Looking for the best trails around Middleton?

Explore the best rated trails in Middleton, 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 47 trails covering 491 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

Beautiful ride

November, 2023 by christyfry14

Rode from Mt. Horeb to Ridgeway and back. Beautiful countryside and the trail is great. All well kept. Can’t wait to go back!

Sugar River State Trail

Great trail

November, 2023 by christyfry14

I’ve ridden this trail several times. It’s well kept and beautiful!

Badger State Trail

Beautiful trail

November, 2023 by christyfry14

I’ve ridden this trail several times. It’s well kept. Most of it is shady and fairly flat.

Accordion

Jane Addams Trail

Love this trail

November, 2023 by christyfry14

I’ve ridden this trail several times. It’s beautiful, pretty well kept, and flat. In the summer, most of it is shady. This fall the colors have been beautiful!

Cheese Country Recreation Trail

Beautiful countryside

November, 2023 by christyfry14

I rode just part this trail today on my electric fat tired bike (Monroe to South Wayne and back). Most of the trail is gravel/crushed limestone. I’m afraid if I didn’t have the fat tires it could have very difficult. It was a little rough also. Overall it was a beautiful ride, I just had to be very careful. It was a weekday and I didn’t see anyone else.

Great Sauk State Trail

Another Nice One

November, 2023 by the_masseuse

Super nice paved trail with lovely views! Only bummer is the trail is closed going into some park? at the end. Runs through a reservation land which is interesting. Has a cool sundial along the trail.

Pine River Trail

Nice Trail!

November, 2023 by the_masseuse

This trail is super nice I think. Has some pretty views the whole way too. Liked it so much I did it twice in October! Came back a 2nd time to see the colors in the rolling hills. I think Fall is the best time to bike this one.

Peace Trail

Beautiful ride!

October, 2023 by christyfry14

Rode the trail today from Beloit to Janesville and back. Of course, the trees were gorgeous! The path is paved the whole way. Much of the trail is along the river.

Pine River Trail

Had an awesome day on the trail!

October, 2023 by christyfry14

My husband and rode from Lone Rock to Richland Center and back. The colors on the trees were beautiful! The trail was in good shape. It ranges from crushed limestone to paved. There is a small section that is a tiny bit rough, but we have fat tire bikes so it was no problem. It’s all pretty flat. We saw marshes, creeks, farmland, and wooded areas. There are several wooden bridges, all in great shape.

400 State Trail

Great Trail, consistent quality!

October, 2023 by kylepuntney

Great trail. I did the full 22mi and back. Started at the south end. Very easy to follow, very little interaction with traffic. A few bathroom breaks on the way. Almost perfectly flat from start to finish. (I was wishing for a hill or two at one point. Got a bit monotonous.) Clean, well maintained, no hazards. It’s NOT paved but felt paved most of the time. A couple of the bridges could use a bit of work, but I never felt unsafe on them. Very quiet! At times I felt like I was alone in the world! ¿¿¿¿¿

Military Ridge State Trail

Military ridge trail 9/8/23

September, 2023 by jglass52

The weather went from to hot to to cold. 68 degrees, cloudy, threatening rain. I rode a MB from Ridgeway to a little east of Blue Mounds around 10 miles then 10 miles back to Ridgeway. Would have gone further but the weather was questionable. The trail is a little up and down and found loose sand and gravel on the grades. Otherwise the trail was in great condition, downed trees were all cut back and moved off the trail. Lots of trail bridges in the Blue Mounds area. All of the towns had places for food and drinks. Barneveld had toilets and picnic tables for resting. I did find a picnic table 3 miles West of Barneveld, so I stopped and warmed up some soup.
I would like to return but start my ride at Verona and ride to Mt Horeb or Blue Mounds.
Wisconsin has fantastic trails and don't mind paying the $5 trail pass. I'm from Illinois

400 State Trail

Good Experience

September, 2023 by jmbahe

Trail is almost completely flat. Surface consists of compacted crushed stone and soil, and is in good shape with no ruts or holes. A few of the bridges are rough. Nice and quiet, not too crowded. Lots of convenience stores and bathrooms along the way.

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