Running trails in Milwaukee, WI

How to pick a trail in Milwaukee

• Match the surface to your legs. Milwaukee gives you a choice: 5 paved and 2 mixed. Asphalt and concrete are fast, predictable and runnable year-round but the least forgiving; crushed limestone and dirt take the sting out of high mileage; boardwalk is flat and scenic but slick in the wet. If your shins or knees are complaining, the fix that actually works is varying the surface you run on rather than chasing one "best" one. More paved trails →
• Loop or out-and-back? 1 trail here is a loop, so you finish back at the car with no backtracking — the easiest way to run a set distance without thinking about it. On an out-and-back you turn round at half your target distance, which makes any trail fit any run. The longest stated distance in Milwaukee is Havenwoods State Forest at 6 mi. 1 trail is long enough for a 5-mile-plus run without repeating yourself.
• Check the hours before a 6am run. 2 trails in Milwaukee are open 24 hours — the rest can sit inside a park that gates at dusk and doesn't unlock until well after sunrise. 15 of the 20 listings carry posted opening hours — worth a look before you set an alarm. 1 is lit, which is what you want for winter evenings.
• Long run? Check water and restrooms first. 3 have trailhead parking, 8 have restrooms, and 1 has a water fountain in Milwaukee. Anything over an hour and those stop being nice-to-haves — and in summer, shade counts double.
• The small things that decide it. 1 shaded, 1 with mile markers, 3 that runners describe as quiet, 7 dog-friendly, and 2 smooth and wide enough for a stroller or a wheelchair. Busy or quiet isn't a good-or-bad thing here: a busy path is the safer choice for a solo run at dawn, a quiet one is better for intervals.

More on all of this in the trail-running guides.

Browse Milwaukee trails by type

• Paved trails (5 in Milwaukee)
• Mixed trails (2 in Milwaukee)
• Loop trails (1 in Milwaukee)
• Long-run trails (5+ mi) (1 in Milwaukee)
• Shaded trails (1 in Milwaukee)
• Lit for early & night runs (1 in Milwaukee)
• Hilly trails (2 in Milwaukee)
• Scenic trails (12 in Milwaukee)
• Trails with restrooms (8 in Milwaukee)
• Trails with water fountains (1 in Milwaukee)
• Trailhead parking (3 in Milwaukee)
• Trails with mile markers (1 in Milwaukee)
• Quiet, uncrowded trails (3 in Milwaukee)
• Dog-friendly (7 in Milwaukee)
• Stroller & wheelchair-accessible (2 in Milwaukee)

Running trails near Milwaukee

Worth the short drive — the closest towns with trails in the directory.

• Running trails in Shorewood, WI (5 · 3 mi)
• Running trails in Whitefish Bay, WI (3 · 5 mi)
• Running trails in Wauwatosa, WI (11 · 5 mi)
• Running trails in Glendale, WI (3 · 5 mi)
• Running trails in West Allis, WI (5 · 6 mi)
• Running trails in St Francis, WI (2 · 6 mi)
• Running trails in Greenfield, WI (8 · 7 mi)
• Running trails in Cudahy, WI (2 · 8 mi)