5.0
(14)
217
riders
11
rides
Touring cycling in Monroe County, Wisconsin, offers routes through a landscape characterized by rural farmlands, green pastures, and dense forests. The region features an undulating surface with gentle climbs, providing varied terrain for cyclists. Many routes follow former rail lines, offering relatively flat and accessible paths through scenic countryside. This combination of natural beauty and established trails makes Monroe County suitable for diverse touring cycling experiences.
Last updated: June 28, 2026
5.0
(1)
32
riders
59.6km
03:53
420m
420m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
5.0
(1)
28
riders
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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5.0
(2)
29
riders
27.3km
01:47
190m
190m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
19
riders
37.8km
02:28
270m
270m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
5.0
(1)
17
riders
30.9km
02:01
230m
230m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
5.0
(2)
17
riders
36.9km
02:24
250m
250m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
5.0
(4)
16
riders
49.6km
03:10
240m
240m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
5.0
(1)
12
riders
19.1km
01:15
150m
150m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
10
riders
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
5.0
(1)
9
riders
23.9km
01:33
160m
160m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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Popular around Monroe County
This is widely considered to be the first rail trail in all of the United States. The crushed stone pathway — now built specifically for bikes — covers almost 33 miles, passing through five small towns and three railroad tunnels as it goes. This is tunnel number two.
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You will probably want a raincoat for cycling through this rail-to-trail tunnel! It was built beneath a natural spring, so there's a constant seep of water dripping down into the tunnel. Some cyclists also take a plastic bag to help protect their bike seat.
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This is one of three old railroad tunnels from the 1870s that you will encounter along the Elroy-Sparta State Trail (the oldest rail trail in the country). The rough hewn walls, cool subterranean temperatures, and phenomenal scenery make this feel like a real adventure. You must walk your bike through the tunnel, which is closed every year from November 1 to April 30.
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There are vault toilets and a well pump. The water from the well seems ok to drink.
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There's parking, bathrooms and s store inside the train depot
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There's parking, flush bathrooms and potable water by the caboose
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Monroe County, Wisconsin, offers a diverse landscape for touring cyclists. You'll find routes winding through rural farmlands, green pastures, and dense forests. The terrain is generally undulating with gentle climbs, providing a varied experience. Many paths also follow former rail lines, which tend to be relatively flat and accessible.
There are over 10 touring cycling routes available in Monroe County, Wisconsin, catering to various skill levels. The komoot community has explored these routes over 200 times, highlighting the region's appeal for cyclists.
Yes, Monroe County offers easy touring cycling routes perfect for beginners or those seeking a relaxed ride. An example is the Picnic Area in Wilton – Norwalk Village Park loop from Wilton, which is 11.9 miles (19.1 km) long and takes about 1 hour 15 minutes to complete with minimal elevation gain.
The area is highly rated by the komoot community, with an average score of 5.0 stars from over 15 reviews. Reviewers often praise the region's varied terrain, the peaceful rural landscapes, and the well-maintained former rail trails that make for enjoyable rides.
Yes, many routes in Monroe County are designed as loops, offering convenient circular tours. For instance, the Tunnel Watchman's rest stop – Sparta Train Depot loop from Wilton is a popular 37.0-mile (59.6 km) moderate circular route that connects historic train depots and scenic rest stops.
Many routes in Monroe County, Wisconsin, feature interesting points along the way. You can expect to pass by historic train depots, such as those mentioned in routes like the Kendall Depot – Picnic Area in Wilton loop from Kendall. Other routes include designated picnic areas and offer views of natural areas and rural landscapes.
Most touring cycling routes in Monroe County are classified as moderate, offering a good balance of challenge and accessibility. These routes often feature undulating surfaces with gentle climbs. There are also easier options available for those looking for a less strenuous ride.
Yes, Monroe County offers several longer routes suitable for extended touring. The Kendall Depot – Tunnel Watchman's rest stop loop from Kendall, for example, is a moderate 35.4-mile (56.9 km) route that provides a substantial ride through the county's scenic areas.
Yes, some routes are conveniently accessible from local amenities. For instance, the Tunnel Watchman's rest stop – Picnic Area in Wilton loop from Sparta Walk-in Campground starts from the Sparta Walk-in Campground, making it easy to begin your cycling adventure directly from your accommodation.
The longest moderate touring cycling route is the Tunnel Watchman's rest stop – Sparta Train Depot loop from Wilton, covering 37.0 miles (59.6 km) and typically taking about 3 hours 53 minutes to complete.
Yes, many routes are designed to connect various points of interest and towns. For example, the Norwalk Village Park – Picnic Area in Wilton loop from Norwalk connects Norwalk Village Park with a picnic area in Wilton, allowing you to experience different parts of the county.
The duration varies depending on the route's length and your pace. For example, a moderate route like the Tunnel Watchman's rest stop – Picnic Area in Wilton loop from Summit Ridge Cemetery, which is 22.6 miles (36.4 km), typically takes around 2 hours 25 minutes.


Check out more Cycling routes throughout Monroe County below and find the perfect route in your destination.
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