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 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 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...
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...
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...
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 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 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....
This is a newly constructed path that runs between S. Main Street and the Rock River in Rockford. It was built as part of the re-building of S. Main Street and runs from South Park south to the...
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 Great River Trail is a breathtaking journey along more than 60 miles of the Mississippi River in northern Illinois. In places, the paved trail follows the former spur route of the Chicago, St....
The Lowell Parkway Trail runs through the charming town of Dixon, Illinois, boyhood home of Ronald Reagan. The trail occupies the rail bed of the old Illinois Central Railroad, between Lowell Park and...
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 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 trail user can be transported from the bustling Westwood Fitness and Sports Center to a beautiful wooded trail that offers Elkhorn Creek on the far outer loop of the trail, a shelter at the top of...
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...
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...
_0_sc.jpg)
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 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....
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...
Located in the scenic riverside city of Clinton, the Clinton Discovery Trail offers trail users a wonderful way to make the most of the city's prime location on the banks of the Mississippi River....
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 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 Long Prairie Trail journeys across the width of agricultural Boone County for nearly 14 miles on the railroad corridor previously used by the Kenosha and Rockford Railroad, later known as the...
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...
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...
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 Hononegah Recreation Path begins near the State Route 2 bridge over the Rock River in Rockton, a small town about 4 miles south of the Illinois–Wisconsin border. The paved trail follows Hononegah...
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...
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...
Oregon Park East Bike Path is nestled along the east bank of the Rock River in the small town of Oregon in northern Illinois. The 23-acre park offers athletic facilities, restrooms, grills, and picnic...
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 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 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 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 Great River Trail is a breathtaking journey along more than 60 miles of the Mississippi River in northern Illinois. In places, the paved trail follows the former spur route of the Chicago, St....
From Main Street and Elevator Road in Roscoe, the scenic Kinstone Recreational Path winds its way northeast through woodlands along the north branch of Kinnikinnick Creek to the Stone Bridge Trail....
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 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 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 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...
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 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 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 is a newly constructed path that runs between S. Main Street and the Rock River in Rockford. It was built as part of the re-building of S. Main Street and runs from South Park south to the...
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...
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 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...
The Charles Street Community Path offers a neighborhood route through southeastern Rockford, connecting residents to CherryVale Mall on its eastern end. On its western end, Alpine Park is just north...
Oregon Park East Bike Path is nestled along the east bank of the Rock River in the small town of Oregon in northern Illinois. The 23-acre park offers athletic facilities, restrooms, grills, and picnic...
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 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 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...
This path runs along Mitchell Road, starting in Machesney Park. The trail heads north and then travels east where it terminates at Sunny Meadow Drive outside of Russ Park. This short path is just...
The trail user can be transported from the bustling Westwood Fitness and Sports Center to a beautiful wooded trail that offers Elkhorn Creek on the far outer loop of the trail, a shelter at the top 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 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 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 Great River Trail is a breathtaking journey along more than 60 miles of the Mississippi River in northern Illinois. In places, the paved trail follows the former spur route of the Chicago, St....
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...
Since 2017 more trail has been paved within the park. Signage and sharrows have been added. The trail north out of the park is crushed limestone as is the next six miles of trail heading towards Janesville. The Rock Trail Coalition is fundraising to pave the north trail out of Big Hill Park. Stay tuned. I'll give it 3 stars for now heading for 5 stars in the future.
we love the trail and we will be going this weekend
I ride this path about once a month and really like it. It's only been complete for about a year and is hardly used. The hill just north of Harrison gives a good workout when riding from north to south. A stop at Bing's is a great reward for climbing the hill. A stop at Klehm Arboretum is east as the traffic lights can sense bicycles, making it safe to cross Main Street to get to Klehm. It would be nice if the trail extended just a little bit further on the south end to reach the traffic lights and give access to streets west of Main, but it isn't difficult to cross over and get to them with the current set up. I subtracted one star because of the short section that is regular sidewalk rather than path.
