Best Things to Do on a Road Trip from Chicago, Illinois to Hobart, Indiana

Road trips are an exciting way to explore different regions and discover all the hidden gems that lie within. If you're starting your trip from Chicago, Illinois and heading towards Hobart, Indiana, you're in for a treat. This route is approximately 56 miles long, and it takes you through the beautiful landscapes of both Illinois and Indiana. Along the way, you can visit some fantastic attractions that capture the essence of both states. The halfway point of this trip is Whiting, IN, known for its scenic parks and stunning Lake Michigan views. Here are the top five things to do on your journey through this region.

Visit the Indiana Dunes National Park

Indiana Dunes National Park is a must-visit destination on any Chicago to Hobart road trip. This is a beautiful National Park located within an hour's drive from Chicago, bordered on one side by Lake Michigan. The park is famous for its rolling sand dunes, miles of beaches, and a diverse range of ecosystems. Visitors can enjoy hiking, birdwatching, camping, and other outdoor activities while exploring the natural landscape of the region.

Fun fact: Indiana Dunes National Park is home to over 350 species of birds, making it a popular destination for birdwatchers.

Take a scenic drive down Skyline Drive

Skyline Drive is a 7.6-mile long scenic drive that offers breathtaking views of the Chicago skyline and the vast expanse of Lake Michigan. This drive is perfect for anyone looking to enjoy the scenic beauty of the region while getting a feel of the area's culture. Visitors can stop at several lookout points and take a break to admire the views or picnic with their families.

Fun fact: Skyline Drive used to be a popular get-away spot for legendary Al Capone and his associates. They would retire here for relaxation and hunting.

Visit Wicker Park

Wicker Park is a trendy neighborhood located on the North West Side of Chicago. The neighborhood is home to several cafes, galleries, and boutique shops that define its unique charm. The neighborhood has a rich cultural history and is a melting pot of different communities, including Polish, Puerto Rican, Czech, and Mexican.

Fun fact: The park is named after Charles G. Wicker, a prominent real estate developer who contributed to building the neighborhood in the late 1800s.

Explore the Chicago Riverwalk

The Chicago Riverwalk is a pedestrian waterfront stretch that runs along the Chicago River banks. The walkway features several outdoor restaurants, shops, and cafes and offers stunning views of the city's medieval-style architecture and the iconic river. Visitors can enjoy a peaceful stroll, watch a movie, or rent a bike to explore the riverbanks.

Fun fact: The riverwalk played an important role in the city's history since it's the site of many of Chicago's early commercial districts.

Discover the John Dillinger Museum

Located in the picturesque town of Crown Point, the John Dillinger Museum provides an insight into the life and times of one of America's most notorious criminals - John Dillinger. This museum features several exhibits and artifacts, including firearms, clothing, personal newspapers, and historical documents, helping to explain the life and times of Dillinger.

Fun fact: The artifacts in the museum were acquired from the personal collection of Dillinger's attorney, who helped him during his criminal activities.

In conclusion, this road trip takes visitors through varying landscapes, from the glittering skyline of Chicago to the rolling dunes of Indiana. The journey offers an ideal mix of natural beauty, culture, and historical significance. It is a perfect itinerary for anyone looking to explore the region's riches and venture into less-charted territories. The trip takes about an hour and a half, depending on the traffic and number of stops made along the way.