Freeport, IL Hike Trails and Maps

628 Reviews

Looking for the best Hike trails around Freeport?

Find the top rated hike trails in Freeport, whether you're looking for an easy short hike trail or a long hike trail, you'll find what you're looking for. Click on a hike 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

Rock Valley College Path

2.2 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
Accordion

Badger State Trail

39.8 mi
State: WI
Asphalt, Crushed Stone

Bauer Memorial Path

1.3 mi
State: IL
Asphalt

Charles Street Community Path

2.6 mi
State: IL
Asphalt

Cheese Country Recreation Trail

46.4 mi
State: WI
Crushed Stone, Dirt, 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

40 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

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
Overview 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...
WI 55.8 mi Asphalt, Crushed Stone
Overview The Jane Addams Trail runs for 18.9 miles between Orangeville and Freeport, following a rail line that the Illinois Central built in 1887 between Freeport, Illinois, and Madison,...
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
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
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
Accordion
Closure Notice: The Stewart Tunnel has been closed since 2019 and remains closed for the foreseeable future. A detour using Tunnel Road allows trail users to go around the tunnel. Visit the trail page...
WI 39.8 mi Asphalt, Crushed Stone
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
Overview    Most suited for ATVers, snowmobilers and motorized trail-bikers, the Cheese Country Recreation Trail, also knowns as the Tri-County Trail, spans 47-miles through Wisconsin’s rugged...
WI 46.4 mi Crushed Stone, Dirt, 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 40 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 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
Overview 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...
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

Hennepin Canal State Trail

It was fine…

October, 2024 by ogre395

Rode from Colona to Bureau early October. The trail was dry and in good enough condition to average 9-10mph. There was lots of animal and bird life. I was surprised at how few people I saw. It was very peaceful. The only trail hazard of note were walnuts in the path. I did notice that there could be issues if it is wet. Drainage and mud could be a problem. I do ride a Surly Ogre with 29x2.35 tires and 45 lbs of gear on it. Navigation was not a problem.

Hennepin Canal State Trail

It was fine…

October, 2024 by ogre395

Rode from Colona to Bureau early October. The trail was dry and in good enough condition to average 9-10mph. There was lots of animal and bird life. I was surprised at how few people I saw. It was very peaceful. The only trail hazard of note were walnuts in the path. I did notice that there could be issues if it is wet. Drainage and mud could be a problem. I do ride a Surly Ogre with 29x2.35 tires and 45 lbs of gear on it. Navigation was not a problem.

Kishwaukee River Recreation Path

Gorgeous!!!

September, 2024 by taylorwardlow

Such a beautiful path, partially in shade- partially open. There are multiple restrooms along the way, benches, picnic tables as well as a playground about halfway thru the trail! The paved path was mostly smooth and very easy to navigate. There is a few dips and hills but nothing challenging. Highly recommend!

Accordion

Badger State Trail

Nice Views

September, 2024 by the_masseuse

Trail is really nice and taken care of. There are a a few sand traps along it tho. It’s mostly shaded until you reach the asphalt. Decent parking along it. I very much dislike the detour on this trail..it’s super hilly. Really regret coming to see the tunnel while still open.

Clinton Discovery Trail

Gorgeous in parts

September, 2024 by katie.burke

The north most section has wonderful river views, picnic tables & benches. Then the trail runs along a heavy industrial area & is pretty ugly. The trail is also appears longer than the map indicates, but we turned back based on the map’s endpoint & poor scenery. TrailLink gives little mention to Eagle Point Park at the north end which is just amazing. If you just load/unload in their parking lot you will have missed the very best of the trail.

Galena River Trail

Super Trail!

September, 2024 by dpate

The Galena River Trail is well packed crushed stone suited for road bike tires. It meanders through the woods along the river and to the Mississippi River. There is a section that shares the road with death machines that are supposed to yield. This section has larger looser rock. Overall I rate this trail 5 stars and I recommend checking it out. Traveling cyclist Facebook

Sugar River State Trail

Trail quality lacking

August, 2024 by dpaulson1221

Tried biking from Monticello to New Glarus to get some lunch. Didn’t last long due to horrible trail conditions. Ended up riding back to Exeter Road and rode country roads to get to Badger State Trail. Very disappointing. I had great memories of riding the Sugar River Trail as a kid, now I’m worried about breaking a spike or bending a rim. Stay off unless you’re up to a rough ride, have lots of patience, a bike repair kit as well as a First Aid kit!

Sugar River State Trail

Rode the trail from New Glarus to Albany yesterday for 30 mile round trip. The trail needs some heavy duty repair like grading and a fresh layer of traffic bond. Not very suitable for a road bike ! The state really needs to fix it soon.

August, 2024 by johnschloegl

Rode the trail from New Glarus to Albany yesterday for 30 mile round trip. The trail needs some heavy duty repair like grading and a fresh layer of traffic bond. Not very suitable for a road bike ! The state really needs to fix it soon.

Military Ridge State Trail

Not well maintained trail

July, 2024 by jessedirk

Like another user said, there are ruts and lots of loose gravel from Ridgeway to mount Horeb. Unfortunately I found one coming off a bridge and fell off my bike. I landed on right side l, got some bruises and road rash but no brokens or sprains. I had avoided some bigger, deeper ones closer to Mount Horeb but did not see this one between Ridgeway and Barneveld.

Sugar River State Trail

Wildflower wonder

July, 2024 by bikeandrun

I ride the Jane Adams (Il. path) to the Badger (Wi. state line) several times a week as they connect to the Sugar River Trail.
All have amazing views. One bridge missing on the Badger and the tunnel will be reopened in summer 2025 on the Badger.
It's been a horrible year with flooding, tornadoes, trees down and clearing. Trail work has been tedious. But I give the DNR an 'A' for effort.
Plenty of trail heads, places to eat and nature to enjoy.
Unfortunately the picnic tables and benches never seemed to be mowed around much this entire 2024 on all three paths.
Beauty, peace and tranquility is what I get out of it. Often week days I can put in 25 miles and maybe see one other rider.
Good but not great this year.

Sugar River State Trail

Quality of trail disappointing

July, 2024 by tedijw

Biked from New Glarus to Albany round trip. Very disappointed in quality of the trail. Doesn’t appear to be well maintained. Originally planned to bike to Brodhead, but turned around early.

Sugar River State Trail

July 2024 Sugar River State Trail

July, 2024 by waynejane9

We e-biked a Brodhead to New Glarus round trip with a short jaunt from Crazy Horse Campground (Great Place near the trail in Brodhead). Perfect day: 80 degrees, sunny, low humidity, a few mosquitos when we stopped. We have done this route two other times and this time was still a great experience even after recent weather events. Wisconsin DNR teams were clearing, mowing and as always extremely kind. There was one tricky, soft and slightly washed area just north of Monticello.

An incredible lesson learned while on the trail today. If you ever come across something of value to someone else....like a government ID or a wallet...pick it up and turn it in to the local police/sheriff. The owner of such item will be forever grateful to your kindness.

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Accordion

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