Freeport, IL Cross Country Skiing Trails and Maps

605 Reviews

Looking for the best Cross Country Skiing trails around Freeport?

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

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Activities
Length
Surfaces
Type
23 Results
Activities
Length
Surfaces
Type

Bear River Recreation Trail

5.6 mi
State: IA
Crushed Stone

Copper Creek Trail

0.75 mi
State: IA
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

Lowell Parkway Trail

3.5 mi
State: IL
Asphalt

Rock River Parkway Trail

2.4 mi
State: WI
Asphalt, Concrete

Rock River Recreation Path

10 mi
State: IL
Asphalt

Stone Bridge Trail

5.8 mi
State: IL
Crushed Stone

Badger State Trail

40 mi
State: WI
Asphalt, Crushed Stone

Cheese Country Recreation Trail

46.4 mi
State: WI
Crushed Stone, Dirt, Gravel

Great River Trail

63.3 mi
State: IL
Asphalt

Hennepin Canal State Trail

93 mi
State: IL
Asphalt, Grass, 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

Stone Mill Trail

1.5 mi
State: IL
Asphalt

Sugar River State Trail

22.7 mi
State: WI
Asphalt, Crushed Stone

Joe Stengel Trail

7.9 mi
State: IL
Ballast, Grass, Gravel
Accordion

Pecatonica Prairie Trail

14.3 mi
State: IL
Asphalt, Crushed Stone

Ice Age Junction Trail

3.8 mi
State: WI
Asphalt, Crushed Stone

Lynn Boulevard/Westwood Trail

3.7 mi
State: IL
Asphalt
Trail Image Trail Name States Length Surface Rating
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 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 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 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 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
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
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
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
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
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 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 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 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
Accordion
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
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

Recent Trail Reviews

Sugar River State Trail

From Albany To Decatur

May, 2024 by goodsettwein

This section of trail was really pretty and easy to ride. My husband and I had lots fun exploring this trail! We also enjoyed crossing the covered bridge in Decatur.

Long Prairie Trail

Nice trail

April, 2024 by christyfry14

We rode this trail along with the Stone Bridge Trail. The asphalt needs some repair but still a nice trail.

Stone Bridge Trail

Great trail!

April, 2024 by christyfry14

Rode this trail this past week. Nice and wide and flat. I’m sure it will be even more beautiful this summer.

Accordion

Galena River Trail

Great trail!

March, 2024 by christyfry14

We rode this trail yesterday. We started at the Galena Recreation Park and rode the trail and then continued on the road to the foot of Chestnut Ski Hill. (Round trip 20 miles) It’s a very scenic ride along the river with the bluffs. I’m sure it will be even more beautiful in the summer when everything is green. Can’t wait to go back!

Kishwaukee Riverfront Path

Short, Paved Path with Many Parks

March, 2024 by drewlfoster

It’s a short path that went quicker than expected on rollerblades. Still a nice path to explore, well maintained for the most part. I started at Doty Park (and I did not find a skate park as mentioned in the description, that was a bummer) and continued all the way to its end (a little past Boone County Conservation District) and then headed back again. Checking out all the little forks helped me to rack up around 8 miles round trip.

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!

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.

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