Freeport, IL Hiking Trails and Maps

600 Reviews

Looking for the best Hiking trails around Freeport?

Find the top rated hiking trails in Freeport, whether you're looking for an easy short hiking trail or a long hiking trail, you'll find what you're looking for. Click on a hiking trail below to find trail descriptions, trail maps, photos, and reviews.

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Activities
Length
Surfaces
Type
61 Results
Activities
Length
Surfaces
Type

Baumann Park Recreation Path

1.25 mi
State: IL
Asphalt

Bear River Recreation Trail

5.6 mi
State: IA
Crushed Stone

Cannonball Path

3.9 mi
State: WI
Asphalt

Copper Creek Trail

0.75 mi
State: IA
Crushed Stone

Galena River Trail

8 mi
State: IL
Crushed Stone

Glacial River Trail

55.8 mi
State: WI
Asphalt, Crushed Stone

Jane Addams Trail

18.9 mi
State: IL
Asphalt, Crushed Stone

Kishwaukee River Recreation Path

2.5 mi
State: IL
Asphalt

Kishwaukee Riverfront Path

6.9 mi
State: IL
Asphalt

Kiwanis Bike Trail

4 mi
State: WI
Asphalt

Lowell Parkway Trail

3.5 mi
State: IL
Asphalt

Mel Anderson Memorial Path

2.7 mi
State: IL
Asphalt

Peace Trail

6.4 mi
State: WI
Asphalt

Puri Path

4 mi
State: IL
Asphalt

Rock River Parkway Trail

2.4 mi
State: WI
Asphalt, Concrete

Rock River Recreation Path

10 mi
State: IL
Asphalt

Spring Brook Trail

5.1 mi
State: WI
Asphalt

Stone Bridge Trail

5.8 mi
State: IL
Crushed Stone

Willow Creek Path

2.6 mi
State: IL
Asphalt

Badger State Trail

40 mi
State: WI
Asphalt, Crushed Stone
Accordion

Bauer Memorial Path

1.3 mi
State: IL
Asphalt

Charles Street Community Path

2.6 mi
State: IL
Asphalt

Cheese Country Recreation Trail

47 mi
State: WI
Crushed Stone, Gravel

Clinton Discovery Trail

9.8 mi
State: IA
Asphalt, Concrete

Four Sisters Bike Path

4.3 mi
State: IL
Asphalt

Great River Trail

63.3 mi
State: IL
Asphalt

Harlem Township Bike Path

1.6 mi
State: IL
Asphalt

Hennepin Canal State Trail

93 mi
State: IL
Asphalt, Grass, Gravel

Hononegah Recreation Path

3.2 mi
State: IL
Asphalt

Kinstone Recreational Path

0.6 mi
State: IL
Asphalt, Crushed Stone, Gravel

Long Prairie Trail

13.9 mi
State: IL
Asphalt, Crushed Stone

Military Ridge State Trail

39.1 mi
State: WI
Asphalt, Crushed Stone

Pecatonica State Trail

10 mi
State: WI
Crushed Stone

Pelishek-Tiffany Nature Trail

6 mi
State: WI
Dirt, Grass

Perryville Path

14.9 mi
State: IL
Asphalt

Riverside Recreational Path

0.63 mi
State: IL
Dirt, Grass, Gravel

Rock Valley College Path

2.2 mi
State: IL
Asphalt

Saelens Park Trail

1 mi
State: IL
Asphalt

South Main Street Path

2.25 mi
State: IL
Asphalt

Stone Mill Trail

1.5 mi
State: IL
Asphalt

Sugar River State Trail

22.7 mi
State: WI
Asphalt, Crushed Stone

Dorr Road Bike Path

2.7 mi
State: IL
Asphalt

Harrison Avenue/Mulford Road Bike Path

3.5 mi
State: IL
Asphalt, Concrete

Joe Stengel Trail

7.9 mi
State: IL
Ballast, Grass, Gravel

Leland Path

2 mi
State: IL
Asphalt

Pecatonica Prairie Trail

14.3 mi
State: IL
Asphalt, Crushed Stone

Swanson Park Recreation Path

2.4 mi
State: IL
Asphalt

Oregon Park East Bike Path

0.25 mi
State: IL
Asphalt

Alpine Road Multi-Use Path

1.5 mi
State: IL
Asphalt, Concrete

Bellevue Rivervue Trail

2.3 mi
State: IA
Asphalt

Ice Age Junction Trail

3.8 mi
State: WI
Asphalt, Crushed Stone

Lynn Boulevard/Westwood Trail

3.7 mi
State: IL
Asphalt

Main Street Bike Path

1.2 mi
State: IL
Asphalt

Midway Village Museum Loop

1.4 mi
State: IL
Asphalt

Mitchell Road Path

0.6 mi
State: IL
Asphalt

Riverside Corridor Bike-Walking Trail

9.2 mi
State: WI
Asphalt, Concrete

Rockton Main Street Path

0.8 mi
State: IL
Asphalt

Rote Road Multi-Use Path

0.8 mi
State: IL
Asphalt

South Connector Trail

3.8 mi
State: WI
Asphalt

Williamson Parkway Bike Path

1 mi
State: IL
Asphalt
Trail Image Trail Name States Length Surface Rating
Baumann Park is adjacent to the Kishwaukee River in Cherry Valley, a community on the outskirts of Rockford in northern Illinois. A paved pathway runs through the park and loops around Baumann Park...
