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United States
Wisconsin
Waukesha County

Oconomowoc

The best cycling routes around Oconomowoc

5.0

(11)

85

riders

15

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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.

Best touring cycling routes around Oconomowoc

  • The most popular touring cycling route is Bike loop from Good Shepherd Methodist Church, a 9.5 miles (15.2 km) trail that takes 55 minutes to complete. This easy route offers a straightforward ride through local areas.
  • Another top favourite among local touring cyclists is Bike loop from Nagawaukee Park & Ride, a moderate 21.8 miles (35.1 km) path. This route features a mix of open roads and parkland scenery, with some gentle ascents.
  • Local touring cyclists also love the Pewaukee Lake loop from Nagawaukee Park & Ride, a 15.7 miles (25.3 km) trail leading through lakeside landscapes, often completed in about 1 hour 33 minutes.
  • Touring cycling around Oconomowoc is defined by its numerous lakes, parkland areas, and gently rolling hills. The network offers options for both easy, family-friendly rides and more challenging moderate routes.
  • The routes in Oconomowoc are highly rated by the komoot community with an average score of 5.0 stars from a few reviews. More than 50 touring cyclists have used komoot to explore Oconomowoc's varied terrain.

Last updated: May 4, 2026

5.0

(3)

13

riders

#1.

Bike loop from Good Shepherd Methodist Church

15.2km

00:54

50m

50m

Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

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Easy

5.0

(1)

14

riders

Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Moderate
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5.0

(3)

11

riders

Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

Easy

Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Moderate

Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Moderate
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Popular around Oconomowoc

Hiking around Oconomowoc

Road Cycling Routes around Oconomowoc

Running Trails around Oconomowoc

Tips from the Community

maniboyflex
June 24, 2025, Historic Long Barn on Lake Country Trail

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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Amy
September 28, 2022, Pewaukee Lake

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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Amy
September 28, 2022, Nagawicka Lake

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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Frequently Asked Questions

How many touring cycling routes are available in Oconomowoc?

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.

Are there easy touring cycling routes suitable for families in Oconomowoc?

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.

What kind of terrain can I expect on touring cycling routes around Oconomowoc?

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.

Are there any longer or more challenging touring cycling routes for experienced 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.

What are some scenic viewpoints or attractions I can see along the touring cycling routes?

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.

Are there any circular touring cycling routes in the Oconomowoc area?

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.

What is the best time of year for touring cycling in Oconomowoc?

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.

Are there specific parking or access points for the touring cycling routes?

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.

Do I need any permits to cycle on trails near Oconomowoc?

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.

What do other cyclists say about touring cycling in Oconomowoc?

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.

Are there any specific trails or paths recommended for touring cyclists in Oconomowoc?

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.

How do the routes in Oconomowoc compare in terms of distance and duration?

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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