There are two possible directions to join the Oak Leaf Trail inside the Warnimont Park. If you're arriving from the north and heading south, you'll begin your journey on the Oak Leaf Trail just off Pulaski Avenue, or via Sheridan Park. From here, you'll wig-wag your way past the archery center and an 18-hole golf course. The trail is not very shaded along this segment, so make sure to bring water. From here, the trail begins to have a mixture of open parkland and shaded shrubs and trees. Continue along the well-marked path which is mainly woodchips and natural earth.
At the south end of Warnimont Park, (or the entrance if you arrive via College Avenue or Grant Park), is a furrific off-leash dog park. Stop by here to let Fido run free among the trees! Inside this pup-filled enclosure is another set of trails, which you and your pup can enjoy off-leash. Just remember to leash Fido back up once you rejoin the Oak Leaf Trail outside of the designated doggie area. If you wish to continue hiking with your pup, reexplore the Warnimont Park via the Forked Aster Hiking Trail which zigzags through the park and follows the Warnimont Bluff Fens State of Wisconsin Natural Area close to the sandy beach overlooking Lake Milwaukee.
Remember to pick up after your pooch while on the Oak Leaf Trail in Warnimont Park and inside the off-leash dog park!