4.8
(57)
375
riders
39
rides
Touring cycling in Waukesha County offers a diverse landscape characterized by glacial drumlins, river valleys, and numerous parks. The region features a network of dedicated bike trails and scenic road routes, providing varied terrain for cyclists. Gentle elevation changes are common, with paths often following waterways or former railway lines. This makes Waukesha County suitable for a range of cycling experiences.
Last updated: April 25, 2026
30
riders
56.5km
03:34
200m
200m
Embark on a moderate touring cycling adventure along the Glacial Drumlin State Trail, a route spanning 35.1 miles (56.5 km) with a total elevation gain of 658 feet (201 metres). You can expect to complete this journey in about 3 hours and 34 minutes, cycling through a pleasant mix of Wisconsin farmland, peaceful woodlands, and significant wetlands. Keep an eye out for the 16 scenic bridges, including a quarter-mile-long crossing over Rock Lake, which offers great opportunities for wildlife viewing.
Before you head out, remember that if you are 16 or older, you will need a Wisconsin State Trail Pass for bicycling. Trailheads along the route typically provide convenient amenities such as parking, restrooms, drinking fountains, and picnic tables. Be aware of a 1.5-mile section near Jefferson where you will need to use local roads to reconnect with the main trail.
The trail gets its name from the distinctive drumlins, which are long, oval-shaped hills formed by glaciers, providing a unique geological backdrop to your ride. These formations are a key feature of the landscape you will traverse. The route offers a chance to connect with the natural history of the region while enjoying a well-maintained path.
5.0
(1)
6
riders
25.6km
01:28
80m
80m
Embark on a pleasant touring bicycle ride along the Fox River Trail, an easy 15.9 miles (25.6 km) route that offers continuous water views. You will gently gain 261 feet (80 metres) in elevation, making this a straightforward and enjoyable experience that typically takes around 1 hour and 28 minutes to complete. As you cycle, the scenery gracefully shifts between natural woods, dense woodlands, and open prairies, often dotted with vibrant wildflowers, especially near areas like Fox River Park.
Planning your visit is simple, as the trail provides multiple access points, allowing you to join or leave the route at various convenient locations. A good starting point is Grede Park, which offers direct access to the path. For those traveling from Chicago, you can easily reach some towns along the broader Fox River Trail network via the Metra train, which also accommodates bikes.
This trail is notable for its serene atmosphere and the chance to observe local wildlife in their natural habitat. The route closely follows the Fox River, providing a consistent connection to the waterway and its surrounding ecosystem. It offers a perfect escape for anyone looking to enjoy a peaceful ride through varied landscapes without encountering significant challenges.

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5.0
(1)
17
riders
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
5.0
(1)
17
riders
19.8km
01:08
80m
80m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
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.
4.8
(10)
14
riders
15.1km
00:55
30m
30m
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.
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.
4.9
(14)
14
riders
16.8km
01:00
30m
30m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
11
riders
26.9km
01:33
80m
80m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
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Just east of Wales, Wisconsin is this bridge over the trail. This is where the climb ends as you are heading west.
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The park is a tribute to veterans and a cherished community gathering area. This is a good spot to take a break and enjoy the serene surroundings in this urban park.
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A glacial drumlin is a teardrop-shaped hill of sediment left behind when a glacier grinds its way past. This trail, on the other hand, is a thread of about 52 miles that connects ten different towns in Wisconsin, sometimes passing through beautiful green corridors like this one.
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This riverside park's primary focus is the Waukesha Parade Memorial, dedicated to lives lost and support of those surviving from the 2021 Christmas Parade Tragedy.
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Take in a beautiful uplift of nature in this 257-acre park: You'll find wildflowers, mature forest and wetlands. Keep your eye out for wildlife, too.
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This wooden bridge crosses Bark River and offers a great opportunity to pause and appreciate the peaceful river, which even looks like a pond, along with the surrounding vegetation.
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Lisbon Park has a large grassy area that feels like a scene from a movie. Enjoy the space to walk, run, have a picnic, dance, or do whatever you feel like. The park is small with a short trail system, but it’s definitely a good spot to chill alongside the Bugline Trail.
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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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Waukesha County offers a diverse selection of over 35 touring cycling routes. These routes cater to various skill levels, ranging from easy paths to more moderate challenges, often following river valleys or former railway lines.
Yes, Waukesha County has 22 easy touring cycling routes perfect for beginners and families. A great option is the Fox River Trail, an easy 15.9-mile (25.6 km) path that follows the Fox River, offering scenic views and gentle terrain. Another family-friendly choice is the Bike loop from Good Shepherd Methodist Church, which is 9.5 miles (15.2 km) and leads through local parks.
The terrain in Waukesha County is characterized by a diverse landscape shaped by glacial activity, featuring drumlins, river valleys, and numerous parks. Routes often follow waterways or former railway lines, resulting in gentle elevation changes. You'll find a mix of dedicated multi-use trails and scenic road routes.
Yes, many routes in Waukesha County are designed as loops. For example, the Bike loop from Good Shepherd Methodist Church is a 9.5-mile loop, and the Bark River Bridge – Lisbon Park loop from Sussex offers a 15.7-mile circular ride. These loops provide convenient starting and ending points.
Many touring cycling routes in Waukesha County pass by beautiful natural areas and points of interest. You might encounter highlights such as Menomonee Park, the serene Merton Millpond and Bark River, or enjoy a View of Kettle Moraine State Forest. The region is also home to several lakes like Nagawicka Lake and Pewaukee Lake, which can be enjoyed from nearby trails.
Parking is generally available at various trailheads and parks throughout Waukesha County. Many routes, especially those that are part of state trails or county park systems, offer designated parking areas. For example, routes like the Bike loop from Nagawaukee Park & Ride indicate convenient parking options.
The spring, summer, and fall months generally offer the best conditions for touring cycling in Waukesha County. Spring brings blooming landscapes, summer provides warm weather, and fall showcases vibrant foliage. Always check the local weather forecast before heading out, as conditions can vary.
While popular routes like the Glacial Drumlin State Trail can see more traffic, many local loop routes or paths through smaller parks tend to be less crowded. Consider exploring routes like the Bark River Bridge loop from Merton or the Menomonee Park loop from Menomonee Falls for a potentially quieter experience.
Many multi-use trails in Waukesha County are dog-friendly, provided your dog is on a leash and you follow local regulations regarding waste disposal. It's always a good idea to check specific trail rules before you go, especially for state trails or county parks, to ensure a pleasant experience for everyone.
Yes, many routes in Waukesha County pass through or near towns and villages where you can find cafes, restaurants, and convenience stores. The region's developed infrastructure means that refreshment stops are often accessible, particularly along popular trails or routes that traverse urban and suburban areas.
The touring cycling experience in Waukesha County is highly rated by the komoot community, with an average score of 4.8 stars. Cyclists often praise the well-maintained multi-use trails, the scenic views along river paths, and the variety of routes that cater to different skill levels, from easy rides to more moderate challenges.
For experienced cyclists looking for longer distances, the Glacial Drumlin State Trail is a prominent option, spanning 35.1 miles (56.5 km). Another moderate route, the Wooden Bridge Over Trail – Grede Park loop from Meadowbrook Park & Ride, covers 41.9 km and offers a good challenge with more elevation gain.


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