4.4
(24)
446
riders
35
rides
Road cycling around Nashotah, Wisconsin, is characterized by diverse landscapes shaped by glacial advances, featuring rolling hills, woodlands, wetlands, and natural lake systems. The region offers varied terrain, from gentle to challenging, with well-paved surfaces suitable for different fitness levels. Road cycling routes often provide scenic views of the area's natural beauty, including undeveloped shorelines and oak forests.
Last updated: April 25, 2026
5.0
(1)
27
riders
34.8km
01:27
240m
240m
This easy 21.6-mile road cycling loop combines the Glacial Drumlin and Lake Country Trails, offering diverse scenery and gentle elevation.
7
riders
51.2km
02:07
250m
250m
Cycle the Lake Country Trail Loop, a moderate 31.8-mile route through Waukesha County with scenic lake views and varied terrain.

Sign up for free
28
riders
35.9km
01:33
250m
250m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
15
riders
54.3km
02:27
270m
270m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
6
riders
32.6km
01:25
250m
250m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
Get access to more routes and recommendations from other explorers.
Sign up for free
Already have an account?
Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.
Start today with a free account
Your next adventure awaits.
Login or Signup
Popular around Nashotah
The Meadowbrook Trail, along the Route of the Badger, is 2.4 miles and winds through a blend of neighborhoods and business districts. This paved route offers a mostly open path with sparse shade, bordered by a broad grassy median away from the road. Cyclists should pack extra water for the ride to stay hydrated.
0
0
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.
0
0
The Glacial Drumlin State Trail stretches 53 miles from Cottage Grove to Waukesha, offering a scenic journey through southeastern Wisconsin's glacial history. Formed during the last Ice Age, this area features wetlands, ponds, rivers, and numerous drumlins—low, cigar-shaped hills. The trail intersects with the 1,200-mile Ice Age Trail for approximately 2 miles near Wales, providing a unique blend of cycling and hiking opportunities through this geologically rich landscape.
0
0
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.
0
0
This in a nice spot to take a break and take in the beautiful views of Pewaukee Lake.
0
0
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.
0
0
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.
0
0
Road cycling around Nashotah is characterized by diverse landscapes, primarily shaped by glacial activity. You'll encounter rolling hills, woodlands, wetlands, and natural lake systems. The terrain varies from gentle, well-paved surfaces suitable for various fitness levels to more challenging routes with significant elevation gains, offering engaging and picturesque opportunities.
Yes, there are over 35 road cycling routes around Nashotah listed on komoot. These routes cater to different abilities, from easy loops to more challenging rides, ensuring a variety of options for cyclists.
The Nashotah area is rich in natural beauty. You can expect to see varied landscapes including oak forests, oak savannas, cedar glades, and floating leaf marshes. Many routes offer scenic views of natural lake systems like Forest Lake and Grass Lake, with their largely undeveloped shorelines, and the scenery changes vibrantly with each season.
The road cycling routes in Nashotah are highly rated by the komoot community, with an average score of 4.2 stars from 23 reviews. Cyclists often praise the varied terrain, the scenic lake views, and the well-maintained paths that make for an enjoyable riding experience.
Yes, Nashotah offers several easy road cycling routes suitable for families. For instance, the Glacial Drumlin and Lake Country Trail Loop is an easy 21.6-mile route with diverse scenery and gentle elevation changes, making it a great option for a family outing.
While cycling, you might encounter several points of interest. Notable attractions include the Merton Millpond and Bark River, the historic Bark River Bridge, and the picturesque Nagawicka Lake. For panoramic views, consider visiting the Lapham Peak Observation Tower, which is accessible from some routes.
Yes, Nashotah benefits from its connection to larger trail networks. For example, the Meadowbrook Trail is a 2.4-mile paved route that is part of the larger Route of the Badger. The Cushing Park Road Recreational Trail also serves as a vital link connecting the Lake Country Recreation Trail to the north and the Glacial Drumlin State Trail to the south.
The scenery around Nashotah changes vibrantly with each season, offering unique experiences. Spring and fall generally provide pleasant temperatures and beautiful foliage, while summer is ideal for longer rides. Always check local weather conditions before heading out.
Yes, many of the road cycling routes around Nashotah are designed as loops. For example, the Lake Country Trail Loop is a moderate 31.8-mile path featuring varied terrain and scenic lake views, perfect for a circular ride.
While specific parking details vary by route, many road cycling routes in the Nashotah area, especially those utilizing established trails or parks, offer designated parking facilities. It's advisable to check the route details on komoot for specific trailhead parking information before your ride.
Some multi-use trails in Wisconsin, such as the Glacial Drumlin State Trail, may require a state trail pass for cyclists aged 16 and older. It's recommended to check the specific requirements for the trails you plan to use. For information regarding Nashotah Park, you can visit the Waukesha County Parks website.
Yes, while there are many easy and moderate routes, the Nashotah region also offers more challenging road cycling routes with significant elevation gains for experienced riders. These routes often take advantage of the area's characteristic rolling hills to provide a more strenuous workout.


Browse the best Road cycling routes in other regions.