Midwest Fall Break Road Trip

We have been out on another epic road trip! This time we hit 7 states in 7 days and have some great adventures to share with you. We have learned about Paul Bunyan and the logging industry in Wisconsin, cheered on the runners in the Chicago Marathon, ridden roller coasters in the Mall of America, visited presidential birthplaces and libraries, and explored Wisconsin Dells on the Original Ducks!

Hobbies on a Budget received discounts or tickets to help facilitate this trip. All opinions are my own. Amazon Affiliate links may be included in this post which means that if you make a purchase through these links, I will receive payment.

The kids have read books; we’ve caught up on all our favorite podcasts, and listened to two Louis Lamour audiobooks. We’ve eaten Jelly Bellies Belly Flops, fresh Wisconsin Cheese Curds and tried SPAM at the SPAM Museum. We’ve learned about John Wayne, Benjamin Harrison, Herbert Hoover, Paul Bunyan, Ronald Reagan and much much more! Here’s a quick overview of our Midwest road trip and of course, you know that I will be sharing tips and resources to help you plan your next family road trip over the next few weeks!

Midwest Fall Break Road Trip

Midwest Fall Break Road Trip

Of course, the first question people want to know is which states we covered on this Midwest road trip. We started in Kentucky and headed north through Indiana, up to Michigan, over through Illinois, Wisconsin, Minnesota, Iowa and then back home!

There are so many pictures from a trip like this. So stay tuned to see upcoming full posts where I share details about each of our many stops. But for now, here is a sneak peak of what we have been up to over the past 7 days!

Midwest Fall Break Road Trip


We left our home state of Kentucky at 5:30 am on Saturday morning – all packed and ready to go. I had homemade chocolate chip cookies, fruit, snacks and plenty of drinks packed so we could get moving.

Chocolate Chip cookies for road trips


Benjamin Harrison Presidential Site
Website | Things to Know

Benjamin Harrison Presidential Site Indianapolis Indiana

Indiana Dunes State Park | Website

Indiana Dunes State Park


South Haven MI | Website


Chicago | Website

Bean Sculpture Cloud Gate Chicago Illinois

Ronald Reagan | Website


Jelly Belly Visitors Center |Website | Things to Know

Paul Bunyan Logging Museum |Website Things to Know

Wisconsin Dells | Website | Things to Know

Wilderness Resort | Website | Things to Know


Mall of America |Website

SPAM Museum |Website


John Wayne | Website

PappaJohn Sculpture Garden – Des Moines | Website

Antique Archaelogy | Website

Herbert Hoover | Website

Can you tell we’ve been busy on this Midwest Road Trip? If you want to find us over the next few days, I’ll be working on the computer to write up all the tips and thoughts on these amazing destination and the kids will probably be sleeping to catch up from our trip!

New Family State Count!

We all added new states to our individual count! We’re all past the halfway point! Use this simple spreadsheet to add your states!

  • Sharon – 35 states
  • Shannon – 29 states
  • All 3 Kids – 27 states

Which of these places are you most excited about visiting on your next road trip?

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