IL 1.25 mi Asphalt
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...
IA 5.6 mi Crushed Stone
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...
WI 3.9 mi Asphalt
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...
IA 0.75 mi Crushed Stone
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 line—still...
IL 8 mi Crushed Stone
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...
WI 55.8 mi Asphalt, Crushed Stone
There’s no debating the historical significance of the Jane Addams Trail. Not only is it named for a Nobel Peace Prize-winning social activist who grew up nearby, but the trail also passes the site of...
IL 18.9 mi Asphalt, Crushed Stone
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...
IL 2.5 mi Asphalt
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...
IL 6.9 mi Asphalt
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....
WI 4 mi Asphalt
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...
IL 3.5 mi Asphalt
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,...
IL 2.7 mi Asphalt
Stretching from Afton to Janesville, the Peace Trail offers a paved, tree-shaded route paralleling the Rock River and an active rail line. From its northern end in Janesville, the trail crosses the...
WI 6.4 mi Asphalt
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...
IL 4 mi Asphalt
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...
WI 2.4 mi Asphalt, Concrete
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...
IL 10 mi Asphalt
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...
WI 5.1 mi Asphalt
Built on a former rail bed dating back to the 1850s, the Stone Bridge Trail provides a crushed limestone pathway through rural countryside. A highlight of the trail is passage on Stone Bridge over the...
IL 5.8 mi Crushed Stone
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...
IL 2.6 mi Asphalt
Rail-trail fans know that Wisconsin’s Elroy-Sparta State Trail is famous for its three tunnels. The Badger State Trail, which heads south from Madison to the Illinois state line (where it connects...
WI 40 mi Asphalt, Crushed Stone
Accordion
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...
IL 1.3 mi Asphalt
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...
IL 2.6 mi Asphalt
If you’re looking for an invigorating motorized-trail experience, the Cheese Country Recreation Trail (aka the Tri-County Trail) won’t disappoint. If you’re on foot, hoof, or self-propelled two...
WI 47 mi Crushed Stone, Gravel
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....
IA 9.8 mi Asphalt, Concrete
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...
IL 4.3 mi Asphalt
Overview 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...
IL 63.3 mi Asphalt
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...
IL 1.6 mi Asphalt
Overview The Hennepin Canal State Trail stretches for 93 miles in northwest Illinois along an old canal towpath. The trail is administered as a State Park by the Illinois Department of Natural...
IL 93 mi Asphalt, Grass, Gravel
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...
IL 3.2 mi Asphalt
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....
IL 0.6 mi Asphalt, Crushed Stone, Gravel
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...
IL 13.9 mi Asphalt, Crushed Stone
NOTE: A State Trail Pass ($25 annually/$5 daily) is required for bicyclists and in-line skaters ages 16 and older. Snowmobilers must display either a Wisconsin registration or a snowmobile State Trail...
WI 39.1 mi Asphalt, Crushed Stone
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...
WI 10 mi Crushed Stone
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...
WI 6 mi Dirt, Grass
The Perryville Path runs nearly 15 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...
IL 14.9 mi Asphalt
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...
