Find the top rated trails in Freeport, whether you're looking an easy walking path or a long bike trail, you'll find what you're looking for. Click on a trail below to find trail descriptions, trail maps, photos, and reviews.
The paved trail running through Nick Saelens Memorial Park is a pretty one, with a loop around a small pond and much of it following a tree-lined creek. The park is nestled in the Village of Durand in...
Although a relatively short trail, the Leland Path provides an important connection between the Hononegah Recreation Path and the Stone Bridge Trail. The pleasant, tree-dotted pathway travels through...
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The Sterling Multi-Activity Recreational Trail starts at one end at the edge of the Hoover Park parking lot and heads into a scenic wooded trail crossing a wooden bridge over Woodlawn Creek and...
The Kishwaukee River Recreation Path runs for 2.5 miles in Cherry Valley on the outskirts of Rockford in northern Illinois. The well-maintained, asphalt trail connects the Kishwaukee River Forest...
The Kiwanis Bike Trail, named for the Kiwanis Club that spearheaded the effort to build the trail, parallels the western bank of the Rock River through the southern Wisconsin community of Janesville....
The Rock Valley College Path is a paved route looping around and through its namesake campus in Rockford. At its southern end, it connects to the Spring Brook Road bike lanes that continue east to the...
The paved Rock River Recreation Trail winds throughout downtown Rockford and environs, following the east bank of the Rock River through Shorewood Park and Martin Memorial Park. Officially, the trail...
The Cannonball Path runs on a railbanked Union Pacific corridor from near downtown Madison to Fitchburg, a southern suburb. A majority of the paved trail is complete between Madison's...
The Hennepin Canal Parkway, administered by the Illinois Department of Natural Resources as a state park, follows an old towpath along a canal opened in 1907 and quickly abandoned due to competition...
This path runs along the west side of the North Alpine Road in the Village of Machesney Park. It starts at the Schnuks parking lot and stretches about a mile north to the Lowe’s store parking area....
The Bear River Recreation Trail follows part of the Maquoketa River outside of Spragueville and Preston, through bucolic countryside of woodlands, farms and river lowlands. You can start the trail in...
The Riverside Recreational Path begins as a gravel lane at the base of Riverside Park on the banks of the Rock River in Roscoe. From there, it continues along Rowena Street, paralleling State Route...
The Harlem Township Bike Path lies not far from the Rock River in western Machesney Park in the Rockford metropolitan area. The trail consists of a lower (southwest) and an upper (northeast) loop in...
The Bauer Memorial Path provides a short route through residential and commercial areas of Machesney Park, a northern suburb of Rockford. The trail begins at the Harlem Community Center and travels in...
The Perryville Path runs nearly 7 miles, connecting the communities of Loves Park and Rockford, not far from the northern border of Illinois. A pleasant place to begin your journey is Rock Cut State...
The Copper Creek Trail runs for a short distance from the town of Preston, heading northwest along Copper Creek to meet with the Bear River Recreation Trail. You'll find a nice picnic spot with a...
The Four Sisters Bike Path forms a horseshoe around the northern end of Rochelle, a small city south of Rockford in northern Illinois. The path connects several schools and parks, and the city has...
The Williamson Parkway Bike Path offers a pleasant, paved route through a residential area in southern Rockton. The mile-long trail follows its namesake roadway from Freeport Road (also known as S....
The Pecatonica Prairie Trail, formerly known as the Pecatonica Prairie Path, is a 12.5-mile rail-trail extending from the western edge of Rockford to the Winnebago–Stephenson county line west of...
The Puri Path is a paved route in Rock Cut State Park, a beautiful outdoor destination of more than 3,000 acres for the city of Rockford. The path runs through the heavily wooded northeast corner of...
The Long Prairie Trail began life as a section of the Kenosha Division Rail Line in the 1850s, when most small communities in northern Illinois and southern Wisconsin were serviced by the...
The Rockton Main Street Path is situated off the Rock River on the southern end of downtown Rockton, a charming Midwestern village near the Illinois–Wisconsin border. It begins at Settler's Park,...
The Mel Anderson Memorial Path, named for a long-serving alderman of the Seventh Ward, stretches nearly 3 miles, connecting Lockwood Park, Searls Park, Bressler Park and Talcott-Page Park. Mid-way,...
Swanson Park Recreation Path is sometimes known as the Cherry Valley Path as it's located in the Village of Cherry Valley on the outskirts of Rockford in northern Illinois. The paved path travels...
The Military Ridge State Trail finds the high ground as it rolls across 40 miles of idyllic farmland from the outskirts of Madison to the historic mining town of Dodgeville. It follows an American...
Stretching from Afton to Janesville, the northern section of the Peace Trail offers a paved, tree-shaded route paralleling the Rock River and an active rail line. At its northern end, the trail merges...
The Willow Creek Path is a pleasant, tree-lined trail that follows its namesake creek for most of its journey through the communities of Machesney Park and Loves Park in the Rockford metropolitan...
The Stone Mill Trail runs between Lawrence Road in Harvard and Maxon Road in Chemung. The 1.5-mile, paved trail mostly parallels County Highway 17 (Ramer Road) and active railroad tracks, and will...
