Find the top rated snowmobiling trails in Freeport, whether you're looking for an easy short snowmobiling trail or a long snowmobiling trail, you'll find what you're looking for. Click on a snowmobiling trail below to find trail descriptions, trail maps, photos, and reviews.
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 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 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...
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...
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...
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...
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 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...
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...
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...
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...
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...
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...
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...
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 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 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...
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...
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...
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 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...
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...
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...
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...
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...
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 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 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 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...
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...
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...
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....
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...
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...
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...
My husband and I did the whole trail r/t Farewell Bridge Road to Meridian Road and back today. Good spots, and not as good spots. We rode it about two years ago, and it was very sandy in some spots. Those spots have course gravel in them now. We ride hybrid bikes with cross-terrain tires. It was ok, but fat tires work better on the grassy and course gravel areas. It needs some work, but was still an enjoyable scenic ride on a beautiful day.
Oct. 27, 2020 30 year anniversary and we wanted just to get out. It was cold but endurable... We were impressed by our 2 hour round trip ride from the route 29 entrance. In better weather being the kids... Do some fishing.... Watch for animals.
I have had some rough riding over the years with rarely cut grass. This year the DNR has shifted gears and improved this trail a lot. The best I've rode in several years. Jane Adams hooks up to the Badger at the State line. Ruts and holes have really been worked on. And weeds cut as best as they can keep up with it. I have ridden this trail many times this year.
Excellent job, DNR. Keep it up. I have also seen more people walking, jogging and riding this and the Sugar Trails this year since I started in 1986 riding.
In the past I gave this a rather bad review. This year however the Wisconsin DNR and whatever other agencies help maintain this trail from Brodhead, Wi. to New Glarus have it in absolutely wonderful shape.
I heard around Brodhead it was rough. Not so this year. In fact I will ride it again the first week of Oct. 2020. The leaves and trail was a tree tunnel to heaven. Great work on this and the Badge Trail this year.
Beautiful tree canopies. Trail mostly grass, but biking it was no problem. Very little use, only encountered 4 other people & they were walking. Parking lot at Clinton, but only street in parking at Allen-Grove.
Date of ride: 09/20/2020 Bike: hybrid with 42mm tires The Cheese Country trail, as other reviews state, is not a relaxing ride. You have to work for every mile. The gravel is large and there are lots of soft patches. I rode on a weekend so there was quite a bit of ATV traffic. All of the riders were respectful and slowed down to pass, but they kicked up a lot of dust. The 47 miles from Mineral Point to Monroe took 6 hrs. The scenery is nice, but you won’t get to enjoy it much as you’ll be focusing on the trail. If you are looking for a pleasant cerusged limestone trail
We enjoyed writing on this trail as a family. The tunnels are closed, because there were rocks falling from the ceiling (We ran into one of the employees who monitors the trails).
Rode from Monroe to Monticello, and then to the Stewart Tunnel. Was told the tunnel was closed, but not monitored, so we could still ride thru. Not the case, tunnel entrance was gated and locked - disappointing. The trail itself had some pretty scenery but is not well maintained or mowed.
Was on the trail up by Orangeville, a truck with a car trailer pulled off of 26 onto the trail . Not sure how he made the 2 bridge but wasn’t their when we made it back . Bring the bug spray sometimes Their terrible and sometimes their not ! Otherwise a nice trail to Freeport. Went to the pecatonica trail outside of Freeport over grown with grass. Not sure how far it was like that
The Stewart Tunnel is closed off because it is structurally unsafe. It is also posted on The Friends Of The Suagar and Badger State Trails Website.
https://dnr.wisconsin.gov/topic/parks/badger For more current information see link to the WDNR website and Stewart Tunnel will likely not be open for the remainder of 2020.
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