Walk or run the Lakefront Trail
Natural Feature

© travelpix / Alamy Stock Photo
This stunning 18-mile (29km) stretch along the shore of Lake Michigan starts from Kathy Osterman Beach in Lincoln Park and ends at the South Shore Cultural Center. The city’s vibrant skyline is in constant view, and you’ll be able to walk, stroll or run past Navy Pier and Grant Park. There are markers to tell you how far you’ve gone and drinking fountains along the way. Most importantly, you don’t have to complete the entire journey. And if you get too hot along the way (obviously only applicable in the summer), you can always jump in the lake to cool down.