Best Hiking Trails in Milwaukee, WI

Handpicked Top 3 Hiking Trails in Milwaukee, WI. How do we actually find the most highly rated hiking trail? Our 50-Point Inspection includes everything from checking reputation, history, complaints, local reviews, nearness, satisfaction, trust and cost to the general excellence. That's not all... businesses do not pay us to list them. You deserve only the best!


6141 N. Hopkins St, Milwaukee, WI 53209

Since 1998

Summerfest Grounds, Hiking Trails, Walking, Little Red Light, House, Nice Stroll, Art Museum, Skyline, Theatre, Bike, Nature & Trees

Feature 237 acres of grasslands, woods and wetlands in the city of Milwaukee

Mon - Sun : 6:00 am - 8:00 pm

Havenwoods is an unexpected oasis in the city. At 9:30 on a Friday morning, we had the place all to ourselves. (minus the workers.) Walking along one of the side trails, I felt like we'd driven miles and miles away from home. It's incredible. The trails aren't paved with concrete, but the fine, compact gravel worked well for the jogging stroller I was using that day.
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9480 Watertown Plank Road, Milwaukee, WI 53226

Since 1911

Hiking Trails, Animals/Wildlife, Golf (external site), Natural Areas, Gardens & Nature

Very peaceful and moderately easy hike with stone trails & staircases

Beautiful hiking trails! We strayed from the trails and found some beautiful views. We ended up down by the shore and then hiked up be hill to get back to the trails. It was beautiful and a great work out! Would recommend this park to anyone wanting to go hiking without leaving Milwaukee.
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County Rd C, W329 N846 C, Milwaukee, WI 53018

Since 1851

Hiking, Walking Trails, Observation Tower, Ice Age Trail, Running Trails, Outdoor Theatre, Day Pass, Paved, Path, Horse, Trails, Butterfly, Garden, Park, Sticker & Trail

Provide excellent hiking, backpacking and cross-country skiing on lighted trails

Mon - Sun : 6:00 am - 9:00 pm

One of the best parks in the state! Beautiful views, trails for any and every skill level. Great for children, restrooms located at the top level of park. Watch tower that you are able to climb for unmatched views of the entire area (you can see Holy Hill)! Great cross country skiing trails in the winter. Pets love it, kids love it, everyone! Great for working out by running the moraines, you can even pick wild raspberries to eat in the summer!
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