkers a short park course alongside the running races. Participants may register online or with a paper form at the school, and race day features a T shirt with student artw..
Oct
24
Sa

Haunted Hustle Run

Road Race Walk 5 km
A 5K walk runs alongside other races on a scenic course with water and aid stations for walkers. The event is based at KEVA Sports Center in Middleton, WI and features a finish line festival with live music and treats.
November 2026
Nov
7
Sa

Chunky Monkey Epilepsy Run

Road Race Walk
Walkers can do a 1 Mile untimed walk or a 5K run/walk at Yellowstone Golf Course in Blanchardville, WI. The 5K has no water stations on course so walkers should bring water; a water table is at the finish.
Nov
26
Th

Birdie Derby 10k Run/Walk

Road Race Walk 5 km
An untimed 5K walk runs through Fitchburg Business Park at 5200 E Cheryl Pkwy with a community race village on site. In person walkers receive a race shirt or hoodie, knit hat, snacks and water, and free coffee and hot chocolate.
Nov
26
Th

Madison Turkey Trot

Road Race Walk
Walkers can complete a 5K course starting at 1919 Alliant Energy Center Way in Madison, WI, with untimed and virtual options alongside the timed races. A kids dash and a kids 5K fun run are also offered.
December 2026
Dec
12
Sa

Run Santa Run - Madison

Road Race Walk 5 km
Walk the 5K in downtown Madison at 825 State Street on festive city streets with interactive aid stations, treats, and finish line hot cocoa. The untimed costumed event provides character shirts and hats and shares course with runners.
January 2027
Jan
1
Fr

New Year's Day Dash

Road Race Walk 2 mi
The 2 Miles walk starts alongside the running races from 2616 N Pleasant View Rd in Middleton, WI. The event includes a postrace party with prizes, giveaways and a complimentary beverage token.
May 2027
May
15
Sa

Syttende Mai Classic Run

Road Race Walk 13 mi
Walkers can choose the Half Marathon Walk of 13.1 Miles from Anderson Complex, following a scenic route through Stoughton. The timed course has a 5 hour time limit and on site parking and restrooms.
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