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Routes
Hiking trails & Routes
United States
Wisconsin
Milwaukee County
Wauwatosa

Oak Leaf Trail: Underwood Creek Parkway

Easy

4.6

(9124)

9,125

hikers

Oak Leaf Trail: Underwood Creek Parkway

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

A

Start point

Parking

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1

3.72 km

Almost busted my shit

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B

3.96 km

End point

Parking

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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

Elevation

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Today

Monday 25 May

30°C

13°C

0 %

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Max wind speed: 22.0 km/h

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This route was planned by komoot.

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Frequently Asked Questions

How long does it typically take to hike this trail?

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.

What is the terrain like on the Underwood Creek Parkway trail?

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.

Are there specific parking areas for accessing the trail?

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.

Is the Oak Leaf Trail: Underwood Creek Parkway dog-friendly?

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.

What is the best time of year to visit this section of the Oak Leaf Trail?

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.

Are there any permits or entrance fees required to hike here?

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.

What kind of wildlife can I expect to see along the route?

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.

Does this trail connect to other well-known paths?

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.

Are there any notable viewpoints or natural features along the trail?

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.

Is this trail suitable for beginners or families with children?

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.

What's an insider tip for making the most of a visit to this trail?

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.

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