A mainstay in the gay and lesbian community since it opened in 1987, Roscoe’s, which is located in the heart of Boystown, is a casual spot for a weekday beer or a rollicking weekend party that gets more crowded as the clock ticks on. Despite the crowds, which span the generations and genders, the friendly staff does a good job of running two bars and multiple rooms (including a dance floor, pool table, and large patio). Grab a barstool by one of the large windows and watch the Boystown crowds pass on Halsted, or choose a quiet nook to sit in. Just be sure and go to the bathroom before you get here, if you can. They’re dingy and dirty.