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Road cycling routes
United States
Wisconsin
Dane County

Shorewood Hills

The best road cycling routes around Shorewood Hills

4.4

(117)

4,227

riders

246

rides

Road cycling routes around Shorewood Hills feature a landscape characterized by well-maintained roads and varied terrain, offering options for different skill levels. The area is situated near Lake Monona and Lake Mendota, providing picturesque lakeside vistas that are often incorporated into cycling routes. Riders can expect a mix of gentle gradients and some challenging climbs, with routes passing through local parks and conservancies. The region's infrastructure supports a smooth cycling experience, connecting to broader trail systems for extended rides.

Best…

Last updated: July 12, 2026

3.7

(3)

139

riders

#1.

Dawley Conservancy Park – The Hop Garden loop from Dane

42.5km

01:50

230m

230m

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

Easy

3.5

(2)

27

riders

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

Easy

Moderate road ride. Great for any fitness level. Some segments of this route may be unpaved and difficult to ride.

Moderate
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Popular around Shorewood Hills

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Tips from the Community

UrbanExolorer_Mando
January 12, 2026, Seminole Bike Hub and Viewpoint

Nice bike hub with E Bike rental, bathrooms, free parking, bike repair station, water. close proximity to all major trails.

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UrbanExolorer_Mando
October 16, 2025, Law Park

Nice resting point. Great views. Directly off path. Plenty of benches.

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The first bike counter I saw was in Oklahoma City. This one has a cool meter to it.

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The Brittingham Park Path is a paved, multi-use path that cuts through Brittingham Park. A portion of the trail runs alongside Brittingham Bay and gives you great views of the water.

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Dawley Conservancy Park is beautiful, covering 42 acres of woodlands, prairies, and wetlands. There are walking trails, abundant wildlife, and active conservation efforts aimed at restoring native plant communities. The park also connects to the Capital City State Trail, making it a scenic hub for local cyclists.

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From this spot along John Nolan Drive, you can see sweeping views of Lake Monona with the short skyline of Madison the background.

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Public restrooms, platform for viewpoint, sitting, picnic, water fountain, B Cycle Station, trail fee station, bicycle repair station, free parking, close to major trails & the arboretum as well as a mountain biking trail

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mtm05005
January 6, 2025, Vilas Lagoon

Vilas Lagoon is a tranquil pond next to Henry Vilas Zoo. There is a path that runs alongside the banks of the lagoon, so you can get a great view of the water.

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Frequently Asked Questions

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

Road cycling routes around Shorewood Hills feature a landscape characterized by well-maintained roads and varied terrain. You can expect a mix of gentle gradients and some challenging climbs, with routes often passing through local parks and conservancies. The area is situated near Lake Monona and Lake Mendota, providing picturesque lakeside vistas that are frequently incorporated into the cycling experience.

How many road cycling routes are available in Shorewood Hills?

Shorewood Hills offers a wide selection of road cycling routes, with over 200 options available. These routes cater to various skill levels, from easy loops to more challenging excursions, ensuring there's something for every cyclist.

Are there road cycling routes suitable for families in Shorewood Hills?

Yes, Shorewood Hills offers several easy road cycling routes that are suitable for families. These routes often feature well-paved surfaces and pass through scenic parklands, providing a pleasant and accessible experience for riders of all ages. An example is the Dawley Conservancy Park – The Hop Garden loop from Dane County, which is rated as easy and offers scenic views.

What are some scenic loop routes for road cycling in Shorewood Hills?

Shorewood Hills is known for its scenic loop routes that often incorporate beautiful lakeside views. Popular options include the "Bench With View of Lake Monona – Monona Terrace View loop" and the Glenway Woods – Monona Terrace View loop from Glen Oak Hills, which leads through Glenway Woods and offers views of Lake Monona.

Are there longer road cycling routes that connect to broader trail systems?

Yes, some road cycling routes in Shorewood Hills connect to broader trail systems, offering opportunities for longer rides. For instance, the Dawley Conservancy Park – Military Ridge State Trail loop from Dane County connects to the Military Ridge State Trail, providing a moderate path through varied landscapes.

What can I see along the road cycling routes in Shorewood Hills?

Many road cycling routes in Shorewood Hills offer picturesque lakeside vistas of Lake Monona and Lake Mendota. You can also pass by natural features like Glenway Woods and University of Wisconsin–Madison Arboretum. The area also features parks and conservancies, enhancing the natural beauty of your ride.

Are there any interesting landmarks or natural features to explore near the cycling routes?

Absolutely. Beyond the routes themselves, you can explore significant natural and historical sites. The Picnic Point Mound Group, an ancient burial site, offers a cultural and natural point of interest. Additionally, the Olbrich Botanical Gardens, with its diverse themed gardens, provides a beautiful and serene environment to visit.

What is the best time of year for road cycling in Shorewood Hills?

The best time for road cycling in Shorewood Hills is typically during the warmer months, from spring through fall, when the weather is mild and the natural scenery is at its peak. The well-maintained roads are generally clear, and the lakeside views are particularly enjoyable during these seasons.

What do other road cyclists enjoy most about road cycling in Shorewood Hills?

The road cycling experience in Shorewood Hills is highly rated by the komoot community, with an average score of 4.5 stars. Reviewers often praise the area's diverse network of routes, the picturesque lakeside scenery, and the well-maintained road surfaces that make for a smooth and enjoyable ride.

Are there challenging road bike routes for experienced cyclists in Shorewood Hills?

Yes, while there are many easy and moderate routes, Shorewood Hills also offers more challenging excursions for experienced cyclists. These routes can feature significant climbs and longer distances, sometimes exceeding three hours with considerable elevation gain, requiring good to very good fitness.

Where can I find information about cycling permits in Dane County, Wisconsin?

For information regarding cycling permits in Dane County, Wisconsin, it's best to consult local government resources. Wisconsin's state and county road systems are classified for bicycling conditions, and local bicycle maps are available. You can find more details on the official Wisconsin Department of Transportation website: wisconsindot.gov.

Is public transport available to access bike trails around Madison and Shorewood Hills?

Public transport options are available in the Madison area, which can help access various bike trails. For specific routes and schedules to trailheads like the Capital City State Trail, it's recommended to check the local Madison Metro Transit services for the most current information on bus routes and stops.

Are there cafes or pubs near the road cycling routes in Shorewood Hills?

While Shorewood Hills itself is a residential village, its proximity to Madison means there are numerous cafes and pubs within a short cycling distance. Many routes will take you close to areas where you can find refreshments, especially in the broader Madison area.

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