Find the top rated bike trails in Benton, whether you're looking for an easy short bike trail or a long bike trail, you'll find what you're looking for. Click on a bike trail below to find trail descriptions, trail maps, photos, and reviews.
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Not scenic by any means, but the quality of the trail is nice as of May 2026. 1/3 Asphalt, 1/3 Limestone, 1/3 Sand. I would say they fixed most problematic surface issues that any other review complained about but like any other track with multiple mediums, always be mindful for chipmunk holes and washout. The path from the park in Richland Center to the start of the main path is a little confusing because it’s not clearly marked, and you do go through a busy intersection so make sure to map it out if unfamiliar. Enjoy!
Beautiful multi-use trail. It is the only trail open to ATV/UTV’s in Southern WI
Started in Brodhead, and rode to Monticello and back on Labor Day weekend. First mile is right down 3rd avenue, which is fairly wide and marked for bike traffic, and car traffic was slow, and passed with plenty of distance. The trail itself starts on the north end of Brodhead, and overall was pretty good, packed crushed stone / fine gravel. We had no issues with our hybrids. The trail was relatively flat and an easy ride. There is one spot where the trail takes some sharp turns around a country club, and leaves the former railbed. The trail was a little soft in this part, and the curves little iffy, but still totally manageable on our bikes. 6 miles to Albany with decent scenery and shade. Crossing Hwy 59 on the north end of Albany was a little intimidating, but drivers were courteous and stopped to let us cross. Next up - 9 miles from Albany to Monticello. The scenery between Albany & Monticello was wonderful as you're either travelling in a protected wildlife area or right next to the river. The bridges looked tired, but posed no issues. Overall, saw a fair number of other bikers, maybe 2 dozen over the course of 4 hours? So definitely nice and quiet. Flush toilets and water fountains in Monticello & Albany, Pit toilet and water fountain in Monticello. 32.5 miles round trip for this section. Would definitely return to this one, it would probably be fantastic for fall colors.
(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.
Just finished riding this trail over four days. They were in the middle of repaving a section which I thought was great but right along route 84 very scary and hazardous.. you either had to walk your bike through the grass, or take your chances on the highway. The trail is poorly marked when you have to take secondary roads to reconnect with the trail, especially when you’re heading towards Moline.. good places to stay very close to the trail and there is no problem finding any place to eat. I’ve ridden it once that will probably be my only time I will ride this 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.
We rode from Albany to Fulton. There’s minimal signage along the way so we stopped a lot to check our app. Not great trail along the way. Will skip this portion as a repeat ride.
I rode today from twining park to the town of Shultz. About 7 miles. The trail was in good shape. It was soft which made the ride a little more work. They just had a lot of rain though. I will come back and ride a different section soon. 3/25/25
I've cycled and jogged this trail since 1986. It eventually links up to the Badger/Jane Adams trails and continues onto Madison to the Capital City Trail or cut off to the Military Ridge Trail.
I've met people that use this trail for hundreds of miles. People from throughout the country. Always safe and people occasionally camp along the trail while hiking. Amazing flora until late October.
I use it as a perfect half marathon training trail. Soft on the knees and legs.
Monticello to New Glarus and back is approx. a perfect 13.1 miles. With
a couple service stations in New Glarus along the trail to refurbish your fluids. Unfortunately, the Stewart is closed and projected to open in 2027.
A short detour on the road needs a little caution on a curved hill. But safe as the road is rarely used.
Nice trail head near Rt. 20.
This was used by myself and my son to train for a marathon and halves.
The shade is great and the same trees and shrubs cut the wind down.
So if you carry your fluids or have someone to cycle along side you, this is the trail you want to train on.
From Rt. 20 to Orangeville and back is approx. 20 miles. With trail on each end if you want to train a greater distance.
The crushed limestone is easy on the feet and legs.
I cycle it dozens of times a month. But training for any event is perfect here.
Rode late September right before official hunting season. Not a lot of people on it. But to be safe, we carried blaze orange. parked at Wes Block trailhead as the long road out from Freeport is just bad trail riding next to an interstate. Trail is dirt, with some repairs and gravel. Rode up to the state line and the Badger Trail out and back. There were some beautiful spots, but also some lone wolves walking the trail looking sketchy and a hunter on an ATV at twilight. If you wanted to do an overnighter up to Madison and back the next day, you could park at the hotel right near the WB trailhead. Not sure I would do this trail again though as it was a long drive for a day ride from the suburbs.
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