4.6
(62)
634
riders
44
rides
Road cycling around Pewaukee offers diverse routes through Wisconsin's picturesque Lake Country. The region features a blend of farmlands, rolling hills, and glimpses of several lakes, including Pewaukee and Nagawicka. Cyclists will encounter varied terrain, from mostly level paved paths to routes with slight inclines and some significant hills. The landscape is shaped by glacial activity, providing a mix of natural beauty and well-maintained trails.
Last updated: May 16, 2026
17
riders
32.0km
01:47
280m
280m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
14
riders
39.3km
01:45
230m
230m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

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12
riders
24.1km
01:07
200m
200m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
11
riders
69.4km
03:09
440m
440m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
6
riders
49.1km
02:07
280m
280m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
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Popular around Pewaukee
The Cushing Park Road Recreational Trail, part of the Route of the Badger, stretches for 3 miles. Though short, it serves as a crucial link in the regional trail system, connecting the Lake Country Recreation Trail to the north and the Glacial Drumlin State Trail to the south. Cyclists can also access the Ice Age Trail from this pathway.
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Nagawicka Lake spans 981 acres and reaches depths of up to 90 feet, making it ideal for boating, swimming, and fishing. The lake is home to diverse fish species, including Panfish, Largemouth Bass, Smallmouth Bass, Northern Pike, and Walleye, offering a great fishing experience. This picturesque lake provides plenty of recreational opportunities for visitors.
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This in a nice spot to take a break and take in the beautiful views of Pewaukee Lake.
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The Lake Country Trail, spanning 15.2 miles, takes cyclists from Waukesha to Oconomowoc through Wisconsin's picturesque Lake Country. This route, largely following an old Milwaukee-Watertown Interurban Railway path, features farmland and rolling hills, with occasional glimpses of Pewaukee and Upper Nemahbin Lakes. In Delafield, the trail intersects with the Cushing Park Road Recreational Trail, which leads to the Glacial Drumlin State Trail. Nearby, Naga-Waukee Park offers recreational activities such as swimming, boating, and fishing in Nagawicka and Pewaukee lakes, making it a perfect stop along the trail.
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This is the largest lake in Waukesha County. You can paddleboard, kayak, fish, sail, canoe and waterski here. There's heaps of amenities around the lake like cafes too.
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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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Nagawicka Lake is a great place for outdoor pursuits; you can boat, swim and fish here. The water covers an area of 981 acres.
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Pewaukee offers a wide selection of road cycling routes, with over 40 routes available. These range from easy rides to more moderate challenges, catering to various skill levels.
Road cycling in Pewaukee features diverse terrain, including picturesque farmlands, rolling hills, and glimpses of several lakes like Pewaukee and Nagawicka. You'll find a mix of mostly level paved paths and routes with slight inclines, as well as some significant hills, particularly around areas like Lapham Peak.
Yes, Pewaukee has many easy road cycling routes perfect for beginners or those seeking a relaxed ride. For instance, the Nagawicka Lake loop from Meadowbrook Park & Ride is an easy 13.7-mile path offering scenic lake views.
While many routes are easy, Pewaukee also offers moderate road cycling challenges. Routes like the Pewaukee Lake loop from City of Pewaukee, at 46.8 miles with significant elevation gain, provide a good workout. The area around Lapham Peak also features more demanding climbs.
Many of the road cycling routes in Pewaukee are designed as loops, allowing you to start and end at the same point. Popular examples include the Nagawicka Lake loop from Village of Pewaukee and the Pewaukee Lake loop from City of Pewaukee.
Road cycling routes in Pewaukee offer beautiful views of the Wisconsin Lake Country. You'll encounter marshlands, forests, farmlands, and several lakes, including Pewaukee Lake and Nagawicka Lake. The Lake Country Trail provides occasional glimpses of these lakes, and routes around Lapham Peak offer stunning vistas.
Yes, several natural landmarks and attractions are close to the road cycling routes. You can pass by Nagawicka Lake, the Merton Millpond and Bark River, and even the Bark River Bridge. Naga-Waukee Park, located along the Lake Country Trail, also offers opportunities for recreation.
Parking is available at various points to access road cycling routes. The Landsberg Center trailhead in Pewaukee, for example, offers amenities for cyclists, and the Meadowbrook Park & Ride is a convenient starting point for routes like the Merton Millpond and Bark River loop.
Yes, the area around Pewaukee Lake, a central feature for many routes, has cafes and other amenities. Local towns and villages along the routes may also offer options for refreshments and meals.
The road cycling routes in Pewaukee are highly regarded by the komoot community, with an average rating of 4.6 stars from over 40 reviews. Cyclists often praise the well-maintained paths, diverse scenery, and the blend of lake views, farmlands, and rolling hills.
The best time for road cycling in Pewaukee is typically during the spring, summer, and fall months when the weather is mild and the natural scenery is vibrant. The Lake Country Trail, for instance, is well-maintained and enjoyable throughout these seasons.
Many of the easier, paved routes in Pewaukee are suitable for families. The Lake Country Trail, with its mostly level path and amenities, is a great option for a family outing, offering a safe and scenic ride through the Wisconsin Lake Country.
While some multi-use trails may allow dogs on leash, dedicated road cycling routes are primarily designed for cyclists and often follow roads or paved paths where dogs might not be permitted or safe. It's always best to check specific trail regulations if you plan to bring a dog, or consider alternative walking trails.


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