Find the top rated hiking trails in Milwaukee, whether you're looking for an easy short hiking trail or a long hiking trail, you'll find what you're looking for. Click on a hiking trail below to find trail descriptions, trail maps, photos, and reviews.
I recently rode the Prairie Trail as part of a ride from Geneva, IL to Lake Geneva, WI. It is a beautiful trail and definitely rideable on a road bike if the path is dry (I had 28mm tires). It’s crushed limestone for ~8 miles from Ringwood, IL to Genoa City, WI — exactly like the Illinois Prairie Path or Great Western Trail. Like the description says- only the northernmost 1/4 mile between the Hebron Trail and Genoa City is chunkier gravel.
Thanks everyone for your previous reviews!
I recently rode the Prairie Trail as part of a ride from Geneva, IL to Lake Geneva, WI. It is a beautiful trail and definitely rideable on a road bike if the path is dry (I had 28mm tires). It’s crushed limestone for ~8 miles from Ringwood, IL to Genoa City, WI — exactly like the Illinois Prairie Path or Great Western Trail. Like the description says- only the northernmost 1/4 mile between the Hebron Trail and Genoa City is chunkier gravel.
Thanks everyone for your previous reviews!
Many busy four lane streets to cross without traffic lights. Sidewalks end without warning. Steep hills you have to walk your bike up. Pretty little picturesque town but not bike friendly.
We began our adventure, August 31, 2021, at Whispering Oaks Park in McHenry, IL and set off going north. Almost immediately we crossed busy W. Elm St./Rte 120, but quickly left traffic behind as we passed McCullom Lake and East Beach Park and began passing farm fields and then the Glacial Park Conservation Area, full of beautifully blooming late summer prairie plants. Continuing north we passed through the small town of Ringwood and then into Richmond, IL where we negotiated another busy road crossing at Kenosha St/Rte 173 and then on into the North Branch Conservation Area where the Hebron Trail connects to the Prairie Trail, and just shy of the Wisconsin state line. The North Branch Conservation Area is a lovely, restored prairie area with rolling hills and a destination in it's own right. Storm clouds began to gather, and we turned around and headed back south. We stopped for some light refreshment at the Rusty Nail Saloon's outdoor patio, right on the trail, and also noted a good spot for ice cream, milk shakes, etc. just across a large parking lot to the west of the Saloon. This trail has a lovely mix of town and country and this section of the trail was easy riding with good path conditions and minimal road crossings to negotiate. We are hoping to get back again in Summer 2022.
We have now walked from North Ave north to Rt 60. We are still heading to the northern end. We have to walk double — out and back but it’s been a great COVID distraction. Some bad parts from wheeling north to lake cook rd. Then trails thru Mt Prospect, Des Plaines and park ridge really nice. Gets a bit wonky again around Catherine woods south. For walking fine but bikes harder to get under some of the bridges. Also kids hanging out under a few too. Beautiful trail. Not very crowded but Lake county does amazing job.
You can make about a 5 mile loop out of the trail by using some of the connected trails. Takes you through some wooded areas and has some smooth gravel areas as well. I liked that it had some small hills to make it a bit more challenging.
Very short trail, it does connect to the big bend muskego trail
We started this trail out at merton firemans park, and went east to the falls, trail is all paved, beautiful scenery, goes under 164, nice woods, great view of the quarry, great ride
Was very excited to try this trail between Fish Hatchery (Delafield) and Oconomowoc downtown....but was disappointed. So much of the trail is between power line poles and fairly uninteresting. The worst, however, was the stretch around Nemahbin Lake--where the trail literally disappears completely and you are left navigating a narrow, heavily travelled road with no shoulders in some places! I can't believe this portion is still called the Lake Country trail--when there is no trail. I would not recommend this route for families with young children, given this dangerous stretch with cars whizzing past.
...loved the concept of this path and the ability to enjoy downtown Delafield and downtown Oconomowoc, though. I just wish is was better developed and a bit more interesting/rustic.
I think the Kinnickinnic River Trail is a good riding trail. You can see lots of nature on the lower portion of the trail (south of Lincoln Ave). The upper portion runs along the railroad tracks which is separated by a chain link fence for safety reasons. Amtrak rolls by about every few hours. The day I rode it (Sunday afternoon in early Oct), the trail wasn't very busy. Probably due to Sunday afternoon football games.
The only bad part of the trail is that you have to ride the road for 0.7 miles to get to the lower portion. The good part about the road is that it isn't very busy and it does have bike lanes.
Really really liked the trail, I’m in town from Michigan for work and what an awesome way to spend the day. I’ve never road gravel before today and had a blast
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