Find the top rated mountain biking trails in Freeport, whether you're looking for an easy short mountain biking trail or a long mountain biking trail, you'll find what you're looking for. Click on a mountain biking trail below to find trail descriptions, trail maps, photos, and reviews.
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.
(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.
I had high hopes for this trail. I biked from Janesville to the end of the trail in the town of Beloit. The trail has great potential, but the trail maintenance for the first 4 miles out of Janesville has been severely neglected. The ride was unacceptably bumpy due to the several and continuous cracks in the asphalt. The trail south of the water treatment plant had been resurfaced and is in very good condition. The trail leaves the serenity of the shaded canopy of trees to the road in a couple locations. I don't mind the adventure, but one of the roads was busy and at high speeds. The signage could also have been better. The end of the trail in the town of Beloit offers a good cardio workout going up a steep grade. Your efforts are rewarded with modern restrooms and drinking water at the Welty Environmental Center.
Except for a section by one of the drainage tunnels where the asphalt is severely damaged, the trail surface is in good condition. I started my ride in Veterans Park and biked through a canopy of trees overlooking the scenic Rock River. The trail ends in the very cute Janesville Town Square. Although relatively short, this was my favorite trail in and around the city of Janesville.
i’ve done this trail but it’s probably been 1214 years ago. Decided to take my E mountain bike and I’m sure glad I did some of. It’s pretty rough with rocks but overall it was fun. Nice long ride.
All grass. Best for walkers not bikes.
We rode the trail northbound from Palmer Park. One caution I'd offer is it can be confusing because the signage reflects the Ice Age Trail more than the Spring Brook Trail. Possibly because this area seems to be convergent with several trails, including the Peace trail heading south (another very nice ride). Back to the northbound ride; once you go under highway 14, you'll find the trail splits, showing the Ice Age Trail turning left/westbound, and another trail (unmarked) heading due north. We decided to investigate the unmarked trail and found it very pleasant. The trail ended at East Rotamer Road, a short distance east of the left trailhead had we taken the other option by highway 14. We decided to ride E. Rotamer Rd. Westbound a short distance to the other trailhead and take it back to Palmer Park. Travel on Rotamer road was very easy. Designated bike lanes and light traffic helped considerably. In the end, the loop was a wonderful, enjoyable ride. As an aside, taking the trail south from Palmer Park, in the area of the Rotary Botanical Garden, you'll find the Peace Trail. One final note: there are several trail options in area; you might consider keeping your trail app active. My wife and I will definitely be returning.
8/2/26 drove over an hour to experience, well lets say "much ado about very little" While from the trail preview it appeared interesting, this is one trail we'll not be returning to. Sorry Beloit, we bailed and went to Janesville's Ice Age Trail.
Rode from Dodgeville to Barneveld. The trail is pretty rough and feels more like a dirt road than a rail trail. Some sections are fine, but on other sections you really need to pay attention.
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