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    Oakleaf Trail

    4.0 (2 reviews)

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    9 years ago

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    12 years ago

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    Shorewood Nature Preserve

    Shorewood Nature Preserve

    4.8
    (4 reviews)
    22.1 km

    This magical, somewhat hidden spot has been a longtime favorite. I started coming here as a kid and…read morenow bring my two kids here for some oneness with nature. It's small and there are only a few short trails, but it's as serene and lovely as can be. Fall is a perfect time to check it out, but wear shoes that can handle mud and slippery leaves. Be sure to head all the way down to the water. The beach is minimal, but the kids will entertain themselves for hours climbing on fallen trees, looking for the perfect rock and perhaps building a shelter out of branches. One last tip: On your way down the steep hill, borrow a walking stick that you'll find on the left hand side near the entrance. Just be sure to return it for the next explorer to use.

    I came here all the time when I was a kid and had the pleasure of returning recently. There are…read moreseveral short hiking loops through the woods and a steep entry trail that goes straight down to the water. There is less beach than there used to be; perhaps it's an erosion issue. If you hike along the water, the beach opens up in a few places. It's very secluded! If you take the trails off to the north of the main one, you should stumble upon a bunch of old wooden benches, which are remnants of a long-gone outdoor church. High schoolers frequent this place to, well, do the things that high schoolers do. Don't worry though, they're more scared of you than you are of them. This is a wonderful place to get close to nature. It's generally very quiet. I've seen deer, bats, lots of interesting mushrooms, and many varieties of wildflower. The trail can be overgrown, but it is still quite clear. It's not possible to get lost, as the park is rather small, and all the trails are loops. Just be careful about wandering onto private property. No one seems to care too much, but there are "no trespassing" signs by the fences. If you want better beach, you might have to ignore the warnings, but you didn't hear it from me. Also, be careful along the shore here-- it can be tricky to traverse.

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    Shorewood Nature Preserve
    Shorewood Nature Preserve
    Shorewood Nature Preserve

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    Captain Daniel Wright Woods Forest Preserve

    Captain Daniel Wright Woods Forest Preserve

    4.3
    (14 reviews)
    74.0 km

    I LOVE these trails and could literally get lost in these woods for hours. I highly recommend going…read morein the beginning of fall to enjoy all of the beautiful changing leaves. The trails are nice and wide and make it easy to get around other walkers. These trails are also long enough, that once you move away from the main trail that circles the pond (pink trail maybe??), unless you move over to Half Day Forest preserve (connected trails), you'll very rarely run into anyone else. The parking fills quickly at the Everett and St. Mary's entrance, but you can also park over at Half Day Forest Preserve off of Milwaukee and easily find your way to these trails with a short added mile of walking.

    We paid a visit here as an enjoyable venue for getting in some fitness steps.  The daughter and her…read morefamily frequent various forest preserves, and she mentioned this one as a recent favorite.  I personally don't have a lot of forest preserve comparison data, but found the surroundings to be tranquil and uncrowded on a Sunday afternoon, the trails all graveled and well marked, existence of a couple of bridges, a good mix of sun and shade along the trails, and folks and their pets all well behaved and courteous.  Some folks were picnic'ing and there was also a wedding party photo shoot going on.  I'm not sure where this one ranks in acreage for a forest preserve, but there were plenty of trails (4 miles worth) to get in whatever mileage you might like.  So, I guess I'll go with an "it's a good as it gets" til proven otherwise!

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    Soft landing.
    Soft landing.
    Captain Daniel Wright Woods Forest Preserve
    Beautiful path. On the Yellow Trail.

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    Beautiful path. On the Yellow Trail.

    Oakleaf Trail - hiking - Updated August 2026

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