Routes

Planner

Features

Updates

App

Login or Signup

Get the App

Login or Signup

Login or Signup

Routes
Road cycling routes
United States
Wisconsin
Waukesha County

Pewaukee

The best road cycling routes around Pewaukee

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.

Best road cycling routes around Pewaukee

  • The most popular road cycling route is Nagawicka Lake loop from Village of Pewaukee, a 24.4 miles (39.3 km) trail that takes 1 hour 44 minutes to complete. This easy route circles Nagawicka Lake, offering scenic views.
  • Another top favourite among local road cyclists is Nagawicka Lake loop from Meadowbrook Park & Ride, an easy 13.7 miles (22.0 km) path. This route provides a shorter option to experience the area's lake scenery.
  • Local road cyclists also love the Pewaukee Lake loop from City of Pewaukee, a 46.8 miles (75.3 km) trail leading through the area surrounding Pewaukee Lake, often completed in about 3 hours 29 minutes.
  • Road cycling around Pewaukee is defined by lakes, farmlands, and rolling hills. The network offers options for different ability levels, from easy loops to moderate challenges.
  • The routes in Pewaukee are highly rated by the komoot community with an average score of 4.6 stars from more than 40 reviews. More than 500 road cyclists have used komoot to explore Pewaukee's varied terrain.

Last updated: May 16, 2026

17

riders

#1.

Pewaukee Lake loop from City of Pewaukee

32.0km

01:47

280m

280m

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

Navigate with device

Send to Phone

Save

Easy

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

Easy
guide_signup
Let us show you the way with the komoot mobile app
With a free komoot account, you can easily find, customize, and navigate endless outdoor adventures.

Sign up for free

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

Easy

11

riders

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

Moderate

6

riders

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

Moderate
Sign up for free to see 40 more rides around Pewaukee.

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 Pewaukee

Hiking around Pewaukee

Cycling around Pewaukee

Running Trails around Pewaukee

Tips from the Community

maniboyflex
June 24, 2025, University of Wisconsin-Milwaukee at Waukesha Field Station

As you ride the Glacial Drumlin State Trail past the UWM Waukesha Field Station, you’ll pass prairies, wetlands, and even an old kiln. It’s a fun spot to slow down, spot some wildlife, or take a quick detour on the Field Station trails before jumping back on the main route.

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

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

Amy
September 28, 2022, Pewaukee Lake

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

Amy
September 28, 2022, Lapham Peak

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.

0

0

Amy
September 28, 2022, Nagawicka Lake

Nagawicka Lake is a great place for outdoor pursuits; you can boat, swim and fish here. The water covers an area of 981 acres.

0

0

Frequently Asked Questions

How many road cycling routes are available in Pewaukee?

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.

What kind of terrain can I expect on road cycling routes around Pewaukee?

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.

Are there easy road cycling routes suitable for beginners in Pewaukee?

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.

Are there challenging road cycling routes in Pewaukee?

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.

Can I find circular road cycling routes in Pewaukee?

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.

What scenic viewpoints or natural features can I see while road cycling in 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.

Are there any interesting landmarks or attractions near the road cycling routes?

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.

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

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.

Are there cafes or places to eat along the road cycling routes?

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.

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

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.

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

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.

Are there family-friendly road cycling routes in Pewaukee?

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.

Are road cycling routes in Pewaukee dog-friendly?

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.

Most popular routes around Pewaukee

Hiking around Pewaukee

Most popular attractions around Pewaukee

Places to see

Store rating

Get inspired with the komoot mobile app

With a free komoot account, you can easily find, customize, and navigate endless outdoor adventures.

or

Join komoot Now

Store rating

Explore more

Browse the best Road cycling routes in other regions.

OconomowocOconomowoc LakeOkauchee LakeSummitDelafieldWaukeshaNashotahMenomonee FallsSussexNorth PrairieVillage of WaukeshaNorth LakeLannonChenequaElm GroveDousmanVillage of VernonKettle Moraine State Forest - Lapham Peak UnitNew BerlinMuskegoMertonBrookfieldPewaukeeWalesButlerLac La BelleBig BendHartland

Nearby adventure guides

Things to Do around Pewaukee

background

Get ready to conquer new peaks

Sign up for Free

Explore
RoutesRoute plannerFeaturesHikesMTB TrailsRoad cycling routesBikepackingSitemap
Download the app
Follow Us on Socials

© komoot GmbH

Privacy Policy