Waukesha, Wisconsin

Looking for the best hiking in Waukesha? We've got you covered with the top trails, trips, hiking, backpacking, camping and more around Waukesha. The detailed guides, photos, and reviews are all submitted by the Outbound community.

Top Hiking Spots in and near Waukesha

  • Waukesha, Wisconsin

    Bike or Run the Glacial Drumlin Trail (Waukesha to Wales Segment)

    5.0
    14 mi
    Your journey begins at the Fox River Sanctuary and E.B. Shurts Environmental Education Center at 810 College Avenue in Waukesha, Wisconsin. Parking is plentiful, and you'll find restrooms and bubblers (or, water fountains to you non-natives) available seasonally. The Glacial Drumlin Trailhead is ...
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  • Brookfield, Wisconsin

    Hike or Bike the Lake Loop at Fox Brook Park

    1 mi / 0 ft gain
    You will find plenty of unique things going on at this park at all times. People swimming at the beach on the east end of the lake, people canoeing from the boat launch, grilling, hiking around the perimeter of the lake, and plenty of people fishing on one of two piers. Dogs are welcome and encou...
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  • Elm Grove, Wisconsin

    Hike the Elm Grove Park Loop

    1 mi / 100 ft gain
    Elm Grove Park is one of the most picture perfect parks in the SE WI area, so be sure to stay for sunset as the sky lights up! The 1 mile long trail wraps the perimeter of the park. It is paved the entire way, if you want to venture off trail feel free. Dogs are permitted at this park! There is a...
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  • Hartland, Wisconsin

    Walk along the boardwalk at Nagawaukee Park

    1 mi / 20 ft gain
    A great park that you can park nearby the lake (down by the boat launch), or park in the designated parking lot and take the boardwalk down to the lake, you can't go wrong with these views. There is a looped trail that goes from the boat launch, along the lake all the way to the beach. This a gre...
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  • Delafield, Wisconsin

    Hike the Kettle View Trail at Lapham Peak

    5.0
    5.8 mi
    Head 30 minutes west from Milwaukee along I-94 and you'll find yourself in the quaint town of Delafield, WI. Head south down Genesee St. for a half mile and you'll see the entrance to Lapham Peak, part of the Kettle Moraine State Forest. Once there, you can head up the winding road to the parking...
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  • Menomonee Falls, Wisconsin

    Hike around the Lake at Menomonee Park

    1 mi / 0 ft gain
    Hiking around this lake at all times of the year is fun. You can park by the beach on any side of the lake and you are greeted with breathtaking views of Menomonee Park's pond, or "Lannon Quarry" as others have called it. It will take you about 30 minutes to hike the whole thing if you are explor...
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  • Nashotah, Wisconsin

    Hike the Grass and Forest Lake Loop at Nashotah Park

    3 mi / 200 ft gain
    Park Hours: 6AM to 10PM  Official Nashotah Park Website Excerpt from the website: Nashotah Park is a 444-acre park nestled among rolling hills, woodlands, wetlands, and grasslands that offer habitat for deer, waterfowl and a variety of songbirds. Nature trails lead through easily identifiable lan...
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  • Dousman, Wisconsin

    Ice Age Trail: Scuppernong

    6.8 mi / 545 ft gain
    Ice Age Trail: Scuppernong is a point-to-point trail where you may see beautiful wildflowers located near Dousman, Wisconsin.
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  • Menomonee Falls, Wisconsin

    Hike through the Menomonee River at Lime Kiln Park

    1 mi / 0 ft gain
    Park right behind Main Street, and you can go on trails on either side of the river, or you can get your rain boots on and go through the river and see these bluffs with your own eyes up close. This is truly a hidden gem here in Menomonee Falls and you will be one of the few people that will disc...
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  • Hartford, Wisconsin

    Hike to Loew Lake

    5.0
    3 mi
    Starting from county rd K you turn in on Emerald Drive . at the start of Emerald drive is an old and tiny cemetery. Travel all the way on Emerald drive until you reach a sign that says Emerald Lot which is where you park, you can go left or right along the Ice age trail that crosses all across WI...
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  • Milwaukee, Wisconsin

    Explore the Abandoned Solvay Coke & Gas Complex

    2.0
    1 mi
    To access the complex, head south from downtown Milwaukee along 1st St. Once you reach Greenfield Ave., turn left heading East. You'll pass under a concrete train bridge before seeing an open field on your right. Park your car along the street and head south past the crumbled brick of another for...
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  • Hubertus, Wisconsin

    Hike through Glacier Hills County Park

    2 mi / 100 ft gain
    This park has 5 trails ranging from 0.5 mile to 2 miles long which vary terrain, elevation, and scenery. There are plenty of amazing views here, especially as the sun is about to set. You can bring your dog, bring a picnic, and cross country ski in the winter!  Park Hours: 6 AM - 9 PMPark is open...
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  • Hubertus, Wisconsin

    Walk the Stations of the Cross At Holy Hill

    5.0
    1.3 mi / 450 ft gain
    Holy Hill National Shrine is a landmark within the Wisconsin area, both as a tourist spot and a great location for fall colors. Located outside of Hubertus, WI, it is east of the Kettle Moraine Scene Drive and Cty Rd 167 intersection. Once arriving, there are three parking locations: the top of t...
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  • Hubertus, Wisconsin

    Scenic Tower at Holy Hill

    4.5
    1 mi / 200 ft gain
    The scenic tower at Holy Hill is one of the highest accessible peaks in the area if you do not own a drone! The views are endless! There are many glacial drumlins, bluffs, and hills everywhere that fill the eye to meet the horizon. You can park in any of the main parking lots at Holy Hill. You w...
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  • Milwaukee, Wisconsin

    Hike the Hank Aaron and Oak Leaf Trails in Lakeshore SP

    4.3
    1.7 mi / 0 ft gain
    Lakeshore State Park is kind of considered a hidden gem. While yes, it's right along the Milwaukee lakefront, people don't realize just how nice and beautiful it is! This urban state park features two loops (the Hank Aaron and Oak Leaf) that total 1.7 miles. To access the park, you can either par...
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  • Milwaukee, Wisconsin

    Explore Lake Park

    4.0
    1 mi / 100 ft gain
    This park has it all! Lake Park Bistro, golfing, hiking, a lighthouse, hiking trails, biking trails, and picnic spots galore!  Take the Oak Leaf Trail throughout the park to make a loop around all of the main landmarks in this historic park!  There are many things to see in this park! Multiple ra...
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