Oak Leaf Trail: Underwood Creek Parkway
Oak Leaf Trail: Underwood Creek Parkway
4.6
(9124)
9,125
hikers
01:01
3.96km
20m
Hiking
Hike the easy 2.5-mile Oak Leaf Trail: Underwood Creek Parkway, featuring wooded areas, prairie views, and the Menomonee River confluence.
Last updated: February 26, 2026
Waypoints
Start point
Parking
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3.72 km
Highlight • Other
3.96 km
End point
Parking
Way Types & Surfaces
Way Types
2.76 km
1.17 km
< 100 m
Surfaces
3.14 km
667 m
135 m
< 100 m
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Elevation
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Monday 25 May
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This route was planned by komoot.
The Oak Leaf Trail: Underwood Creek Parkway section is a relatively short hike. Most people can complete the approximately 4-kilometer (2.5-mile) route in about an hour, depending on their pace and how often they stop to enjoy the scenery.
The trail offers a varied experience with both paved and natural paths. While generally flat, you might encounter some uneven sections and potential muddy spots, especially after rain. Standard hiking shoes are usually fine, but waterproof boots are recommended if it's been wet.
While specific parking lots aren't detailed, as part of the Milwaukee County Parks system, you can typically find parking along the Underwood Creek Parkway or at nearby park entrances that connect to the Oak Leaf Trail. Look for designated parking areas within the parkway system.
Yes, the trail is generally dog-friendly. However, always ensure your dog is kept on a leash and that you clean up after them to help keep the trail enjoyable for everyone and protect the local wildlife.
The trail is beautiful year-round, but spring and fall offer particularly pleasant conditions with vibrant foliage or blooming wildflowers. Summer is also great, though it can be warmer. Winter hiking is possible, but be prepared for colder temperatures and potentially icy or snowy conditions.
No, there are no specific permits or entrance fees required to access the Oak Leaf Trail: Underwood Creek Parkway section. It's part of the public Milwaukee County Parks system, making it freely accessible for hikers.
This area is a biodiversity hotspot! You might spot various bird species, monarch butterflies, and even owls, especially in the wooded areas and near the Menomonee River and Underwood Creek confluence. The prairie and oak savanna habitats provide a crucial refuge for these animals.
Yes, this section is an integral part of the larger Oak Leaf Trail system, which spans over 135 miles. It also intersects with parts of the Oak Leaf Trail Root River Line, Deer Creek Trail, Elm Grove Village Pathways, and the Hank Aaron State Trail, offering opportunities for longer adventures.
Absolutely! The trail winds through beautifully wooded areas, offering views of prairie and oak savanna habitats. You'll also pass the confluence of the Menomonee River and Underwood Creek. A gravel loop just off the main path encircles wetland retention areas, providing spectacular natural views.
Yes, due to its relatively flat profile and manageable distance, the Underwood Creek Parkway trail is largely accessible for most hikers, including beginners and families. Just be mindful of potential uneven or muddy spots, especially after rain.
For a unique perspective and excellent wildlife viewing, take the gravel loop that encircles the wetland retention areas just off the main path. It offers spectacular views of the natural landscape and is a great spot for birdwatching, particularly after recent rainfall.