6 Perfect Short Road Trips from Chicago to Explore Nearby Cities

Chicago, the Windy City, offers plenty of attractions for visitors to explore. However, there is much more to explore beyond it. From music hubs to stunning natural landscapes, the cities nearby Chicago offer unique experiences. Here are the 6 perfect short road trips from Chicago to explore nearby cities.

1. Milwaukee, Wisconsin (93 miles)

Milwaukee, the largest city in Wisconsin, boasts art museums, breweries, and beautiful lakefront scenery. The Milwaukee Art Museum has a fascinating collection of over 30,000 works of art. If you’re a beer lover, the city’s beer history and many breweries will delight you. You can also take a stroll along the Lake Michigan shoreline and visit the Milwaukee Public Market to enjoy delicious local cuisine.

2. Indianapolis, Indiana (186 miles)

The capital city of Indiana, Indianapolis, is known for the Indianapolis Motor Speedway, home to the famous Indy 500 race. Besides that, it is also a hub for sports, arts, and culture. The Children’s Museum of Indianapolis is an excellent attraction for families, and the Indianapolis Museum of Art boasts a vast collection of art pieces. The city is also a must-visit for food lovers, with its famous pork tenderloin sandwich and sugar-cream pie.

3. Ann Arbor, Michigan (237 miles)

Ann Arbor, Michigan, is a charming college town and home to the University of Michigan. The town boasts a lively arts and culture scene, with the Michigan Theater showcasing independent films and live performances. For nature lovers, the Matthaei Botanical Gardens and Nichols Arboretum offer a serene escape. Stroll down Main Street to explore local boutiques, cafes, and restaurants.

4. St. Louis, Missouri (304 miles)

St. Louis, Missouri, is famous for the iconic Gateway Arch, which overlooks the Mississippi River. The city offers a range of attractions, including museums, parks, and a vibrant culinary scene. The City Museum is an exciting destination for families, while the Forest Park features multiple museums and a zoo. Don’t forget to try out the famous St. Louis-style barbecue, toasted ravioli, and gooey butter cake.

5. Nashville, Tennessee (474 miles)

For music lovers, Nashville, Tennessee, is a must-visit destination. The Music City has a rich musical heritage, and the Country Music Hall of Fame and Museum is an excellent starting point to explore it. You can also explore the city’s numerous live music venues and enjoy world-famous hot chicken. The city is also home to beautiful parks like the Cheekwood Estate & Gardens and the Percy Warner Park.

6. Mackinac Island, Michigan (340 miles)

Mackinac Island, Michigan, offers a unique experience, with a small-town charm and natural beauty. You can explore the island on foot or by bike, and there are no cars or other motor vehicles allowed. The island’s most famous attraction is the Grand Hotel, which has hosted several presidents and celebrities. Take a stroll down Main Street to explore local boutiques and sample delicious fudge.

In conclusion, these six cities offer unique experiences and are perfect for short road trips from Chicago. Whether you’re seeking art, music, nature, or food, these destinations have it all. Pack your bags and hit the road to explore the nearby cities and create memorable experiences.