04:47
73.6km
840m
Cycling
Embark on the North Freedom/Leland loop, a difficult 45.7-mile (73.6 km) touring cycling route that plunges you into the heart of Sauk County's diverse landscapes. You'll pedal through a captivating mix of open Wisconsin farmland, follow the curves of rivers, and venture into shaded wooded areas. The route provides unique…
Last updated: June 9, 2026
Waypoints
Start point
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16.6 km
Highlight • Settlement
Tip by
37.9 km
Highlight • Natural Monument
Tip by
73.6 km
End point
Way Types & Surfaces
Way Types
41.4 km
32.2 km
< 100 m
Surfaces
56.5 km
17.1 km
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Elevation
Highest point (450 m)
Lowest point (240 m)
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Weather
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Sunday 5 July
28°C
17°C
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This route was planned by komoot.
The North Freedom/Leland loop is a challenging touring bicycle route that typically takes around 4 hours and 47 minutes to complete. This duration can vary based on your fitness level, speed, and how often you stop to enjoy the scenery.
The terrain on the North Freedom/Leland loop is quite varied. You can expect a mix of paved and unpaved surfaces, including sections with packed crushed stone or fine gravel. Some segments might be more challenging, potentially requiring you to push your bike. Be aware that some bridges along the route may also be rough.
Given its difficult grading, significant distance of approximately 73.6 km, and over 840 meters of elevation gain, the full North Freedom/Leland loop is generally not recommended for beginners. It's best suited for very fit cyclists with good experience in touring bicycle routes.
Along the route, you'll experience diverse Wisconsin landscapes, including open farmland, trees, scrub, and views alongside rivers. The loop passes through the settlement of North Freedom and near Natural Bridge State Park. You might also encounter natural areas similar to those found in Devil's Lake State Park.
While specific trailhead parking for the entire loop isn't detailed, as it's a touring route, you can typically find parking in the towns it passes through, such as North Freedom or Loganville. Look for public parking areas or consider starting points that offer convenient access to the route.
The best time to cycle the North Freedom/Leland loop is generally during the spring, summer, and fall months when the weather is mild and the trails are clear of snow and ice. Fall offers particularly scenic views with changing foliage. Always check local weather conditions before heading out.
As this is a touring bicycle route that may incorporate various public roads and trails, dog policies can vary. Generally, dogs on a leash are permitted on many Wisconsin state trails and in state parks, but it's always best to check specific regulations for any segments of the route that pass through designated parks or protected areas.
For the North Freedom/Leland loop, which is a touring bicycle route, you typically won't need a specific permit for the entire loop itself. However, if any part of the route utilizes Wisconsin State Trails (like sections of the 400 State Trail), a Wisconsin State Trail Pass may be required for cyclists aged 16 and older. You can find more information on the Wisconsin DNR website.
Yes, the North Freedom/Leland loop does intersect with or run alongside several other paths. Notably, it includes small sections of the United States Bicycle Route 30 (Wisconsin), Lake Trail, Kiln Trail, Dischler Addition Trail, Honey Creek Trail, and Willie Walsh Nature Trail.
As the route passes through settlements like North Freedom and is in the vicinity of Loganville, you may find local cafes, pubs, or small stores in these areas to refuel or take a break. However, services might be sparse between towns, so plan accordingly.
Given the route's length and difficulty, you should bring plenty of water, snacks, a repair kit for your bicycle, and appropriate cycling gear. Layers of clothing are advisable due to potential weather changes. A helmet is essential, and a map or GPS device is highly recommended for navigation.
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