Oak Street Beach
When people think of Chicago they don't typically think of sprawling beachfronts but that's exactly what you'll find in the Windy City. Arguably the best of the beaches, for people watching, would have to be the centrally located Oak Street Beach. Steps from the top knotch shopping and restaurant magnet and world-famous Magnificent Mile, Oak Street Beach is home to snack shops, lakefront running paths and dozens of volleyball nets available on a first come, first serve basis. It's the ideal place to either curl up on a towel with a book or join in the fun in a pick up game of frisbee or volleyball.