Five Unexpected Places to Stop on a Drive from Chicago, Illinois and Brentwood, Missouri

Driving from Chicago, Illinois to Brentwood, Missouri is a long trip that takes approximately five hours. Along the way, there are many beautiful and interesting places to stop that are often overlooked by travelers. In this article, we will share five unexpected places to stop on this drive, making your journey more fun, memorable, and enjoyable.

Before we begin, we want to mention the halfway point of this trip: Atlanta, IL. This charming town has a population of just under 2,000 people and is well-known for its annual Route 66 Festival. Spend some time exploring the town's historic district, which is home to several interesting buildings and landmarks, including the Atlanta Public Library, the Paul Bunyan statue, and the Bunyon's Statue Food Truck, which serves some of the best hot dogs in town.

1. Joliet, IL

Joliet, IL is a city located approximately 45 minutes southwest of Chicago. This city has a long history and is home to several interesting landmarks, including the Joliet Iron Works Historic Site, which offers a glimpse into the city's industrial past. There is also the Rialto Square Theater, which is a beautifully restored theater that hosts a variety of shows and events throughout the year.

If you're looking for a bite to eat in Joliet, don't miss the Chicago Street Pub, which serves some of the best burgers and craft beer in the area.

2. Springfield, IL

Springfield, IL is the state capital and is home to several historic landmarks, including the Abraham Lincoln Presidential Library and Museum, which offers a fascinating look into the life and legacy of one of America's most iconic presidents. The Illinois State Capitol Building is also worth a visit, as it is a beautiful example of Renaissance Revival architecture.

When it comes to food, Springfield has some great options. Try the Horseshoe Sandwich at D'arcy's Pint, which is a regional specialty consisting of toast topped with beef, french fries, and cheese sauce.

3. Litchfield, IL

Litchfield, IL is a small town located approximately 1 hour and 45 minutes southeast of Springfield. This town is home to the Ariston Cafe, which has been serving delicious food since 1924. Stop by and try their famous homemade pie, which is made fresh daily.

Litchfield is also home to the Route 66 Welcome Center, which is a great place to stop and learn more about the history of this iconic highway.

4. St. Louis, MO

St. Louis, MO is a city located approximately 20 minutes northwest of Brentwood. This city has plenty of attractions, including the Gateway Arch, which is a 630-foot monument that offers incredible views of the city from the top. There is also the Missouri Botanical Garden, which is a beautiful oasis of greenery and flowers in the heart of the city.

For foodies, St. Louis is known for its barbecue. Try the brisket at Sugarfire Smokehouse or the ribs at Pappy's Smokehouse.

5. Hermann, MO

Hermann, MO is a small town located approximately 1 hour and 15 minutes west of St. Louis. This town is home to several wineries and is a great place to stop and sample some of Missouri's finest wines. Be sure to check out Stone Hill Winery, which is the state's oldest winery and has won numerous awards for its wines.

If you're feeling hungry, head over to the Tin Mill Brewing Company, which serves up delicious wood-fired pizzas.

Conclusion

Traveling from Chicago, Illinois to Brentwood, Missouri can be a long and tiring journey, but it doesn't have to be boring. By making these unexpected stops along the way, you can turn your journey into an adventure. From the industrial past of Joliet to the rolling hills and wineries of Hermann, there is something for everyone on this trip. So pack your bags, hit the road, and be prepared to discover some hidden gems along the way!