In summer, grab a seat at the Aspen Dancing Fountain, right off the pedestrian mall. Jets of water shoot up at random, soaking anyone who happens to be in the way. Children love to try to "beat the spray" by jumping across the fountain grate, and often end up getting soaked. (Dressing little ones in bathing suits here is totally acceptable.) It's a great spot for people-watching during the day and listening to musicians in the evening.
Mill St. and Hyman Ave., Aspen, Colorado, 81611, United States