As summer draws to a close and the new school year approaches, you might be looking for last-minute ways to keep your kids entertained. Although there are plenty of fun things to do with kids in Chicago, you may want to consider exploring places just outside the city. To help you out, we have compiled a list of family-friendly day trip ideas that are a short drive away. These options range from charming small towns to adventurous hiking spots. Check out our guide to the best day trips from Chicago with kids!
1. Lake Forest, Illinois
Downtown Lake Forest is a beautiful area with exquisite homes along the water. The neighborhood is situated along Lake Michigan and has a Tudor-style architecture and great restaurants your kids will adore. However, the beautiful trails nearby will keep them occupied. Fort Sheridan, close to Lake Forest, has three main paved trails: the Hutchinson Trail, Lake Overlook Trail, and Parade Grounds Trail, perfect for tiring your kids out endlessly.
2. New Buffalo, Michigan
New Buffalo is a nostalgic summer beach town and is known as the Hamptons of the Midwest. It has various beaches along Lake Michigan, making it ideal for a watersport adventure. You can also enjoy the sunset from the beach, have smores near a bonfire, or explore local favorites such as Oinks Dutch Treats or The Stray Dog Bar and Grill.
3. Chesterton, Indiana
Chesterton, Indiana, is a lovely town and the perfect day trip from Chicago with kids. It’s home to Indiana Dunes National Park, which has various hiking or biking trails leading from the beautiful beaches of Lake Michigan.
4. Lake Geneva, Wisconsin
Located around Geneva Lake, this destination is known for its picturesque landscapes and rich history dating back to the Gilded Age. It offers quiet shores, quaint shopping, outdoor adventures, and water sports for families. However, what makes it extremely special for kids is the animal activities: you can also take part in horseback riding at Dan Patch Stables or an intimate drive-thru safari at Safari Lake Geneva.
5. Holland, Michigan
Holland is the perfect day trip with kids from Chicago because there’s something to do all year round. Whether that is seeing springtime tulips, summer festivals, fall orchards, or winter celebrations. It offers experiences like tulip gardens, cobblestone streets, and the picturesque Tunnel Park. With over 100 specialty shops, breweries, and restaurants, it’s perfect for a road trip.
6. St. Joseph, Michigan
St. Joseph has golden sand beaches, towering dunes, and restaurants that serve delicious meals your kids will love. You can enjoy dining at the On The River Tavern or take a walk along the Tiscornia Beach shoreline and capture the iconic red and white century-old lighthouse.