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Bike touring routes & trails

North Freedom/Leland loop

Routes
Bike touring routes & trails

North Freedom/Leland loop

Hard

North Freedom/Leland loop

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

A

Start point

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1

16.6 km

North Freedom

Highlight • Settlement

North Freedom, a small village along the Baraboo River, is the home of the Mid-Continent Railway Museum.

Tip by

2

37.9 km

Natural Bridge State Park

Highlight • Natural Monument

It's a small remote park, but worth a stop, the hike into the natural bridge is only a quarter mile, so a half mile round trip.

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B

73.6 km

End point

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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

Elevation

Nothing selected – click and drag below to see the stats for a specific part of the route.

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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Frequently Asked Questions

How long does it typically take to complete the North Freedom/Leland loop?

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.

What is the terrain like on this cycling route?

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.

Is the North Freedom/Leland loop suitable for beginners?

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.

What can I see along the North Freedom/Leland loop?

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.

Where can I park to access the North Freedom/Leland loop?

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.

What is the best time of year to cycle this 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.

Are dogs allowed on the North Freedom/Leland loop?

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.

Do I need a permit or pay an entrance fee for this route?

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.

Does the route intersect other well-known paths?

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.

Are there any cafes or pubs along the North Freedom/Leland loop?

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.

What should I bring for a touring bicycle trip on this loop?

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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