Chicago is an incredible city filled with attractions, but sometimes, a short getaway is the perfect way to escape the hustle and bustle. If you’re looking for a family-friendly trip just a short drive from Chicago, there are plenty of fantastic options that offer adventure, relaxation, and unforgettable memories. Here are two of the best destinations for a fun and easy family trip near the Windy City.

1. Starved Rock State Park – A Nature Lover’s Paradise
Located about 90 minutes southwest of Chicago, Starved Rock State Park is one of the most scenic and family-friendly outdoor destinations in Illinois. With its dramatic sandstone canyons, beautiful waterfalls, and miles of hiking trails, this park is perfect for a day of adventure and exploration.
Why Families Will Love It:
- Kid-Friendly Hiking Trails: The park offers over 13 miles of well-marked trails, with easy paths leading to stunning waterfalls like St. Louis Canyon and Wildcat Canyon. Even young kids can enjoy the short hikes to scenic overlooks.
- Wildlife Spotting: Families can see deer, bald eagles (especially in winter), and a variety of birds while exploring the park.
- Picnic Areas & Lodge: After a morning of hiking, enjoy a packed picnic at one of the many scenic areas or grab a meal at the historic Starved Rock Lodge, which offers delicious family-friendly dining options.
Best Time to Visit: Spring and early summer are the best times to see the waterfalls at their fullest, while fall offers breathtaking foliage.
Pro Tip: Arrive early to avoid crowds, especially on weekends. Bring sturdy walking shoes, as some trails can be rocky and uneven.

2. Lake Geneva, Wisconsin – A Lakeside Retreat with Endless Fun
Just 90 minutes north of Chicago, Lake Geneva is a charming resort town that offers a mix of outdoor recreation, small-town charm, and family-friendly attractions. Whether your family loves water activities, scenic walks, or relaxing by the lake, this destination has something for everyone.
Why Families Will Love It:
- Boat Tours & Water Activities: Take a scenic lake cruise, rent a kayak, or go paddleboarding for a fun day on the water.
- Lake Geneva Shore Path: A 21-mile walking path surrounds the lake, offering beautiful views of historic mansions and nature. Families can walk a small section and enjoy the scenery.
- Safari Lake Geneva: For an exciting wildlife experience, take a drive-through safari and see zebras, camels, and bison up close!
- Beach Fun: Riviera Beach in downtown Lake Geneva is perfect for swimming, building sandcastles, or just relaxing by the water.
Best Time to Visit: Summer is perfect for beach activities, while fall offers beautiful foliage and fewer crowds. Winter brings ice castles and snow tubing for a different kind of adventure!
Pro Tip: Visit during weekdays in the summer to avoid large crowds, and don’t forget to stop by Kilwins for some of the best homemade fudge and ice cream in town.