The Williamson Parkway Bike Path offers a pleasant, paved route through a residential area in southern Rockton. The mile-long trail follows its namesake roadway from Freeport Road (also known as S....
The Cannonball Path runs on a railbanked Union Pacific corridor from near downtown Madison to Fitchburg, a southern suburb. A majority of the paved trail is complete between Madison's...
The Sterling Multi-Activity Recreational Trail starts at one end at the edge of the Hoover Park parking lot and heads into a scenic wooded trail crossing a wooden bridge over Woodlawn Creek and...
In the Village of Roscoe, a paved path of just over a mile parallels Main Street (which becomes Frontage Road) and then continues along the south side of McDonald Road, a quiet residential street....
The Rock River Parkway Trail in Janesville runs between Rockport Park and S. Jackson Street bridge on the north side of the river. Here, at the trail's eastern terminus, you can easily link to Spring...
The Pecatonica Prairie Trail, formerly known as the Pecatonica Prairie Path, is a 12.5-mile rail-trail extending from the western edge of Rockford to the Winnebago–Stephenson county line west of...
The Joe Stengel Trail follows an old railroad corridor for 7 miles between the town of Polo and the much smaller community of Woosung. The trail corridor traces farm country along a route scattered...
The Glacial River Trail provides bikers, pedestrians, and in-line skaters with a 55.8-mile off-road/on-road rural route winding through farmland, prairie, wetlands, and woodlands as it passes through...
The Rock Valley College Path is a paved route looping around and through its namesake campus in Rockford. At its southern end, it connects to the Spring Brook Road bike lanes that continue east to the...
The Great River Trail is a breathtaking journey along 60 miles of the Mississippi River. The route is a mixture of paved rail-trail, small-town sidewalks, dedicated bike lanes on the street and a...
The Kishwaukee Riverfront Path winds nearly 7 miles through downtown Belvidere, east of Rockford in northern Illinois. As its name implies, the paved scenic trail follows the waterway for most of its...
This path runs along the west side of the North Alpine Road in the Village of Machesney Park. It starts at the Schnuks parking lot and stretches about a mile north to the Lowe’s store parking area....
The Bear River Recreation Trail follows part of the Maquoketa River outside of Spragueville and Preston, through bucolic countryside of woodlands, farms and river lowlands. You can start the trail in...
The Perryville Path runs nearly 7 miles, connecting the communities of Loves Park and Rockford, not far from the northern border of Illinois. A pleasant place to begin your journey is Rock Cut State...
The Riverside Recreational Path begins as a gravel lane at the base of Riverside Park on the banks of the Rock River in Roscoe. From there, it continues along Rowena Street, paralleling State Route...
Janesville's Spring Brook Trail provides an important non-motorized route to many of the city's popular recreational amenities. The pathway begins just off the eastern terminus of the Rock River...
The Pelishek-Tiffany Nature Trail runs for 6 miles along an abandoned railroad corridor, between the towns of Allens Grove and Clinton. The trail is open to snowmobiles, cyclists, horseback riders and...
The Dorr Road Bike Path begins at South Beloit Municipal Park and parallels the roadway for its entire length. The views are primarily residential. After about three-quarters of a mile (from the...
The Rote Road Multi-Use Path offers a paved route along the south side of Rote Road in eastern Rockford. It travels for nearly a mile, providing access to neighborhoods, businesses, and the Aldeen...
This path runs along the north side of Highway 11 and south of the city of Janesville. The eastern end starts about 3/4 of a mile west of I-39 and runs all the way to S County Road D, crossing over...
The Cannonball Path runs on a railbanked Union Pacific corridor from near downtown Madison to Fitchburg, a southern suburb. A majority of the paved trail is complete between Madison's...
The Joe Stengel Trail follows an old railroad corridor for 7 miles between the town of Polo and the much smaller community of Woosung. The trail corridor traces farm country along a route scattered...
In southeastern Rockford, a paved pathway begins at a connection with the Charles Street Community Path then heads south along Mulford Road through a residential area. At Harrison Avenue, the path...
The Kishwaukee River Recreation Path runs for 2.5 miles in Cherry Valley on the outskirts of Rockford in northern Illinois. The well-maintained, asphalt trail connects the Kishwaukee River Forest...
If you can’t make it to Switzerland, then you can do the next best thing: take the Sugar River State Trail to “America’s Little Switzerland,” New Glarus, Wisconsin. Settled in 1845 by a small group...
Stretching north from Freeport, Illinois, to the Wisconsin state line, the Jane Addams Trail is a natural wonder. Expect to see birds and wild animals-from exotic aerial hunters, such as owls and...
The Pecatonica State Trail is never far from water as it takes the easygoing Bonner Branch Valley through the rolling hills and rocky bluffs of southwest Wisconsin’s Driftless Area, a region that the...
The Galena River Trail is built upon an old railroad spur of the Burlington Railroad main line, constructed in 1886. The spur linked Galena to Galena Junction, where the main railroad linestill...
