Five Unexpected Places to Stop on a Drive from Chicago, Illinois to Neenah, Wisconsin

For those looking to embark upon a memorable road trip from Chicago, Illinois to Neenah, Wisconsin, there are a plethora of options in terms of things to see and do. This scenic drive takes approximately three hours and passes through some of the Midwest’s most beautiful landscapes. From natural attractions to quaint, charming towns, this route has something for everyone. To make your journey even more enjoyable, here are five unexpected places to stop along the way.

Halfway Point- Wauwatosa, WI

Wauwatosa is a charming city located approximately halfway between Chicago and Neenah. Known for its historic architecture, this city is home to a wide variety of unique shops, cafes, and restaurants that are perfect for a mid-trip break. Enjoy a stroll through the downtown area, which boasts beautiful old buildings and outdoor public art displays.

1. Kohler, WI

Located just off the highway, Kohler, Wisconsin is a small town with a lot of character. One of the highlights of this town is the American Club, a former dormitory turned luxury hotel, which boasts a world-class spa and a variety of dining options. Visitors can also head to the Kohler Design Center to learn about the company’s history and see their latest products on display.

For a bite to eat, head to The Horse & Plow restaurant, which serves up hearty farm-to-table fare. Don't miss out on their famous cheese curds, which are made with Wisconsin cheddar and served with a side of house-made ranch dressing.

2. Sheboygan, WI

Just a short drive north of Kohler is Sheboygan, Wisconsin, a charming seaside town located on the shores of Lake Michigan. Known for its beautiful beaches and parks, this town is a great place to relax and soak up some sun.

One of the best spots to grab a bite to eat is Black Pig, an upscale gastropub that serves up farm-to-table fare. Don't miss out on their famous charcuterie board, which features a variety of locally sourced meats and cheeses.

3. Manitowoc, WI

Located on the shores of Lake Michigan, Manitowoc, Wisconsin is a charming coastal town with a rich maritime history. Visitors can head to the Wisconsin Maritime Museum to learn about the town's history as a shipbuilding hub, or explore the many shops and restaurants in the downtown area.

For a bite to eat, head to the Courthouse Pub, a historic building that has been converted into a restaurant and bar. Their signature dish is the Walleye Pike, which is lightly breaded and pan-fried to perfection.

4. Oshkosh, WI

Located on the shore of Lake Winnebago, Oshkosh, Wisconsin is a city that is steeped in history. The town is home to the Experimental Aircraft Association (EAA) AirVenture Museum, which features a variety of vintage aircraft and hosts an annual airshow that draws visitors from around the world.

For a bite to eat, head to the Roxy Supper Club, a historic restaurant that has been serving up classic American fare since the 1940s. Don't miss out on their famous Friday night fish fry, which is a Wisconsin tradition.

5. Fond Du Lac, WI

Located just a short drive north of Oshkosh, Fond Du Lac, Wisconsin is a charming town with a variety of things to see and do. Visitors can explore the downtown area, which features a variety of unique shops and restaurants, or head to Lakeside Park to enjoy the beautiful scenery.

For a bite to eat, head to Ledgeview Express, a casual diner that serves up classic American fare. Don't miss out on their famous butter burgers, which are made with Wisconsin cheddar and served on a lightly toasted bun.

Conclusion

Driving from Chicago to Neenah can be a long and tiring journey, but by taking the time to stop at these five unexpected places along the way, visitors can break up the trip and create memories that will last a lifetime. With a wide variety of attractions, restaurants, and scenic spots to explore, there is something for everyone on this route. So what are you waiting for? Hit the road and start your adventure today!