Montrose Harbor

Swim, bike and run along the lakefront during the Chicago Triathlon, which starts at Montrose Harbor before zooming down Lake Shore Drive and finishing in Grant Park. There are different courses for athletes of all levels, spanning 32, 18.5 and 8 miles, as well as races for kids ages 14 and under.

Local no-kill animal shelter PAWS hosts its annual 5K race at Montrose Harbor, where humans and dogs can make their way through a lakefront course while raising money to support the organization's work. Once you cross the finish line, you'll be able to enjoy live entertainment for humans and pups alike, including a dog agility course and a "doggy oasis" outfitted with pools for cooling off. Don't have a four-legged friend to bring along? Not to worry—there will be plenty of good boys and girls for you to pet.