Beautiful summer day for a ride. Started in Freeport at the trailhead using city streets to get to heart of trail north of town. Easy ride and not to far. Good parking facilities in town. Freeport's a great town. Path is fairly well maintained with a few bumps along the way. Nothing to slow me down. Quiet countryside for the most part, farms fields and the occasional county road/highway crossing. Foliage was in full bloom with all the rainy/hot weather recently. Highly recommend.
In September 2018 a friend and I biked the trail from Orangeville to Freeport and back. Signage on the trail is good. It appears to be lightly used, as we stopped frequently to clear away fallen trees and tree limbs blocking the trail. A pair of sandhill cranes was in a field just south of Orangeville. Walnuts on the trail were a challenge as hard to see in the leaves. The trail is wide enough to ride two abreast. Black flies at Tutty's Landing were a problem, so we hurried into Freeport for great coffee at 9 East. Recommend the BP convenience store in Orangeville for lunch or a snack. Bathrooms at the Orangeville parking area and Tutty's Landing.
There’s the official path. While nice and paved, also has nice locally known paths. If you have a dirt/gravel capable bike, seek out the more challenging side trails. They are marked at the trailheads but the signage is hidden behind tall grasses and trees. Parts of the trails are visible via Google Maps Satellite view. Pro tip: bring mosquito repellent.
There are some rough spots on this trail! Also, just north of Albany is a section of gravel road to travel. I don’t know how long it is bc I don’t take my road bike on gravel or fresh chip seal.
This could be a sweet trail if someone actually cut the weeds. The only thing in good repair on several trails in this area of WI. are the drop- box's for your $5.00 dollar a day, per person, fee. We spent over a thousand dollars in the area on motels, food , gas, fee's etc. The experience, while still fun, could have been so much more. Pa. Tandem Team, (72 and 69 yrs. of age)
Stayed at the Thomson Causeway Campground and rented bikes from Arnold's Bikes in Thomson (highly recommended). The ride north to Savanna was beautiful as was the ride down south to see the Fulton Dutch windmill. Good diversity of fields, tree lined runs, and a general feeling of peacefulness not found near Chicago.
Only gripes were where there were stretches of bike path that had: sketchy amounts of wood debris, lack of signage when zizagging onto local roads, and deteriorating surfaces that made for a very uncomfortable ride on road bike tires (23-25mm).
The pros:
Tons of wild flowers and butterflies all along the way
The cons:
We have ridden dozens of rail-trails on our recumbent tandem. This one has a fair (at best) limestone surface. The center of the trail is overgrown, so you are restricted to about a one foot wide lane in either direction. There are some nasty holes at random locations. Soft spots in the surface here and there that are very difficult on hybrid size tires. Vegetation hanging out across the trail in spots. All this makes it difficult to enjoy the ride, because you need to concentrate on the trail so much.
I would not recommend this one for any less than mountain bike size tires.
Both Winnebago and Pecatonica are the typical lovely small Illinois farm towns with shops and restaurants in both. We chose to start in Winnebago (just off route 20) and use one of the many fast-food parking lots. There is a trail from there to downtown, where you pick up the main trail.
I really like this trail and have ridden it now several times with both a road bike and a light hybrid. Pros: long, paved, scenic, uncrowded. Beautiful farmland and wildflowers, lots of trees for a shady ride on a hot day, wildlife and peaceful views. Stretches of the trail that are in great shape and a few key rest areas and comfort stations along the route. Excellent diner (Boone Co. Family Restaurant) right off the trail in Caledonia. Nicest long section is west of Caledonia. Cons: many parts of this trail are bad to downright treacherous, especially near bridges. You could easily catch your tire in a center crack while trying to avoid a pothole on your side of the trail. No mile or distance markers. Shady trail means debris is damp after a rain, and sketchy for road bikes. Some horrible bridge transitions. Trail is out east of Capron at the moment. Recommendations: Could be fabulous if better maintained. In current condition, better for a hybrid. OK for a road bike on a dry day. Either way, wear a helmet.
Get Your 2018 RTC TrailNation Jersey!
Download the TrailLink mobile app and take TrailLink with you!
Donate and Get a FREE 2018 RTC Guidebook!
TrailLink is a free service provided by Rails-to-Trails Conservancy (a non-profit) and we need your support!
Map Search
_0_st.jpg)
