- TripBuzz found 92 things to do with kids in or near Chesterton, Indiana, including 85 fun activities for kids in nearby cities within 25 miles like Valparaiso, Michigan City, New Buffalo and Gary.
 - From Seven Peaks Fun Center- Chesterton to Lakeshore Gymnastics, the Chesterton area offers 87 different types of family activities, including: Hiking Trails, Water Parks, Theaters and History Museums.
 - Chesterton is located next to Lake Michigan and is less than 50 miles southeast of downtown Chicago. A historic mansion built in the Queen Anne Style is preserved in the historic district of the town. The Coffee Creek Watershed and Indiana Dunes are both close for those wishing to enjoy outdoor recreation opportunities.
 
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                124 North 8th Street, Chesterton, IN 46304
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            At Seven Peaks Fun Center- Chesterton, visitors can slide down water slides, go tubing down a half pipe, or brave a wave pool. The water park has a designated area for kids under a certain age with child-safe attractions.        
    
    
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            Open to individuals of all skill levels, Lakeshore Gymnastics is an organization dedicated to providing high quality dance, cheer, and gymnastics instruction to its students. All star cheerleading teams, dance classes, and gymnastics instruction are among the activities available.        
    
    
        2.8 Miles 
    
    
        
        
            Many forget Indiana is located on the south shores of Lake Michigan, but one of the state's highlights is its beautiful dunes, towering 200 feet above the lake. Visit Indiana Dunes State Park, where beaches are wide and swimming is welcome. Concession stands, restrooms, picnic areas, campgrounds and lifeguards …        
    
    
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                700 W Porter Avenue, Chesterton, IN 46304
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            Located on Lake Michigan, the Westchester Township Historical Museum lends charm to the town of Chesterton. The stately brick home collects and preserves the areas historical documents and artifacts and is available for touring.        
    
    
        2.2 Miles 
    
    
        
        
            Popular among hikers, the Coffee Creek Watershed Conservancy Preserve also has an amphitheatre which hosts public events, such as concerts. A pavilion, ponds, bridges, and a 4 mile-long trail system are also found in here.        
    
    
        1.9 Miles 
    
    
        
        
            The Prairie Duneland Trail is a popular walking and biking trail in Chesterson. Leading to many other trails in the area, the asphalt trail is surrounded by abundant flora and fauna, making it a beautiful walk.        
    
    
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            Producing quality local theatre in Chesterton is the Fourth Street Theatre. Each season the theatre presents a selection of classic plays including titles such as Waiting For Godot, To Kill A Mockingbird and Sweeney Todd.        
    
    
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            One of only two mountain bike trails in northwest Indiana, Imagination Glen Park features a 10-mile trail for biking, hiking and dog walking. The trail offers a range of difficulty to match the skill levels of different users.        
    
    
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            With over 50 years of screenings, 49er Drive-In Theatre was one of the USA Today's Top Ten Drive Ins, while also being two timer winner of the Rose Award. Pizzas and other specialties can be served during the movies.        
    
    
        5.7 Miles 
    
    
        
        
            Portage Public Marina provides access to Lake Michigan via the Burns Portage Waterway. The marina features fishing from the pier and is also a boat launching site for Lake Michigan.