Explore the best rated trails in Walworth, WI, whether you're looking for an easy walking trail or a bike trail like the Four Sisters Bike Path and Peace Trail . With more than 124 trails covering 1129 miles you're bound to find a perfect trail for you. Click on any trail below to find trail descriptions, trail maps, photos, and reviews.
This trail starts behind my home in sycamore. I’ve ridden it dozens of times. I like to stop at the winners circle at the speedway and grab lunch. Flat and well maintained.
This is a short path off the north end of the Kishwaukee-Kiwanis Trail. It was freshly repaved for a smooth ride with nice greenery on each side and a bridge over the river near the northwest end. The path is handicapped accessible and there was no traffic on the neighborhood cross streets. I didn't linger, but based on the number of squirrels crossing the path, I could imagine seeing a fair amount of wildlife at the right time of day.
Started this trail at the east end (Floyd Tilton Park). The trail is asphalt and in good condition. On the east side, the ride parallels the small Kyte River. As others have mentioned, you pass under the busier roads, which is nice. The trail swings around the high school, then south along 20th Street. There is an extension that heads west from Squire Landings, cutting through cornfields and then paralleling the RR tracks. I did an out-and-back on this section, then rode back to the starting point along 10th Ave. Traffic was low on a Saturday afternoon. After the ride, I went down to Rochelle Rail Park to absorb some local history and watch a couple of trains go by. I'd probably ride this trail more often if I lived closer.
I was with my daughter, trying to bike this trail from downtown Milwaukee west about 10 miles to the zoo. Where the trail existed it was fantastic, but boy was a hard to follow. There are lots of forks that are not marked “ what goes where” most of the time. We got lost twice most seriously around American Family. Added an hour to our trip. Also, Google maps tells you this way ways to get off the trail that would be fire jumping off over pass. Use the app on this app. It’s a lot better.
Trail is in great shape. Nice smooth surface, hard packed , very tiny stones if any. Trail west of Burlington is maybe more scenic and goes through 2 small towns. Very flat so get to pedal the whole way. Lots of shade along the way. Found a good route to get through Burlington. Look up city bike routes on city website.
9/13/25 We began at the east end of the Lower Yahara Trail and then picked up the City Trail from there. Both trails were in exceptional condition. Traffic was busy, however the weather in mid-September in the low 80's certainly brought people out. A very friendly trail by anyone's standards. Well worth the 50 minute drive to get here. This is the second September we've rode this trail.
Did a round trip from Dean Street to Sycamore and back. Trail surface is pretty good however there are a few washouts and gopher holes. You just have to be careful. True to a former railroad bed, it is flat except for a few bridges. No busy streets to cross. The elevation profile shows a gentle rise from each end to the middle.
Do not just ride the trail and go home. At the west end take a few minutes to ride through downtown Sycamore. It is a delightful town. Enjoy some of the classic old homes on South Somonuk Street.
This path is in poor condition and needs to be redone. It is asphalt but time is not on its side. Wish I did not waste my time on this path.
Started in Brodhead, and rode to Monticello and back on Labor Day weekend. First mile is right down 3rd avenue, which is fairly wide and marked for bike traffic, and car traffic was slow, and passed with plenty of distance. The trail itself starts on the north end of Brodhead, and overall was pretty good, packed crushed stone / fine gravel. We had no issues with our hybrids. The trail was relatively flat and an easy ride. There is one spot where the trail takes some sharp turns around a country club, and leaves the former railbed. The trail was a little soft in this part, and the curves little iffy, but still totally manageable on our bikes. 6 miles to Albany with decent scenery and shade. Crossing Hwy 59 on the north end of Albany was a little intimidating, but drivers were courteous and stopped to let us cross. Next up - 9 miles from Albany to Monticello. The scenery between Albany & Monticello was wonderful as you're either travelling in a protected wildlife area or right next to the river. The bridges looked tired, but posed no issues. Overall, saw a fair number of other bikers, maybe 2 dozen over the course of 4 hours? So definitely nice and quiet. Flush toilets and water fountains in Monticello & Albany, Pit toilet and water fountain in Monticello. 32.5 miles round trip for this section. Would definitely return to this one, it would probably be fantastic for fall colors.
The trail is kind of rough, old asphalt with crushed stones? But the area it runs through is really nice. Good test for my new phone holder, it didn't fall out! It would be a keeper if it could be smoother.
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