Looking for the best trails around Fennimore?

Explore the best rated trails in Fennimore, WI, whether you're looking for an easy walking trail or a bike trail like the Heritage Trail (IA) and Forest Hills Trail . With more than 25 trails covering 208 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

Old Highway 131 Trail

do not miss this trail!

October, 2025 by goodwing

Well maintained and beautiful scenery. A few upgrades in elevation but not bad at all. Road is smooth for the most part.

400 State Trail

Trail is great, the bridges, not so much.

September, 2025 by martinaxe

This is a really nice gravel trail that is basically flat for its entire length. It offers a really nice ride that can be enjoyed by riders of all skill levels.

On this is a trail, you'll have a chance to pass through a few towns and cross quite a few bridges, most of which will rattle your teeth due to their rugged surfaces. You can expect there to be a mix of trees and scrub along a lot of the trail with open areas reveal whole lot of Wisconsin farmland. The trail has several access points along its route, so you can pick a distance that works for you.

One of the nicer things experienced along the trail was a little cooler with ice water for you to enjoy as you leave the town of Reedsburg. It's just an example of cool people doing cool things.

I actually rode beyond the Elroy on up to Sparta, which I highly recommend if you're looking for a longer ride. I spent the night in a hotel then made it a round trip the next morning.

Other than that, this was a really nice ride.

400 State Trail

LaValle to Elroy bridges in harsh shape

September, 2025 by julieganser

We rode this stretch out and back on September 15, 2025. The trail is flat and in good shape except for the numerous bridges (10 or 12) which are in pretty bad shape. It’s obvious that a few repairs were recently attempted, but those amount to replacement of a few boards in each bridge. Some bridges are very long and all are super bumpy. If you have an older bike I’d suggest walking it across the longer bridges. Otherwise the scenery is nice and there’s great rest areas with flush toilets in LaValle, Wonewoc and Elroy.

Accordion

400 State Trail

Trail is flat, mostly shaded, and well maintained. Bridge crossings often rough/bumpy due to repairs to damage from snowmobiles. (Thus 4 stars not 5)Legion Park in Wonewock is a great place to camp plus it is an interesting historic town.

August, 2025 by skiyaker

Trail is flat, mostly shaded, and well maintained. Bridge crossings often rough/bumpy due to repairs to damage from snowmobiles. (Thus 4 stars not 5)Legion Park in Wonewock is a great place to camp plus it is an interesting historic town.

400 State Trail

Great trail!

June, 2025 by christyfry14

Rode the trail the last couple days, loved it. It’s in great shape and is pretty flat. Happened to be there when the Wheelmen were riding with the high wheels!

Old Highway 131 Trail

Pretty ride

June, 2025 by syq888wxgy

Quick ride and beautiful views.

Heritage Trail (IA)

Best trail I’ve seen this year

October, 2024 by brownlincolnt

Absolutely gorgeous ride with the trail in perfect condition. Unlike other trails, this one is serviced often with repairs being done with crushed gravel instead of sand. They have put multiple new bathroom facilities throughout the trail as well.

400 State Trail

We will return to the 400

September, 2024 by ellaqk_tl

We had ridden into Elroy from Sparta and realized the 400 trail left from there. We went back to Elroy two days later and rode 11 miles out on the 400. We went through Union and through Wonewoc. We were so impressed with the little town of Wonewoc and the super clean facility they had along the trail, that included a picnic shelter and water fountain along with bike repair stands. The ride itself was very nice. The trail was well cared for and there were many bridges that overlooked very pretty areas. We passed several large rock formations that were impressive. We hope to return to the area so we can ride the entire trail.

400 State Trail

We will return to the 400

September, 2024 by ellaqk_tl

We had ridden into Elroy from Sparta and realized the 400 trail left from there. We went back to Elroy two days later and rode 11 miles out on the 400. We went through Union and through Wonewoc. We were so impressed with the little town of Wonewoc and the super clean facility they had along the trail, that included a picnic shelter and water fountain along with bike repair stands. The ride itself was very nice. The trail was well cared for and there were many bridges that overlooked very pretty areas. We passed several large rock formations that were impressive. We hope to return to the area so we can ride the entire trail.

Galena River Trail

Super Trail!

September, 2024 by dpate

The Galena River Trail is well packed crushed stone suited for road bike tires. It meanders through the woods along the river and to the Mississippi River. There is a section that shares the road with death machines that are supposed to yield. This section has larger looser rock. Overall I rate this trail 5 stars and I recommend checking it out. Traveling cyclist Facebook

Northwest Arterial Trail

Decent trail

September, 2024 by dpate

I rode the Northwest Arterial Trail on a chilly day in early September. It’s a nice paved trail that runs beside the NW Arterial Road so it’s a bit noisy and there are a few death machine crossings. It’s nice that it connects to the Heritage Trail in the north. I also found some Iowa hills! I give this one four stars for highway noise. Traveling cyclist Facebook

Heritage Trail (IA)

Fabulous trail

August, 2024 by dpate

I rode this trail over three days on ten mile out and back trips in perfect weather starting in Dubuque to Durango, then next day to Epworth, then on to Dyersville. I normally try to ride paved trails but this one was a pleasant surprise. The crushed stone is like cement and I could ride 18 MPH easily with no issue. It was very scenic and mostly shaded with no big hills. Even the recent rain on day two did not seem to affect it. I rate this one high! This is the epitome of a great gravel trail. 5 stars. Traveling cyclist Facebook

Find Nearby City trails

Register for free!

Register for free with TrailLink today!

We're a non-profit all about helping you enjoy the outdoors
  • View over 40,000 miles of trail maps
  • Share your trail photos
  • Save your own favorite trails
  • Learn about new trails near you
  • Leave reviews for trails
  • Add new and edit existing trails

Get the Free TrailLink App

The trail is always better with TrailLink

Scan the QR code to get TrailLink on your phone

Explore by City

Explore by City

Explore by Activity

Explore by Activity

Log in to your account to:

  • View trail paths on the map
  • Save trails to your account
  • Add trails, edit descriptions
  • Share photos
  • Add reviews

Log in with Google

Log in with Apple

OR

Register for free!

Join TrailLink (a non-profit) to view more than 40,000 miles of trail maps and more!

Register with Google

Register with Apple

OR

Your account has been deleted.