5.0
(11)
85
riders
15
rides
Touring cycling around Oconomowoc features a landscape characterized by numerous lakes and gently rolling terrain. The area offers a mix of paved bike trails and quiet roads, suitable for various cycling preferences. Elevation changes are generally modest, making the region accessible for recreational riders. The presence of several lakes, such as Nagawaukee Lake and Pewaukee Lake, provides scenic routes along their shores.
Last updated: May 4, 2026
5.0
(3)
13
riders
15.2km
00:54
50m
50m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
5.0
(1)
14
riders
35.1km
02:01
120m
120m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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5.0
(3)
11
riders
12.7km
00:44
40m
40m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
6
riders
25.3km
01:33
240m
240m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
4
riders
45.3km
02:43
310m
310m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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Popular around Oconomowoc
Connecting Oconomowoc to Nemahbin Lakes, the Lake Country Trail offers open views and lakeside scenery. It’s a fun, low-traffic stretch with a mix of urban and countryside, passing by big barns along the way.
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Nagawicka Lake spans 981 acres and reaches depths of up to 90 feet, making it ideal for boating, swimming, and fishing. The lake is home to diverse fish species, including Panfish, Largemouth Bass, Smallmouth Bass, Northern Pike, and Walleye, offering a great fishing experience. This picturesque lake provides plenty of recreational opportunities for visitors.
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This in a nice spot to take a break and take in the beautiful views of Pewaukee Lake.
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The Lake Country Trail, spanning 15.2 miles, takes cyclists from Waukesha to Oconomowoc through Wisconsin's picturesque Lake Country. This route, largely following an old Milwaukee-Watertown Interurban Railway path, features farmland and rolling hills, with occasional glimpses of Pewaukee and Upper Nemahbin Lakes. In Delafield, the trail intersects with the Cushing Park Road Recreational Trail, which leads to the Glacial Drumlin State Trail. Nearby, Naga-Waukee Park offers recreational activities such as swimming, boating, and fishing in Nagawicka and Pewaukee lakes, making it a perfect stop along the trail.
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This is the largest lake in Waukesha County. You can paddleboard, kayak, fish, sail, canoe and waterski here. There's heaps of amenities around the lake like cafes too.
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Nagawicka Lake is a great place for outdoor pursuits; you can boat, swim and fish here. The water covers an area of 981 acres.
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Extremely long barn unlike anything I have seen before with a lot of history.
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There are over 15 touring cycling routes around Oconomowoc, offering a variety of options for different skill levels and preferences. These routes are well-regarded by the komoot community.
Yes, Oconomowoc offers several easy touring cycling routes perfect for families. For instance, the Bike loop from Good Shepherd Methodist Church is a straightforward 9.5-mile (15.2 km) ride with modest elevation changes, making it very accessible.
The touring cycling routes around Oconomowoc are characterized by numerous lakes and gently rolling terrain. You'll find a mix of paved bike trails and quiet roads, with generally modest elevation changes, making the region accessible for recreational riders.
For those seeking a more challenging ride, Oconomowoc has several moderate routes. The Nagawicka Lake loop from Okauchee Lake, for example, is a 28.1-mile (45.3 km) route with more significant elevation gains, offering a good workout for experienced touring cyclists.
Many routes offer scenic views of the area's numerous lakes. You can cycle along the shores of Nagawicka Lake and Pewaukee Lake. Additionally, the Lake Country Trail and Glacial Drumlin State Trail are notable cycling paths in the region.
Yes, most of the touring cycling routes in Oconomowoc are designed as loops, allowing you to start and end at the same point. Examples include the Bike loop from Nagawaukee Park & Ride and the Pewaukee Lake loop from Nagawaukee Park & Ride.
The spring, summer, and fall months generally offer the most pleasant conditions for touring cycling in Oconomowoc, with comfortable temperatures and vibrant scenery. The region's modest elevations make it enjoyable throughout these seasons.
Many routes conveniently start from public access points like parks or designated parking areas. For example, the Bike loop from Nagawaukee Park & Ride begins directly from a park and ride facility, offering easy parking.
While many local roads and paths are freely accessible, some state trails, like sections of the Glacial Drumlin State Trail, may require a state trail pass. It's advisable to check the Wisconsin DNR website for current permit requirements for specific state trails.
The touring cycling routes in Oconomowoc are highly rated by the komoot community, with an average score of 5.0 stars. Reviewers often praise the beautiful lakeside landscapes, the mix of quiet roads and paved trails, and the accessibility of the routes for various skill levels.
For dedicated cycling paths, the Lake Country Trail and sections of the Glacial Drumlin State Trail offer excellent paved surfaces suitable for touring bicycles. Many routes also incorporate quiet local roads that are popular with cyclists.
The routes vary in length, from shorter rides like the Bike loop from Oconomowoc at 7.9 miles (12.7 km) taking about 45 minutes, to longer options such as the Nagawicka Lake loop from Okauchee Lake, which is 28.1 miles (45.3 km) and can take over 2 hours.


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