Cool boutique and architectural hotels are the specialty. There's lots to see in the Loop: the Art Institute, Willis Tower, the Theater District and Millennium Park are the top draws among the skyscrapers, while the city's biggest festivals keep people flocking to the area's large green spaces. The Loop is Chicago's center of action, named for the elevated train tracks that encircle its busy streets. The Loop Best neighborhood for sightseeing Here are the best neighborhoods to explore on your trip to Chicago this winter where you'll have one of the crowds and you'll see the city in whole different light. The city center is an architectural wonder, but it’s Chicago’s mural-splashed neighborhoods – full of inventive restaurants, fringe theaters and sociable dive bars – that will create lasting memories of your time in the Windy City. With steely skyscrapers, lakefront beaches and world-class museums, Chicago will blow you away with its low-key yet highly cultured awesomeness.