Explore the best rated trails in Lake Ripley, WI, whether you're looking for an easy walking trail or a bike trail like the Peace Trail and Glacial River Trail . With more than 83 trails covering 834 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.
9/13/25 We began at the east end of the Lower Yahara Trail and then picked up the City Trail from there. Both trails were in exceptional condition. Traffic was busy, however the weather in mid-September in the low 80's certainly brought people out. A very friendly trail by anyone's standards. Well worth the 50 minute drive to get here. This is the second September we've rode this trail.
9/13/25 We began at the east end of the Lower Yahara Trail and then picked up the City Trail from there. Both trails were in exceptional condition. Traffic was busy, however the weather in mid-September in the low 80's certainly brought people out. A very friendly trail by anyone's standards. Well worth the 50 minute drive to get here. This is the second September we've rode this trail.
The trail is kind of rough, old asphalt with crushed stones? But the area it runs through is really nice. Good test for my new phone holder, it didn't fall out! It would be a keeper if it could be smoother.
Really nice trail but walker be careful. So many rude riders not letting you know they are coming behind you. 3 simple words “on your left”. When riding I always give walkers and other riders plenty of warning when passing, plus always slowing down.
(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.
Rode this trail end-to-end yesterday. The asphalt is in like-new condition and the scenery is beautiful. While we greatly prefer shaded trails in the hot summer, the lengthy stretches of sun on this trail were tolerable due to temps in the high 70’s and a light breeze. Can’t wait to ride this again in the fall. I’m sure the autumn colors near the northern half will be spectacular.
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.
This is the portion that is most scenic. Part of the trail from Burlington to Rochester was closed
We came to Milwaukee specifically to ride this trail. Over the course of three days I put a little over 100 miles on my bike, which did include some backtracking. I'd say we rode maybe 60% of the trail. The majority of what we rode was gorgeous and incredibly well maintained. In particular, the lakeshore section from South Shore park to Grant Park was incredible. The Whitnall Park/Root River route on the western edge of the Oak Leaf loop was also a wonderful ride. We rode from riverside park out to Glendale; if you do this portion make sure to ride up into the Arboretum, it was amazing. (And you will find restrooms there). On a less positive note , the East/west route that bisects the Oak Leaf Loop was barely a trail, more o
It’s a beautiful trail … well maintained! Quite a bit of shade for the most part we started In Fond du Lac off rolling meadows rd. Biked to the Horicon Marsh loop. I would recommend stopped at Katy’s Log Cabin in Oakfield for a good bloody and/or a great lunch !
Since the tornado in May 2025 there is two miles of trees down not far from Juneau. It is impassable. I rerouted from prospect onto Hwy 26 to Swan Rd.
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