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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.

Although a big part of the Drumlin Gracier Trail is paved, in this part of the trail, the path is made up of compacted dirt, which shouldn't be much trouble, just use extra caution during/after rain.

Kettle Moraine State Forest isn’t the best for road cycling, but it's worth locking up your bike and exploring on foot. This vast area, covering over 22,000 acres, boasts glacial hills, kettle lakes, and prairies. It offers more than 100 miles of trails for hiking, mountain biking, horseback riding, and nature walks. Enjoy paddling, boating, swimming, fishing, and hunting, as well as winter activities.

The Paradise Valley Wildlife Area, spans 1,800 acres across four parcels to offer public hunting and support habitat for various wildlife. The area features primarily emergent wetlands, surrounded by oak openings, savanna, grasslands, and former prairie agricultural land, catering to both game species and conservation efforts.

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.

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.

The park is a tribute to veterans and a cherished community gathering area. This is a good spot to take a break and enjoy the serene surroundings in this urban park.

The Five Points Historic District in Waukesha, at the intersection of Broadway, Main St., and Grand Ave, showcases the history of some of the city's most iconic buildings. Post-1857, the area transitioned from small wooden structures to grand Waukesha Lannon limestone buildings, creating a cohesive streetscape. Italianate and Queen Anne styles, with their distinctive turrets, are prominent, especially on corner sites. South Street, with its mix of styles and uses, remained residential into the 1880s.