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Walking Events Calendar near Oconomowoc 2026-2027

Explore the top walking events near Oconomowoc for 2026-2027! We've gathered 59 great walks in the area. Check out our detailed list below to find your next local walk.

September 2026
Sep
26
Sa

St. Jerome Jog to Feed the Hungry

Road Race 5 km
Sep
26
Sa

Intentional Fathers Showing Up Walk

3 km
Sep
26
Sa

Christmas Clearing Council Jingle Bell Jog and Walk

Road Race 2 mi
Sep
27
Su

Procrastination Run

Trail Run 3 mi
October 2026
Oct
3
Sa

Wisconsin Cheese Run

Road Race 2 mi
Monthly updates for Oconomowoc

Get new walking events (and updates) in your inbox every month.
Oct
3
Sa

Lapham Peak Colorama Run/walk

Trail Run
Oct
3
Sa

Pink Pumpkin Run - Hartford

Road Race 2 mi
Oct
4
Su

The Milwaukee Beer Run 5k

Trail Run
Oct
10
Sa

TRADES5K

Road Race 5 km
Oct
17
Sa

National Sweetest Day

Trail Run 3 mi 6 mi
Oct
18
Su

Tombstone Trot

Road Race 2 mi 3 mi
Oct
24
Sa

Dia de los Muertos Run/Walk

Road Race 2 mi
Oct-Mar
25-14
Su

Chilly Willy Winter Run Series

Road Race
November 2026
Nov-Mar
7-20
Sa

Chilly Willy Winter Run Series

Road Race Half Marathon
Nov
7
Sa

Frosty Rock Challenge

Road Race Trail Run
Nov
8
Su

Girls on the Run Southeastern Wisconsin 5K

Road Race
Nov
26
Th

St. Leonard Turkey Trot

Road Race 3 km
Nov
26
Th

SFB Turkey Trot "Pace with Grace"

Road Race 2 mi
Nov
26
Th

Great Gobble Wobble

Road Race 5 km
Nov
26
Th

Chilly Willy Winter Run Series

Road Race
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