Looking for the best trails around Baraboo?

Explore the best rated trails in Baraboo, WI. Whether you're looking for an easy walking trail or a bike trail like the Elroy-Sparta State Trail and Levee Trail (Portage). With more than 32 trails covering 375 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

Elroy-Sparta State Trail

This trail was great, beautiful farm country to ride through. As well as challenging tunnels. It was an uphill climb from Sparta to tunnel 3, but the return was well worth the effort. Will be back again!

October, 2022 by joengebr

This trail was great, beautiful farm country to ride through. As well as challenging tunnels. It was an uphill climb from Sparta to tunnel 3, but the return was well worth the effort. Will be back again!

Military Ridge State Trail

October Solo ride - Verona to Dodgeville and back with overnight stay

October, 2022 by djones223

Took advantage of the mild weather forecasted and did the ride I had put off all summer. The fall leaves were just beyond their peak but still quite colorful. The trail surface was good except for some sections between Ridgeway and Dodgeville that were rutty and sandy. Restrooms were still open in Mt Horeb, Barneveld, and Ridgeway.
Stopped at the Brix cidery in Mt Horeb for cider and an apple cider doughnut. Stayed overnight at the Pine Ridge motel in Dodgeville - clean, quiet and only a couple hundred yards from the trail.

Elroy-Sparta State Trail

Trail To Ourselves (Almost)

October, 2022 by johnrobhill

Rode on a sunny weekday in October. We encountered (maybe) 10 people the entire time. (Except for a school group on foot--in the middle of nowhere). Can anyone say anything negative about this trail?

Accordion

Omaha Trail

Seen Better Days!

October, 2022 by johnrobhill

Did this trail as a warm up to the Elroy-Sparta trail the same day.
Trail hasn't been maintained in what would appear to be years! Cracks, grass, ruts. Not awful--but needs a lot of TLC

Glacial Drumlin State Trail

East to West starting in Glendale and ending in Madison

October, 2022 by martinaxe

I started out my ride from my home about 9 miles north of downtown Milwaukee where I caught "the Hank" and made my way west to the Glacial Drumlin Trail. I started out at 3:00 am, so it didn't really get light out until I got to about Wales. After that, I was on non-paved trail (my personal fav) for the rest of the ride to Madison. The trail is really very nice and mostly flat with a lot of varying landscapes. Since it's October, there were a ton of migrating birds and pretty good fall colors all along the trail, and I didn't see another human riding until I was about 5 hours into my trip near Lake Mills. The only thing keeping me from giving this trail 5 stars are the bridges, which are mostly bad. They do have a rubber strip running down the middle of them which helps, but they are still mostly bouncy and you have to deal with a 3-6" rise at the start of each of them. The west end of the trail was closed near Cottage Grove, and I had to take a detour on streets, which was fine. This is a highly recommended ride, especially during fall.

400 State Trail

Reedsburg to Elroy - nice early October ride, but too early for max leaf color

October, 2022 by mollinger

I always wanted to check the 400 Trail out. On October 2nd I had the time to tackle it. The trail was in excellent condition and the low 60s temps made for great riding. I was probably a week or two too early for optimal leaf color. There were some nice reds and yellows here and there, but I bet the trees will look awesome in mid-October. I'll be back again.

Omaha Trail

Great for your dystopian cosplay

September, 2022 by therabyfamily

None of the benefits for pavement, none of the good things about gravel. Just a bunch of broken down pavement and washed out sections. Would not recommend.

Sugar River State Trail

pretty trail

September, 2022 by mcsmith762

It's a pretty trail and nice and quiet, but not trike friendly. With two lanes separated by a grassy strip, I was always dragging one or two wheels through the grass so it was a bit of a rough ride and slow. The lanes are pretty smooth, so two-wheelers will not have a problem, but it's not a great ride for a recumbent trike

Pine River Trail

Nice Trail

September, 2022 by jschirtzinger

I rode from Richland Center to Lone Rock today. The trail has segments of asphalt in Richland Center, then basically dirt with some fine gravel, and lastly packed limestone. You need a hybrid bike. I thoroughly enjoyed the trail with its mix of environments. Richland Center has restaurants and a good coffee shop downtown. Lone Rock has a tavern. Good trail to take if you are staying in this area. I’d definitely recommend it.

Cheese Country Recreation Trail

Just rode this today and all the negative reviews are spot on.

September, 2022 by pbsheridan

Just rode this today and all the negative reviews are spot on.

Cheese Country Recreation Trail

This ride will just tear up your bike and your body.

September, 2022 by pbsheridan

This ride will just tear up your bike and your body.

Cheese Country Recreation Trail

This is basically an ATV ride. There is no reason for anyone on a bike to do this unless you like fixing flats and rewelding bike parts.

September, 2022 by pbsheridan

This is basically an ATV ride. There is no reason for anyone on a bike to do this unless you like fixing flats and rewelding bike parts.

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