Find the top rated cross country skiing trails in Janesville, whether you're looking for an easy short cross country skiing trail or a long cross country skiing trail, you'll find what you're looking for. Click on a cross country skiing trail below to find trail descriptions, trail maps, photos, and reviews.









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Completed my final leg of this trail by riding from London to Cottage Grove today. Trail conditions were very good, however the bridges can use some maintenance. All have matting across them to assist in preventing flats, however watch your approach, there can be some serious bumps getting onto & off the bridges. Having ridden the entire trail now, eastern portion several times; it’s just my opinion that the western portion would be my recommendation. East of Douseman the trail is paved, however much of it is in need of maintenance to remedy cracks.
First time on this trail on a beautiful October day. I was impressed with the scenery and variety of alternate trails along the way that included hiking and mountain bike trails. While I accessed the trail from the southern trailhead, there are two alternate access points between Cambridge and Rockdale along highway B, containing picnic tables and facilities. Well done Dodge Co. park system.
If you are looking for a quiet, flat, and peaceful ride, then this is trail for you. The route takes you deep into the woods, out in the open prairie or farmland, and through a few small towns. The trail is mostly a crushed gravel road with a grass median. The sides of the trail and the median were nicely mowed. The were no mile markers and there were a couple of long stretches with no road crossings. Since my ride was in the fall with temperatures in the 50's, there were no mosquitoes.
The four areas with fallen trees noted by the previous review were all cleared.
There was underground utility work being done on the west side of the trail over the entire length of the it from Highway 60 to Fond du Lac. The use of small cranes with track systems for the utility work had literally made an impression on the trail surface. Most areas were patched up reasonably well, but the section between Waupun and Burnett was poorly patched resulting in an unacceptable bumpy ride.
I also encountered one too many wrist-jarring chipmunk holes that were randomly dispersed throughout most of the ride.
There were enough bathroom facilities, but there were absolutely no water sources, so bring a good supply of drinking water.
I started the Jane Addams Trail at the RT 26 Junction and finished at the Wisconsin State border for a total of 32 miles round trip. Most of the trail felt like double track that was in very good condition due to the median of the trail being somewhat high grass, This did not make the ride difficult as both tracks are plenty wide for a gravel or hybrid bike to navigate with no issues.
I found the Orangeville trailhead to offer the most services along the trail. I'm sure the terminus in Freeport offers options as well but I did not explore that part of the trail. I also rode the Sugar River trail in Wisconsin and it is a great plus that one can ride the Jane Addams trail to the Beaver State Trail to the Sugar River Trail and beyond.
I rode the entire Sugar River Trail starting in New Glarus and ending in Brodhead totaling around 44 miles round trip. I found the trail to be in very good condition, mostly flat and finely crushed gravel with no major imperfections. The trail is mostly shaded and provided a wide variety of scenery from farmlands to quiet streams. There are a few road crossings but I encountered very few cars my entire trip.
The highlight of the Sugar River Trail are it's endpoints, both Brodhead and especially New Glarus are wonderful towns filled with charm and many options to dine at. I especially recommend staying in New Glarus at it makes accessing the Sugar River Trail as easy as a short ride if you stay in town.
9/12/26 Rode the newly opened interconnecting portion linking Watertown to Oconomowoc, Wisconsin. We started at the westerly trailhead of the Lake Country Trail in Oconomowoc, then rode west across the new portion all the way to the Watertown westerly Jefferson County Interurban Trailhead. This trail has one bench along the route and no facilities except at the trailhead in Watertown, which are very nice, and no parking points along the route except at the west and east trailheads. The route itself is nicely pave, wide and maintained; however straight as an arrow and the scenery is essentially all agriculture, which for the area is to be expected. Our round trip mileage was 27 miles on our odometers. One note for anyone bridging the gap between the easterly end of the Jefferson trail and the westerly trailhead of the Lake Country Trail; there's approximately a 1/2 mile road portion bridging the two locations which could be marked better. The other improvement might be mile markers, or a least road identification signs at crossings along the way. At the end of the ride though it was a pleasant trip, and an addition to the many trails we've traveled across Wisconsin.
This recently completed trail now runs all the way between Watertown and Oconomowoc! Eleven plus miles of really nice asphalt, passing thru farm fields and crossing the Rock River -- it is a treat. I rode a full round trip twice in the last weeks, and it was great. Check out the great Mexican dishes at Taqueria Maria's in Watertown, just a mile or two past the Watertown trailhead. Try it out!
The trail is almost entirely crushed stone, except for the 1/2 mile of asphalt in New Glarus and the 1 mile of road in Brodhead. In fact, the term "crushed stone" is quite generous, since the trail is mostly two tire tracks with a grass median. Bottom line, the trail surface was solid even after a light rainfall and the grass on both sides of the trail as well as the median were neatly mowed. There was a nice mix of marsh, forest and open prairie. There was a mile marker on the west or south side of the trail every mile. The ride was very peaceful and quiet, except for an auction I heard while taking a break at the Albany trailhead. It was a nice change of pace to the ambient serenity. There were a few road crossings, but the country roads were rarely traveled. Both Broadhead and New Glarus were excellent anchors for this trail. There was lots to explore in both cities!
The surface of this 8-foot wide trail seems to be crushed stone over an older asphalt base. It is a little tougher to ride than the typical crushed gravel surface. There are some "soft" spots throughout the length of the route, but still manageable. The trail is relatively flat with an occasional grade change. The scenery is mostly suburban backyard with a touch of industrial to the west. There is very little shade to protect you from the sun, but the openness is refreshing. Although most street crossings have minimal traffic, please take caution when approaching them. This is one of my "go to" rides.
(08/19/26) - Another beautiful day and a beautiful trail. Rode from Tutty's Crossing (Freeport) to state line (WI). Trail in great shape with no major defects to get in your way for a relaxing ride. The small town and countryside/farmland vibe is just outstanding. Especially if you're a small town kid like me. It's a true getaway from life kind of ride for a couple hours. Very little trail traffic and the scenery is gorgeous. As always, don't forget to treat yourself at Union Dairy after the 34 mile round trip. A great reward for a long ride.
The 8-foot wide asphalt trail is not in bad shape, but it does have manageable grass-filled cracks running perpendicular to the direction of travel in a few areas. Although there is a protective barrier, the entire length of the trail runs alongside a busy highway. There are a few street crossings with minimal traffic at best, but there are also two busy roads to cross. Fortunately, the intersections for these two crossings are controlled by traffic lights with pedestrian crossing signals. This ain't no rail trail, so the route has a few hills to master. On the plus side, the trail connects to the Peace Trail at the west end and the sides of the trail are nicely mowed.
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