Make this trip your own
Create your own free, personalized itinerary in seconds — then sign up to save and edit it.
Create my version
Viewed by 100 travelers

Adventurous Fall Colors Getaway in the Midwest

Friday, October 20: Exploring the Colors of Chicago

Start your fall adventure by exploring the vibrant hues of Chicago. In the morning, head to Millennium Park to admire the fall foliage reflected in "The Bean," a famous sculpture. Take a walk along the scenic Lakefront Trail and revel in the stunning contrasts of nature's colors against the urban landscape. In the afternoon, embark on an architectural boat tour along the Chicago River, where you can appreciate the city's impressive skyline draped in autumn beauty. As evening falls, make your way to Navy Pier for breathtaking sunset views of Lake Michigan and the city.

  • Millennium Park: Estimated Cost - Free, Time Spent - 2-3 hours
  • Lakefront Trail: Estimated Cost - Free, Time Spent - 2-3 hours
  • Architectural Boat Tour: Estimated Cost - $40-$50 per person, Time Spent - 1.5-2 hours
  • Navy Pier: Estimated Cost - Free, Time Spent - 1-2 hours

Saturday, October 21: Exploring the Fall Colors of Wisconsin

Embark on a day trip to Wisconsin to witness the enchanting fall foliage. Start your morning by driving north to Devil's Lake State Park. Spend the morning hiking along the park's trails, immersing yourself in a kaleidoscope of autumn hues reflected in the lake. In the afternoon, continue your journey to the House on the Rock, a unique architectural marvel nestled amidst scenic countryside. Explore the eccentric rooms filled with oddities and take in panoramic views of the colorful landscape from atop the Infinity Room. In the evening, head back to Chicago, taking in the picturesque vistas along the way.

  • Devil's Lake State Park: Estimated Cost - $8 vehicle admission, Time Spent - 3-4 hours
  • House on the Rock: Estimated Cost - $15-$30 per person, Time Spent - 2-3 hours

Sunday, October 22: Immersive Fall Experience in Michigan

Embark on a scenic drive to Michigan to witness the captivating fall colors. Start your day by visiting Sleeping Bear Dunes National Lakeshore. Explore the towering sand dunes and hike through the dappled forests, enjoying the breathtaking autumn foliage along Lake Michigan. In the afternoon, discover the beauty of Pierce Stocking Scenic Drive, a 7.4-mile route that provides stunning vistas of the forests and the lake. As the day comes to an end, savor a picturesque sunset over the water before returning to Chicago, filled with memories of your fall adventure.

  • Sleeping Bear Dunes National Lakeshore: Estimated Cost - $30 vehicle admission, Time Spent - 3-4 hours
  • Pierce Stocking Scenic Drive: Estimated Cost - Free, Time Spent - 1-2 hours

Hidden Gems and Local Favorites

For adventurous travelers seeking off the beaten path experiences, consider visiting the Starved Rock State Park in Illinois. This natural gem offers stunning canyons, waterfalls, and a variety of hiking trails to immerse yourself in the beauty of fall. Another local favorite is Door County in Wisconsin, known for its charming coastal towns, apple orchards, and picturesque countryside. Explore the rustic landscapes, indulge in fall flavors at local orchards, and capture the essence of autumn in this hidden gem. Both destinations offer a myriad of outdoor activities, such as kayaking, hiking, and biking, further fueling your sense of adventure.

0
Like this trip? Make your own version.
A free, personalized itinerary in seconds — sign up to save and edit it.
Create my version

Plan Your From Chicago to explore fall colors in either Illinois, Wisconsin or Michigan Trip