Oak Leaf Trail: Milwaukee River and Lake Loop
Oak Leaf Trail: Milwaukee River and Lake Loop
4.7
(4852)
16,640
riders
01:44
41.7km
140m
Road cycling
This easy 25.9-mile road cycling loop in Milwaukee offers scenic views of Lake Michigan and the Milwaukee River, passing iconic landmarks.
Last updated: February 26, 2026
Waypoints
Start point
Parking
Get Directions
2.24 km
Highlight • Beach
Tip by
29.4 km
Highlight • Rest Area
Tip by
39.2 km
Highlight • Monument
Tip by
41.7 km
End point
Parking
Way Types & Surfaces
Way Types
27.0 km
9.27 km
4.56 km
817 m
< 100 m
< 100 m
Surfaces
33.9 km
7.67 km
< 100 m
< 100 m
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Elevation
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Weather
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Today
Wednesday 6 May
12°C
3°C
0 %
Additional weather tips
Max wind speed: 22.0 km/h
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This route was planned by komoot.
This loop is generally considered an easy road ride, suitable for most fitness levels. While there are a couple of short climbs on the southern half of the lakefront section, the majority of the route is accessible. However, be aware that some busier sections can be congested with other users like joggers and walkers.
The majority of the route consists of smooth asphalt paving, making it ideal for road bikes. You'll primarily ride on dedicated cycleways, roads, and streets. There are only very small, negligible sections that might be unpaved.
The loop offers stunning waterfront views of Lake Michigan and passes by popular spots like Bradford Beach. You'll also ride through historic Lake Park and Veterans Park, with sights of sailboats and classic Milwaukee architecture. Along the Milwaukee River, you'll enjoy lovely river landscapes, especially in parks like Lincoln Park. The route also provides direct access to the Milwaukee Art Museum.
The Oak Leaf Trail system, including this loop, is generally multi-use and popular with walkers and runners, many of whom bring dogs. It's best practice to keep your dog on a leash and ensure they are well-behaved around other trail users.
The trail is enjoyable throughout the warmer months. Spring and fall offer pleasant temperatures and beautiful scenery. Summer is also great, but be prepared for potentially more crowds, especially on lakefront sections. Winter cycling is possible but depends on snow and ice conditions.
The Oak Leaf Trail system has numerous access points throughout Milwaukee County. For this specific loop, you can find parking near many of the parks it passes through, such as Lincoln Park or areas along the lakefront. Milwaukee's public transportation system also provides access to various points along the broader Oak Leaf Trail network.
No, there are no permits or entrance fees required to cycle the Oak Leaf Trail: Milwaukee River and Lake Loop. It is a public multi-use trail system.
Yes, this loop is part of the extensive Oak Leaf Trail system. Specifically, it incorporates significant sections of the Oak Leaf Trail Milwaukee River Line, the Oak Leaf Trail Zip Line, and the Oak Leaf Trail Lake Loop. It also overlaps with parts of the Milwaukee Bicycle Route.
On average, completing the 41.7 km (25.9 miles) loop by racebike takes approximately 1 hour and 44 minutes, depending on your pace and how often you stop to enjoy the sights.
Yes, as the trail passes through urban areas and popular parks, you'll find various amenities. There are cafes, restaurants, and pubs accessible near different sections of the loop, particularly in areas close to downtown Milwaukee and along the lakefront.
Given its easy difficulty and mostly paved surfaces, the loop can be suitable for families. However, be mindful that some sections, especially along the lakefront, can be busy with other users, which might require more caution with younger or less experienced riders.