Bike the Drive

Take a car-free ride along DuSable Lake Shore Drive during this annual biking event, which closes down the lakeside thoroughfare to vehicle traffic and allows cyclists to ride through a 30-mile route dotted with rest stops, water and snacks. You'll have to wake up early (the course opens at 6:30am) and enter through one of designated entry points along the road—but the novelty of biking on a stretch of pavement that is decidedly not bike-friendly is worth the hassle. Plus, proceeds from the event support the Active Transportation Alliance, a nonprofit organization that working to improve conditions for pedestrians and cyclists throughout Chicago.