The best road cycling routes around Oconomowoc
4.8
(22)
280
riders
28
rides
Last updated: October 10, 2025
65
riders
1. Dousman to Waukesha via Glacial Drumlin State Trail — Waukesha County
48.5km
01:56
190m
190m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
5.0
(1)
26
riders
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
Sign up for free
7
riders
3. Nagawicka Lake loop via Lake Country Trail — Waukesha County
51.2km
02:07
250m
250m
Intermediate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
5
riders
4. Waukesha County – Lake Country Recreation Trail
50.6km
02:08
240m
240m
Intermediate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
5. Kettle Moraine State Forest loop via County Road E — Dousman, Wisconsin
51.2km
03:22
210m
210m
Intermediate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.
Get access to more routes and recommendations from other explorers.
Sign up for free
Already have an account?
Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.
Most popular routes around Oconomowoc
Most popular attractions around Oconomowoc
Get inspired with the komoot mobile app
Explore more
Browse the best Road cycling routes in other regions.
Get ready to conquer new peaks
Sign up for Free