Find the top rated horseback riding trails in Loves Park, whether you're looking for an easy short horseback riding trail or a long horseback riding trail, you'll find what you're looking for. Click on a horseback riding trail below to find trail descriptions, trail maps, photos, and reviews.
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(8/13/2025) - Beautiful day for a ride on the Jane Addams. Trail was in very good condition and it was a smooth ride all the way from Tutty's Crossing in Freeport to the Wisconsin state line (Badger State Trail in WI). Everything was green and lush and the country side scenery was beautiful. The Addams people do a very fine job of maintaining their trail. One of my favorites to ride every year! Highly recommended. Of course, don't forget to stop at Union Dairy afterwards for some delicious ice cream. It's the best.
My buddy and I rode the trail from Big Hill Park to downtown Janesville yesterday. What a great ride. About 60% of the trail is shaded. The blacktop three miles or so from Janesville is heavily cracked and rough but not too bad. The first 9mi it’s a very smooth trail. We’ll be doing this one again.
I ride on the Prarie Path almost all the time and I love it! Goes by many downtown areas and the places you ride by are pretty nice. I would recommend!
This trail was miserable to ride with a hybrid touring bike. It would be completely unusable on a road bike despite what the trail description may say. The gravel is so bumpy and the trail has been barely maintained. Not much of a surprise in hindsight given the fact that I saw zero other cyclists throughout an entire day riding on this trail. I would only ride this trail again with a fat tire. What is nice though is the trail is very remote and quiet.
I’ve been walking and cycling this trail for most of my life and it’s always a wonderful experience, such beautiful scenery along the river. It’s by far my favorite trail in the Chicagoland area.
Rode part of the Prairie Part starting in Warrenville a couple of days after substantial rain in June 2025. The trail had some very minor puddles but was in great shape. When in Warrenville don’t miss the great bike shop where I got some excellent advice about which way to go on the trail. Highly recommend this route. Thanks to the bike shop guys!
Section between poplar grove and route 76 is getting worse by the day, the chipmunks are taking over and the sharp granite railroad balast is cutting into our tires. No money in illinois budget to repair bicycle trails, the only people enjoying the trail are on those motorized fat tire bikes.
Rode this a year or two ago, and although it was a bit rough, it was enjoyable. Now, not so much. The asphalt trail from the east trailhead to Capron has been replaced with "crushed stone". The crushed stone has baseball sized chunks of asphalt and rock mixed in with it, and 50% of the rest are chunks bigger than an inch across. Barely passable on a gravel bike, if you find the right rut on the path. No way a road bike is making it down this stretch. Once you get to Capron, it's back to asphalt for a short bit, then it changes to gravel / crushed limestone. Some of the bridge crossing can be bone jarring, but not overwhelming. It changes back to asphalt outside of Poplar Grove, and continues all the way through to Caledonia. Some potholes can be pretty harsh, but not terrible. At some point between Poplar Grove and Caledonia, it turns back to gravel for a stretch. Although not my favorite, this was done well enough for our gravel bikes. We usually do this trail either from the east trailhead to Caledonia, or Caledonia into Roscoe, as there's a rest stop & parking in Caledonia. If you park on the street in Capron, and skip the first 2 miles, you'll be a lot better off. Although there's no water / bathrooms in Capron, there's a Casey's just down the street from the trail.
When Tommy Tompson was the governor of Wisconsin the state trails were well taken care of, I like to pull a two wheel trailer to carry my tools , food, drinks and extra clothes, the trail surface needs to be mowed in many places, should be graded over with fresh limestone. sandy and washed out spots, this and most Wisconsin trails are no place for thin tire road bikes. They want you to pay to use the trails but do bare minimum and half assed maintenance. there are pit toilets at Albany and Monticello. Do not count on water spigots pack plenty to drink.
the 14.2 mile rail trail was a great trail 20 plus years ago, over the years a lack of state oversight allowed the trail to fall into a state of disrepair, the trail can no longer be roller bladed or skate boarded, about a decade ago they dug up the east section and most of it is crushed lime stone that the grass and weeds are now growing through, in places they ground up the asphalt and used it in place of limestone( horrible to ride on ). the section from route 76 to poplar grove was ground up last year and graded out and is now a section that will tear up road bike tires, there is sharp granite stones from the original rail bed mixed in with the ground up asphalt, the condition of this trail is only going to get worse due to the county not having two Nichols to rub together. If you put a child in a trailer behind you they will wind up with brain damage on the sections that still have pavement. I will say to politicians that it is asinine to allocate funds for new bike trail projects when they cannot provide funds for their future maintenance.
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