4.7
(57)
1,617
riders
101
rides
Road cycling around Brookfield offers diverse landscapes and dedicated trails across multiple communities in Wisconsin. The region features a mix of forest preserves, greenways, and paved paths, providing varied terrain for cyclists. Key natural features include rivers, lakes, and wooded areas, with some routes offering views of former quarries and scenic shorelines. The area provides a range of cycling experiences, from easy loops to more moderate distances.
Last updated: May 18, 2026
32
riders
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
13
riders
45.7km
02:02
170m
170m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

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11
riders
55.3km
02:27
290m
290m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
15
riders
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
5
riders
34.2km
01:35
210m
210m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
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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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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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The Hoyt Park Footbridge dates back to the 1939 and the New Deal. The CCC built countless projects across the country in order to drive recovery from the Great Depression and this beautiful bridge is part of that legacy.
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As you cycle by Highland Memorial Park on the New Berlin Recreation Trail, you'll notice a peaceful and serene environment. This section of the trail offers a refreshing change with well-maintained grass and lush green trees, providing a picturesque backdrop to your ride. The tranquil atmosphere makes it a perfect spot to slow down and enjoy the scenery.
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The New Berlin Recreation Trail is a 7-mile paved path running east-west from New Berlin to Waukesha in the Milwaukee suburbs. Although it lacks trestles and tunnels, it’s popular among commuters for its convenience and speed, following power lines. Starting at Lincoln St., the trail heads east with a 3-mile stretch free of street crossings. It runs parallel to an active railroad, maintaining a safe distance. Highlights include a bike shop and cafes at Calhoun St., restrooms at Buena Park, and the scenic Gatewood Park further along.
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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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The Five Points Historic District in Waukesha, at the intersection of Broadway, Main St., and Grand Ave, showcases the history of some of the city's most iconic buildings. Post-1857, the area transitioned from small wooden structures to grand Waukesha Lannon limestone buildings, creating a cohesive streetscape. Italianate and Queen Anne styles, with their distinctive turrets, are prominent, especially on corner sites. South Street, with its mix of styles and uses, remained residential into the 1880s.
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There are over 100 road cycling routes available around Brookfield, offering a wide variety of experiences for cyclists. These routes are highly rated by the komoot community, with an average score of 4.9 stars.
Road cycling routes in Brookfield offer diverse landscapes. You'll find a mix of forest preserves, greenways, and paved paths. Depending on the specific Brookfield location, you might encounter treelined scenery, views of former quarries and lakes, riverfront paths, or even hilly, remote roads in areas like Wisconsin's Driftless Area. Routes often traverse wooded areas, lakes, and rivers.
Yes, Brookfield offers many road cycling routes suitable for beginners. Out of over 100 available routes, 67 are classified as easy. An example of an easy route is the Hoyt Park Footbridge loop from Butler, which is 13.1 miles (21.1 km) long and typically takes about 52 minutes to complete.
The road cycling routes in Brookfield are highly regarded by the komoot community, boasting an impressive average rating of 4.9 stars from over 30 reviews. More than 1,100 road cyclists have used komoot to explore the varied terrain, often praising the well-maintained paths and scenic beauty.
Absolutely! Many routes offer scenic views and pass by notable landmarks. For instance, the Menomonee Park – Merton Millpond and Bark River loop from Lovers Lane Estates explores parklands and follows a river. You can also find routes that include the Hoyt Park Footbridge or utilize the Hank Aaron State Trail, which offers views of the shoreline.
Yes, Brookfield features several circular road cycling routes. A popular option is the Hoyt Park Footbridge loop from Butler, an easy 13.1-mile (21.1 km) trail. Another is the Hank Aaron State Trail – Hank Aaron Trail loop from Mayfair Mall, which is an easy 20.8-mile (33.5 km) loop.
Many trailheads and parks in the Brookfield area offer dedicated parking. For example, Fullersburg Woods Forest Preserve, which serves as an eastern trailhead for the Night Heron Trail, provides amenities including parking. When planning your ride, check the specific route details on komoot for information on parking availability at the start or along the route.
Yes, for more experienced riders, Brookfield offers moderate routes with greater distances and elevation gains. The Grant Park Beach – Oak Leaf Trail — Shore line loop from Medical College of Wisconsin is a moderate 46.3-mile (74.5 km) path with over 340 meters of elevation gain, offering a more challenging ride with shoreline views.
While specific cafes or accommodations are not listed for individual routes, the Brookfield region, particularly in Wisconsin, is known for its bike-friendly infrastructure. Many communities have local businesses that cater to cyclists. For example, Brookfield, CT, has 'The Bicycle Center,' suggesting a supportive community. It's advisable to check local listings or route comments on komoot for refreshment stops along your chosen path.
Brookfield's road cycling routes often pass through beautiful natural areas. In Illinois, you can explore the Centennial Trail through the Waterfall Glen Forest Preserve or the Salt Creek Woods. In Wisconsin, the Hidden Lake Greenway Trail offers views of Hidden Lake, and the Bugline Trail provides diverse scenery including open fields and canopied glens. Connecticut routes may feature views of the Aspetuck Reservoir and River, or pass through Newtown Forest Association lands.
Yes, Brookfield benefits from several dedicated bike trails and shared-use paths. Examples include the Centennial Trail in Illinois, the Hank Aaron State Trail and Powerline Trail in Wisconsin, and the North Brookfield Rail Trail in Massachusetts. These paths provide safe and enjoyable riding experiences away from vehicle traffic.
A popular moderate route is the Menomonee Park – Merton Millpond and Bark River loop from Lovers Lane Estates. This 35.3-mile (56.9 km) trail takes approximately 2 hours and 33 minutes to complete, exploring parklands, a millpond, and following a river.


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