Find the top rated snowmobiling trails in Freeport, whether you're looking for an easy short snowmobiling trail or a long snowmobiling trail, you'll find what you're looking for. Click on a snowmobiling trail below to find trail descriptions, trail maps, photos, and reviews.
Great trail, but rode it today and there is construction that is not passable at about 7 miles from Galena.
Good easy trail. Started in New Glarus and went foe about 2 miles.
Love this trail but rode today between Riley and Brigham County Park and found the trail to be in extremely rough shape on either side of Mt. Horeb. Lots of ruts, giant holes and loose sand. Slow your roll and pay attention to utility flags and sticks identifying some of the bigger holes. Stay safe!
We took this trail from the Wild Goose trail but had no idea we would be on so many roads. As you got closer to Watertown, you are also on the road. We personally try to avoid roads as much as possible so we didn’t like this part. We only went to Watertown from the North so I am not sure what the rest of the trail is like. The actual bike paths are great.
I haven’t done the complete trail, only the part in the park near the rec-center. The portion in the park is paved, asphalt, and is mostly wooded. Plenty of turns and short climbs/decent. Visibility isn’t great due to trees and turns so not a top speed location. I did 2 laps in the park with my special needs son using his adaptive bike. Several other trail users were walking. There is a portion of this trail that runs along Lynne Blvd. That part is essentially a sidewalk or off-street path. We did not go on that portion.
Beautiful multi-use trail. It is the only trail open to ATV/UTV’s in Southern WI
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.
My son and I rode from the visitor center east to the first aqueduct, about 20 miles round trip. It was beautiful day, we took our time, looked for turtles and stopped at a Casey's in Wyanet for lunch. Keeping to a healthy diet I went for sausage pizza, Yoo-hoo and an iced sugar cookie. The trail was rough, and rougher in spots but not a problem on my gravel bike with 40 mm tires. My son rides a Synapse with 35 tires and did it have a problem. If you ride a road bike or prefer smooth trails this might not be for you. we enjoyed it.
Some really pretty parts but a lot of road riding. Started from Cattail Slough Boat Launch (free parking as long as you don’t have a boat trailer attached to your car), rode to Mississippi Pallisades State Park and camped. Rode back the next day. Campground was fantastic and Krumpets Bakery in Fulton should not be missed. The actual trail portions were nice and the Thomson Recreational Area was nice. In Northern Illinois you have to know that there’s going to be a lot of long distance straight sections but this was excessively so. Maybe 35% was trail and 65% road. Happy to say I’ve ridden it but won’t return.
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.
(8/13/2025) - Beautiful day for a ride on the Jane Addams. Trail was in very good condition and it was a smooth ride all the way from Tutty's Crossing in Freeport to the Wisconsin state line (Badger State Trail in WI). Everything was green and lush and the country side scenery was beautiful. The Addams people do a very fine job of maintaining their trail. One of my favorites to ride every year! Highly recommended. Of course, don't forget to stop at Union Dairy afterwards for some delicious ice cream. It's the best.
TrailLink is a free service provided by Rails-to-Trails Conservancy (a non-profit) and we need your support!
Scan the QR code to get TrailLink on your phone
Map Search
