Wilmington, Illinois

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

Top Chillin Spots in and near Wilmington

  • Willow Springs, Illinois

    Black Oak Trail

    4.5
    2.64 mi / 148 ft gain
    The trails traverse a rolling glacial highland of oak woods and prairie. The hiking trails connect to miles of multi-use trails where you can hike, mountain bike, cross country ski and snowshoe. Lastly, there is an interpretive center with exhibits about local nature and history. The trailhead...
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  • Ottawa, Illinois

    Ottawa Canyon

    5.0
    0.66 mi / 112 ft gain
    This canyon is not as popular as some of the others in this park but it is my favorite by far. You can either make this a short hike from the Ottawa Canyon Trailhead on the east side of the park or hike the full 3.9 miles (one-way) from the visitor center. Either way you will not be disappointed...
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  • Oglesby, Illinois

    Lover's Leap Overlook

    1.42 mi / 194 ft gain
    Starved Rock State Park is just outside of Oglesby, Illinois. The park features sandstone bluffs and the Illinois River runs through the park. Dogs are allowed on trail if kept on leash. The trail is open year-round for a variety of activities. The Lover's Leap Overlook Trail is rated as beginn...
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  • Oglesby, Illinois

    St. Louis Canyon

    5.0
    2.72 mi / 440 ft gain
    The hike from the visitor center or lodge is 1.35 miles. For a shorter hike you can park just south of the park entrance on Route 178 and hike 10 minutes to the canyon and falls. Spring is the best time to see the waterfall and winter also provides a unique perspective once the waterfall freezes...
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  • Oglesby, Illinois

    Red River Loop

    2.57 mi / 266 ft gain
    The Red River Loop in Matthiessen State Park River Area runs alongside the Vermillion River and is typically used by hikers, walkers, and those wishing to see unique birds. The Red River Trail is open for use year-round. The trail winds through beautiful canyons, streams, prairies, and forests in...
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  • Chicago, Illinois

    Grant Park

    4.5
    Grant Park is located on the east side of Chicago. It is a great place to spend the day and explore. From the famous "Bean", which is actually named "the cloud", to Buckingham Fountain there is plenty to see in this park. It is also a great place to see the Chicago skyline, as well as have a picn...
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  • Chicago, Illinois

    Luire Garden

    0.18 mi / 10 ft gain
    Visiting Chicago I was on a mission to find a great outdoors spot to be in. This definitely fulfilled my goal of finding a beautiful garden to hangout in! There are plenty of different paths and areas to explore just within the city! Location Located in Millennium Park it will be easy to find,...
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  • Chicago, Illinois

    North Avenue Beach

    North Avenue Beach, located in Chicago’s Lincoln Park, is one of the city’s most popular lakefront spots. Its iconic beach house, designed to resemble an ocean liner, offers 22,000 square feet of space, including upper decks and portholes for stunning views of Lake Michigan and the bustling lakef...
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