Looking for the best trails around Madison?

Explore the best rated trails in Madison, WI. Whether you're looking for an easy walking trail or a bike trail like the Levee Trail (Portage) and Lower Yahara River Trail. With more than 52 trails covering 513 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

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.

Glacial Drumlin State Trail (Route of the Badger)

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.


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

Peace Trail

scenic ride

September, 2022 by russjean

The trail is longer now as it ends at Beloit's Big Hills Park. Scenic ride on new asphalt one section on the road to cross Bass Creek in Afton. Several other short sections on roads but well marked. Go up to the park's observation platform for a vista of the Rock River.

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.

Jane Addams Trail

Update Jane Addams Trail site.

September, 2022 by williamcspr

On their site they said had a message from Aug.9 that the trail got beat up from a storm.So today I took a shot and gave it a try.Bad choice.I (silly me) would have thought they would have done some repairs,nope.Hang on to your handlebars.I went home after 7 miles one way,maybe next year after repairs.Other than that flat and straight,nice rural feel and quite.

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.

Great Sauk State Trail

Only accessible from southern half of the trail

September, 2022 by dgoscha

We were hoping to hop on the trail where it crosses a road near the north trail head and ride it down to Sauk City. However, after a LOT of driving around trying every possible spur off of 12, 113, and 78 onto the roads on the former Badger ammunition plant—the only roads that intersect the trail near the north end—we found every one was either closed off or private, despite what Google maps kept telling us. We finally picked up the trail where it crosses 78 which made the one way ride to Sauk City barely 4 miles. So, if you want to do this trail, plan on starting at the southern end as the north end seems inaccessible—even where Google maps shows it crossing roads—as long as vehicle access to the old Badger Ammunition plant is closed off.

Peace Trail


September, 2022 by q2xb4vpvwc

I give this trail 5 stars. It is now a paved ride from Big Hill Park (Beloit) to Janesville Wi.

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