Milwaukee: A Skateboarder’s Urban Playground Posted on December 30, 2015December 30, 2015 by Dylan Deprey The streets of Milwaukee are the skateboarder’s urban playground. Stairs and handrails are normally seen as a necessary piece of architecture but to skateboarders doing a trick down it can be the final banger for a video part. The rough ground can gash the palms of any innocent skateboarder mistakenly hitting a single pebble. It takes work to skateboard well; it is even harder to skate the streets of Milwaukee well. The ground is rugged and the spots are far and few. Traverse Milwaukee through a skateboarder’s eyes. Map and photos by Dylan Deprey. Share this: Share on X (Opens in new window) X Share on Facebook (Opens in new window) Facebook Share on LinkedIn (Opens in new window) LinkedIn Share on Reddit (Opens in new window) Reddit Print (Opens in new window) Print