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Routes
Road cycling routes
United States
Wisconsin
Waukesha County

Brookfield

The best road cycling routes around Brookfield

4.7

(57)

1,607

riders

102

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.

Best road cycling routes around Brookfield

  • The most popular road cycling route is Grant Park Beach – Oak Leaf Trail — Shore line loop from Medical College of Wisconsin, a 46.3 miles (74.5 km) trail that takes 3 hours 17 minutes to complete. This route offers views of the shoreline and utilizes a dedicated trail.
  • Another top favourite among local road cyclists is Hoyt Park Footbridge loop from Butler, an easy 13.1 miles (21.1 km) path. This route leads through parkland and is often completed in under an hour.
  • Local road cyclists also love the Hank Aaron State Trail – Hank Aaron Trail loop from Mayfair Mall, a 12.9 miles (20.8 km) trail leading through urban green spaces, often completed in about 50 minutes.
  • Road cycling around Brookfield is defined by forest preserves, greenways, and paved trails, offering routes that traverse wooded areas, lakes, and rivers. The network provides options for various ability levels, from easy loops to more challenging distances.
  • The routes in Brookfield are highly rated by the komoot community with an average score of 4.6 stars from over 40 reviews. More than 1,500 road cyclists have used komoot to explore Brookfield's varied terrain.

Last updated: May 2, 2026

32

riders

#1.

Highland Memorial Park – New Berlin Recreation Trail loop from Greenfield & 124th Street

31.5km

01:14

90m

90m

Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

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Easy

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

Moderate
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Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

Moderate

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

Moderate

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

Moderate
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Cycling around Brookfield

Tips from the Community

Lisa
June 29, 2025, Grede Park (Parade Memorial)

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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maniboyflex
June 24, 2025, Lisbon Park

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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Sue
January 25, 2025, Milwaukee Art Museum

Situated on the city's beautiful waterfront, The Milwaukee Art Museum is the largest in the state. It features a collection of nearly 32,000 artworks across four floors, including modern and contemporary pieces, as well as notable architecture. The collection spans from ancient times to the present and includes European and American paintings, sculptures, prints, drawings, decorative arts, photographs, and folk art.

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Andrus
January 10, 2025, Hoyt Park Footbridge

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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The Milwaukee Art Museum is known for its striking architecture, especially the Burke Brise Soleil, which opens and closes like wings. Don’t miss the stunning views of Lake Michigan from the museum’s café. With rotating exhibitions and an impressive permanent collection, it’s worth taking your time to explore both the art and the building itself.

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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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Frequently Asked Questions

How many road cycling routes are available around Brookfield?

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.

What kind of terrain can I expect on road cycling routes in Brookfield?

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.

Are there road cycling routes suitable for beginners in Brookfield?

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.

What do other road cyclists say about the routes in Brookfield?

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.

Are there any road cycling routes that are particularly scenic or pass by interesting landmarks?

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.

Are there circular road cycling routes available in Brookfield?

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.

Where can I find parking for road cycling routes in Brookfield?

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.

Are there any longer, more challenging road cycling routes for experienced riders?

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.

Can I find places to stop for refreshments or accommodation along the road cycling routes?

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.

What are some of the natural features or preserves I can explore by road bike in Brookfield?

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.

Are there any dedicated bike trails or shared-use paths for road cycling in Brookfield?

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.

What is a popular moderate-difficulty road cycling route in Brookfield?

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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