The Oak Leaf Trail is a multi-use trail system with over 135 miles of trail for cycling, roller blading, walking, birding and running around Milwaukee County. Nearly a quarter of the trail hugs the beautiful shores of Lake Michigan. The trail system is mostly smooth asphalt, with dozens of easily accessed connections that take you just about anywhere in the Milwaukee metro area. Portions of the trail are on Milwaukee County parkways, shared with traffic, and some sections use municipal streets.
The Lake Loop is a scenic path along Milwaukee's lakefront. The line begins next to the Milwaukee Art Museum and follows the shoreline through Veterans Park, including out to the Veterans Park Pier with great views of Lake Michigan. Then, use Lagoon Drive with views of sail boats to connect to McKinley Park and Bradford Beach before continuing on to Lake Park and the Northpoint Lighthouse. Enjoy classic Milwaukee architecture along Wahl and Terrace Avenues as well as when passing Water Tower Park, home to a Milwaukee icon dating back to 1874. At the end of Terrace Avenue, Back Bay Park is a quieter space with a playground. After descending Lafayette Hill, revisit part of McKinley Park before taking in the sights of Veterans Park Lagoon. Take one of the paths past the War Memorial to finish this loop back at the Milwaukee Art Museum.