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Routes
Running Trails
United States
Wisconsin
Waukesha County

Oconomowoc

The best running trails around Oconomowoc

4.5

(2)

173

runners

35

runs

Jogging around Oconomowoc offers diverse terrain, characterized by numerous glacial lakes and extensive trail systems. The region features rolling woodlands and lush greenery, providing a scenic backdrop for running. Its network of paths includes segments of the Waukesha County Lake Country Trail and the Ice Age National Scenic Trail. These natural features create varied running experiences for all ability levels.

Best jogging routes around Oconomowoc

  • The most popular jogging route is Fowler Lake loop from Oconomowoc, a 9.4 miles…

Last updated: April 27, 2026

4.0

(1)

14

runners

#1.

Fowler Lake loop from Oconomowoc

15.2km

01:34

50m

50m

Hard run. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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Hard

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

Moderate
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7

runners

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

Moderate

7

runners

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

Moderate

Hard run. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Hard
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Popular around Oconomowoc

Hiking around Oconomowoc

Road Cycling Routes around Oconomowoc

Cycling 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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The Lapham Peak Observation Tower is located in the Kettle Moraine State Forest - Lapham Peak Unit and surrounded by multiple nice hiking trails. The 45-foot tower provides stunning views of the surrounding forest!

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Ten thousand years ago, a glacier covered this part of Wisconsin. Kettle Moraine State Forest is a mark of its passage — a combination of terrain gouged out by the glacier's passage, and rocky moraine that the glacier dropped as it passed by and melted. There are lots of great hiking trails here, many of them lighted.

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Amy
September 28, 2022, Lapham Peak

Lapham Peak formed over 10,000 years ago when a glacier covered vast swathes of Wisconsin. It's a perfect destination for hiking and cross-country skiing. Located in Kettle Moraine State Forest, it's open from dawn until dusk daily.

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Kettle Moraine State Forest's Lapham Peak was formed thousands of years ago when a glacier covered the entire area. It's the perfect place to relax by jogging.

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Lapham Peak is the highest point in Waukesha County. You bike up a moderately steep park road which goes almost all the way to the summit. On top is a wooden observation tower with great views of downtown Milwaukee, Holy Hill, and the Kettle Moraine.

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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 running routes are available in Oconomowoc?

Oconomowoc offers a wide variety of running experiences, with over 30 routes available. These range from easy strolls to more challenging long-distance runs, catering to all ability levels.

What kind of scenery can I expect on Oconomowoc's running routes?

Oconomowoc, often called the 'Venice of the Midwest,' is characterized by picturesque landscapes. You can expect to run alongside several glacial lakes like Fowler Lake and Lac La Belle, through extensive trail systems such as the Waukesha County Lake Country Trail, and amidst rolling woodlands and lush greenery. The Running loop from Oconomowoc High School offers a good example of the local landscape.

Are there any easy or beginner-friendly running routes in Oconomowoc?

Yes, Oconomowoc has 5 easy running routes perfect for beginners or those looking for a relaxed jog. These paths typically feature gentle terrain and shorter distances, allowing you to enjoy the scenery without significant challenge.

Are there long-distance running options in the Oconomowoc area?

For longer runs, you can explore segments of the Waukesha County Lake Country Trail, which stretches 15 miles, or even parts of the renowned Ice Age National Scenic Trail accessible near Oconomowoc. These trails provide opportunities for more immersive nature experiences and extended workouts.

What do other runners enjoy most about jogging in Oconomowoc?

The running routes in Oconomowoc are highly rated by the komoot community, with an average score of 4.5 stars from over 4 reviews. Runners often praise the diverse terrain, the scenic lake views, and the well-maintained trail systems that make for an enjoyable outdoor experience.

Are there any trails that offer lake views?

Absolutely! Oconomowoc is known for its beautiful lakes. The Fowler Lake loop from Oconomowoc is a popular option that winds through downtown and historic neighborhoods, offering scenic lake views. You'll also find routes around Lac La Belle and other glacial lakes in the area.

Can I find circular running routes in Oconomowoc?

Many of Oconomowoc's running paths are designed as loops, offering convenient circular routes. For instance, the Running loop from Oconomowoc is a moderate 3.4-mile path that allows you to start and finish in the same location, providing views of the local landscape.

What are some notable landmarks or natural features to see while running?

While jogging, you might encounter several points of interest. The Lapham Peak Observation Tower offers panoramic views, and the Nagawicka Lake and Pewaukee Lake provide beautiful waterside scenery. The Oconomowoc River Conservancy Park also features trails winding through prairies and leading to observation decks for wildlife viewing.

Are there any parks or green spaces suitable for running in Oconomowoc?

Yes, Oconomowoc is home to hundreds of acres of parks and green spaces. Veterans Memorial Park offers a peaceful setting for a run, and the Oconomowoc River Conservancy Park provides trails through prairies and woodlands. These areas often serve as excellent starting points or scenic detours for your jogs.

What is the best time of year for running in Oconomowoc?

Oconomowoc offers great running opportunities year-round. Warmer months are ideal for enjoying the lakes and lush greenery. Fall brings vibrant colors to the rolling woodlands, creating a stunning backdrop for your runs. Even in winter, trails like the Waukesha County Lake Country Trail are open for activities like skiing, and suitable for running when conditions allow.

Are there any trails suitable for families or those with strollers?

Many of the local parks and multi-use trails, such as segments of the Waukesha County Lake Country Trail, are generally well-maintained and offer flatter sections suitable for families and strollers. These paths provide an accessible way to enjoy the outdoors together.

Where can I find more information about Oconomowoc's recreational offerings?

For additional details on Oconomowoc's culture and recreation, you can visit the official city website at oconomowoc-wi.gov. For broader visitor information, check visitoconomowoc.com.

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