IL 0.63 mi Dirt, Grass, Gravel
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...
IL 2.2 mi Asphalt
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...
IL 1 mi Asphalt
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...
IL 2.25 mi Asphalt
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...
IL 1.5 mi Asphalt
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...
WI 22.7 mi Asphalt, Crushed Stone
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...
IL 2.7 mi Asphalt
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...
IL 3.5 mi Asphalt, Concrete
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...
IL 7.9 mi Ballast, Grass, Gravel
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...
IL 2 mi Asphalt
The Pecatonica Prairie Trail, formerly known as the Pecatonica Prairie Path, is a 14.3-mile rail-trail extending from the western edge of Rockford to N. Farwell Bridge Road west of Pecatonica. The...
IL 14.3 mi Asphalt, Crushed Stone
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...
IL 2.4 mi Asphalt
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...
IL 0.25 mi Asphalt
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....
IL 1.5 mi Asphalt, Concrete
Just as the charming little city of Bellevue lies nestled against the banks of the Mississippi River, the Bellevue Rivervue Trail lies nestled in the corridor between the active rail line and the...
IA 2.3 mi Asphalt
The Ice Age Junction Trails not only travels 3.8 miles across Dane County, WI, but also takes trail users millions of years back in time. While most of Wisconsin spent the Ice Age covered by...
WI 3.8 mi Asphalt, Crushed Stone
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...
IL 3.7 mi Asphalt
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....
IL 1.2 mi Asphalt
The Midway Village Museum Loop is a 1.4-mile pathway around Guilford County Forest Preserve (6595 Guilford Rd, Rockford) and passes the Midway Village Museum (6799 Guilford Rd, Rockford). The trail...
IL 1.4 mi Asphalt
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...
IL 0.6 mi Asphalt
The southern Wisconsin City of Beloit, located near the Illinois border, boasts over 9 miles of multiuse trail along the Rock River. The river is the centerpiece of downtown, and a system of...
WI 9.2 mi Asphalt, Concrete
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,...
IL 0.8 mi Asphalt
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...
IL 0.8 mi Asphalt
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...
WI 3.8 mi Asphalt
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...
IL 2 mi Asphalt
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....
IL 1 mi Asphalt

Recent Trail Reviews

Military Ridge State Trail

Beautiful ride

November, 2023 by christyfry14

Rode from Mt. Horeb to Ridgeway and back. Beautiful countryside and the trail is great. All well kept. Can’t wait to go back!

Great River Trail

Disappointment

November, 2023 by deetiffanylb

We just returned from our week-end-a day early. Yes chilly weather was a factor but even more to the point, the trail was a Huge disappointment. We had decided to drive to south end and eye the conditions that rec'd mostly negative comments. We never even unloaded our bikes! The trail is basically not maintained, often runs right along OR on the highway for the majority of its 62 miles. The straight, unimaginative paths are not only boring but neglected to the pt of being dangerous - often far from the Mississippi River. Where did trail get it's name from?! Illinois once again leaves the user in the dust - or should I say weeds. We were left w/ a very negative impression, leading to our distrust of both the IL trail system as well as Rails to Trails reviews. It was obvious this trail was quickly laid out to meet some timeline set by a non-biking administrators. We counted two (!) people using trail in over the 60+ miles we covered from car. THAT should say it all!

