Looking for the best trails around Freeport?

Explore the best rated trails in Freeport, IL, whether you're looking for an easy walking trail or a bike trail like the Bellevue Rivervue Trail and Peace Trail . With more than 61 trails covering 596 miles you're bound to find a perfect trail for you. Click on any trail below to find trail descriptions, trail maps, photos, and reviews.

Recent Trail Reviews

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!

Accordion

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.

Badger State Trail

As of July 23, 2024 there are no signs of tunnel revival. The first six miles from the northern end are paved and well maintained. After that it turns to gravel and dirt. With a lot of grass. It appears neglected.

July, 2024 by mankato

As of July 23, 2024 there are no signs of tunnel revival. The first six miles from the northern end are paved and well maintained. After that it turns to gravel and dirt. With a lot of grass. It appears neglected.

Cheese Country Recreation Trail

Not a biking trail. For ATV's.

July, 2024 by mvmadison105

Road Mineral to calamine and back on a ebike with 1.5" tires at 45psi. Scenic but rather brutal ride. Sections are ok but then you come across sections that are really rough. The atvs go fast relative to a bike rider plus generate lots of dust and noise. I would not recommend it for biking.

Military Ridge State Trail

Beware of ruts and loose sand!

July, 2024 by bcurley_tl

While this is mainly a beautiful trail, the section from Dodgeville to Mt Horeb has some technically challenging spots. Many major ruts and lots of loose sand that may grab your rear wheels. The stretch from Mt Horeb to Msn is Way better.

Military Ridge State Trail

Beware of ruts and loose sand!

July, 2024 by bcurley_tl

While this is mainly a beautiful trail, the section from Dodgeville to Mt Horeb has some technically challenging spots. Many major ruts and lots of loose sand that may grab your rear wheels. The stretch from Mt Horeb to Msn is Way better.

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Accordion

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