Stretching from Afton to Janesville, the northern section of the Peace Trail offers a paved, tree-shaded route paralleling the Rock River and an active rail line. At its northern end, the trail merges...
The Glacial River Trail provides bikers, pedestrians, and in-line skaters with a 55.8-mile off-road/on-road rural route winding through farmland, prairie, wetlands, and woodlands as it passes through...
Although a relatively short trail, the Leland Path provides an important connection between the Hononegah Recreation Path and the Stone Bridge Trail. The pleasant, tree-dotted pathway travels through...
The Rock River Parkway Trail in Janesville runs between Rockport Park and S. Jackson Street bridge on the north side of the river. Here, at the trail's eastern terminus, you can easily link to Spring...
We rode from end to end - 15 miles one way. Ice cream shop about 7 miles in, made for a nice rest stop! Parking and pit toliets available at both ends, and at several points throughout.
Love this path for a short week night ride after work. If you ride into the Kishwaukee Forest Preserve round trip is almost 6 miles. Prairie and forest with some hills that aren't too challenging on an asphalt path make it a great ride.
Just rode this path 8-5-2017 and although it is very scenic, it is not in good enough condition to bike the complete trail. It would be great for a runner but there are a lot of safety issues for bikers. The main issue being a lot of deep sand where it is nearly impossible to pedal through. I have an Electra cruiser and my boyfriend was riding a hybrid trek and both of us were disappointed to have to dismount our bikes and walk through the deep sand. In one area, the path was completely washed away and there are a lot of deep holes on the path made by animals.
Other than that, it is very pretty trail. It looks like they are possibly building a new area to park in the middle of the trail. With a little more care, the path could be a four star ride.
I was on a two day ride from Kewanee, IL to Morris, IL yesterday and today (about 90 miles). I had hoped to ride as much of the Hennepin and Illinois and Michigan Canal trails as possible (I had expected to ride about 50-60 miles on trails split between those two trails). I attempted to ride both trails and have submitted a separate review of the I&M Canal trail.
I only rode about 6 miles of the Hennepin Trail from Tiskilwa towards Bureau Junction (West to east). It was a disappointment. As others have written, it was rough, with some sections of old, failing asphalt. I was not in a hurry, so stuck it out for as long as I felt comfortable. It's just not conducive to a fun ride. Too rough, changing paths from side to side, and just not a fun trail to be on. If you're going in this direction, I would advise taking the adjacent road. I was on it for a considerable time one I got off of the trail and never felt unsafe with cars or trucks.
The trail was disappointing.
Only rode from Poplar Grove to Caledonia and back due to threatening storm. Trail okay in some places and pretty rough in others. But a worthwhile ride overall.
I have been biking on this trail for a well over 10 years and it is starting to show a lot of wear with significant rough spots. There is one section that has become extremely dangerous where heading west from Capron you encounter the first bridge about a quarter to half mile that has significant raised payment on each end of the short bridge. To be safe and not damage your bike you have to come to almost a complete stop especially riding a road bike (BIG CAUTION). It is still a fantastic ride just needs some attention in several sections along the way.
Likes: All asphalt for 14.4 miles, about 2/3 rds of trail is shaded by trees, not a lot of traffic
Dislikes: many rough patches and dangerous raised payment on a bridge section
Just rode this trail from Monroe to just past the tunnel and back. The trail was considerably overgrow on the sides and in the center in many areas. Spent the majority of the ride with 2 tires in the weeds. The tunnel is the best part of the ride. There are a few good pastoral views although mostly blocked by the dense undergrowth. Also, watch out for screws sticking out on the bridges where snowmobile travel has done some damage.
We parked at Big Hill Top park inBeloit where I was under the understanding it was going to be a continuous trail of Asphalt and go straight 6.4 miles up towards Janesville. It started out cool with Asphalt going downhill on a winding paved road. At the bottom it ends with no signs of where to go. So we wander around. 1 one leads to a field. The other leads to off road (which was pretty as it was along the river) it leads out to a road that you're supposed to go up to the left a little ways and cross into what looks like a path that hasn't been used in years. We didn't take it because it didn't look rideable. We eventually found another path onto peace trail and decided to give it a go anyways. Ouch! Led through an unused path that hasn't been mowed in months. Led to another road. No signs. No idea where to go. We used the roads to get back to path that was paved and went back to vehicle. Can't say I'll start in Beloit ever again.
I rode from the IL state line north to the Stewart Tunnel and back. There were enough ruts, gopher holes and sandy spots that it was hard to enjoy the scenery. As soon as I'd get comfortable I'd hit one of those things. There were also a couple of trees down south of Monroe. North of Monroe was better in terms of sand and ruts, but most of the bridges had broken planks that had to be avoided. The Stewart Tunnel had a lot of graffiti, something I didn't see in any of the tunnels on the Elroy-Sparta Trail. Overall I was left wondering why anyone would pay the trail fee to ride this trail. It will probably be a long time before I return.
my wife and i took part of the trail the previous week but we finally went the length of it this past weekend. beautiful trail and we'll definitely be riding this more often.
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