We feel strongly that reviewers on Trail Link need to be more direct with readers. Polite and tolerant reviews are as much a disservice to the bikers as the abominable trail itself!

Sugar River State Trail

Great trail

November, 2023 by christyfry14

I’ve ridden this trail several times. It’s well kept and beautiful!

Accordion

Badger State Trail

Beautiful trail

November, 2023 by christyfry14

I’ve ridden this trail several times. It’s well kept. Most of it is shady and fairly flat.

Jane Addams Trail

Love this trail

November, 2023 by christyfry14

I’ve ridden this trail several times. It’s beautiful, pretty well kept, and flat. In the summer, most of it is shady. This fall the colors have been beautiful!

Cheese Country Recreation Trail

Beautiful countryside

November, 2023 by christyfry14

I rode just part this trail today on my electric fat tired bike (Monroe to South Wayne and back). Most of the trail is gravel/crushed limestone. I’m afraid if I didn’t have the fat tires it could have very difficult. It was a little rough also. Overall it was a beautiful ride, I just had to be very careful. It was a weekday and I didn’t see anyone else.

Willow Creek Path

One of my favorite places!

November, 2023 by crull9963

This is as close to the perfect path as you can get! Shaded and stays cooler in the summer and is also protected by wind and colder air in the winter! Tall trees border besides of the trail providing protection from the elements. Beautiful scenery, paved and well maintained. Only one small downfall is is no restrooms. There is also a small parking lot, midway on the path, between Harlem high school and Rock Cut on Zenith Parkway.

Peace Trail

Beautiful ride!

October, 2023 by christyfry14

Rode the trail today from Beloit to Janesville and back. Of course, the trees were gorgeous! The path is paved the whole way. Much of the trail is along the river.

Bear River Recreation Trail

Bear River trail 9/25/2023

September, 2023 by jamespglass

Up until this year my bike riding has been limited to mostly around town. A Google search came up with Bear River so I checked it out. Nice wide smith trail with plenty of shade, benches for resting and 2 different shelters with picnic tables. Been on this trail four times, not many people riding bikes. Most people walking. Trail goes to Preston. Hopefully they make it longer someday

Military Ridge State Trail

Military ridge trail 9/8/23

September, 2023 by jglass52

The weather went from to hot to to cold. 68 degrees, cloudy, threatening rain. I rode a MB from Ridgeway to a little east of Blue Mounds around 10 miles then 10 miles back to Ridgeway. Would have gone further but the weather was questionable. The trail is a little up and down and found loose sand and gravel on the grades. Otherwise the trail was in great condition, downed trees were all cut back and moved off the trail. Lots of trail bridges in the Blue Mounds area. All of the towns had places for food and drinks. Barneveld had toilets and picnic tables for resting. I did find a picnic table 3 miles West of Barneveld, so I stopped and warmed up some soup.
I would like to return but start my ride at Verona and ride to Mt Horeb or Blue Mounds.
Wisconsin has fantastic trails and don't mind paying the $5 trail pass. I'm from Illinois

Military Ridge State Trail

We started out across the street from Riley Tavern and went all the way to Blue Mounds. Beautiful trail, well groomed and loved going through Mt Horeb. When we finished we were able to go to the Tavern for refreshments. Beautiful day!!

September, 2023 by danandjulie924

We started out across the street from Riley Tavern and went all the way to Blue Mounds. Beautiful trail, well groomed and loved going through Mt Horeb. When we finished we were able to go to the Tavern for refreshments. Beautiful day!!

Great River Trail

nice

September, 2023 by gary.turner2

Road from Rock Island to Port Bryan and it was really nice and paved. Read reviews as this is a long trail with mixed surfaces. But we got 40 miles in our route an enjoyed. There’s a holiday inn in Rock Island 2 blocks form a trail head. Really good food wit Distance hin walking do

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Accordion

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