Looking for the best trails around Boscobel?

Explore the best rated trails in Boscobel, WI, whether you're looking for an easy walking trail or a bike trail like the Elroy-Sparta State Trail and Military Ridge State Trail . With more than 27 trails covering 257 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

Great Sauk State Trail

Smooth

March, 2025 by zqbh6swvsm

Super nice trail! I think I counted 2 cracks. Well marked. Feel free to ride your road bike. Parked on the north end. There are about five parking spots there. Only downside is that it’s quite open which can expose you to wind

Great Sauk State Trail

March 18, 2025 Ride

March, 2025 by djones223

Almost spring, mild 60 deg. F sunny day, good day for a bike ride. I started at Bill Fuchs Park, plenty of parking, and rode 12.5 miles to the end of the Great Sauk State Trail via the riverfront for the first third of the trail and then joined up with the Great Sauk trail for the last two thirds of the ride out. The trail is paved and very smooth, with hardly any expansion joints or cracks.
The first part of my ride was a mix of great views of the Wisconsin River and river bottom woods. The trail wound through farm fields and grasslands after leaving the river onto the plains.

Great Sauk State Trail

I have ridden this trail a couple of times and have enjoyed the trail quality and the river and prairie scenery. The only complaint I have is that the trail ends before getting into Devils Lake State Park which could make the trail spectacular.

October, 2024 by mankato

I have ridden this trail a couple of times and have enjoyed the trail quality and the river and prairie scenery. The only complaint I have is that the trail ends before getting into Devils Lake State Park which could make the trail spectacular.

Accordion

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.

Elroy-Sparta State Trail

Sparta to Elroy

September, 2024 by ellaqk_tl

For years, we talked about riding the Elroy to Sparta trail and this summer we finally did it. We were to ride 1/2 of the trail from Sparta towards Elroy and then were going to ride the other 1/2 of the trail from Elroy towards Sparta the following day. However, one of the friends we were going to ride with became ill and my husband and I decided we would go ahead and get part of the ride in. Part way through my husband decided we would ride the whole trail in one day. We entered the first tunnel which required us to walk our bikes, wear our raincoats and use a light. It was very cool. The floor of the tunnel was wet and slippery and before even entering the tunnel I found myself with soaking wet shoes but they dried fast. We stopped just a little further east of the tunnel to use restroom facilities which were clean. On we went into Wilton, which I have to say we were rather unimpressed with. The toilet facility was sorely lacking in cleanliness and we found a picnic table that was none too clean either. We continued on to Elroy and surprisingly I was able to find an Uber ride back to Sparta to pick up our truck with no time to spare as a terrible storm rolled through. Fortunately for my husband, who was waiting for me, was able to find shelter in Elroy at their welcome center. We had brought along with us shower essentials and clean clothes and were able to shower in Elroy. It is free but they do suggest a donation which we were more than happy to do. Some of the highlights were the three tunnels and the remaining overhead structure that had wires that would hang from it to alert those on the top of the train (Hobos and brakeman) the tunnel was ahead. Also, we had a large buck come up onto the trail who did not know we were there. He stood there in all his beauty until he caught sight of us and quickly disappeared into the brush. Overall, I would highly recommend this trail ride. We may do it again.

Great Sauk State Trail

awesome relaxing ride

September, 2024 by 49zhs7nbgx

It’s a well maintained, paved trail with markers and sculptures along the way. The scenery is beautiful!!

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

Bee Branch Trail

Nice little trail

August, 2024 by dpate

I happened upon this trail as I was riding the Heritage Trail that it connects to. Very enjoyable and beautiful trail. Great spot for the locals. 5 stars from me.. Traveling Cyclist Facebook

Paint Creek Trail (IA)

Nice wooded trail

August, 2024 by xgqrms2jbn

The Paint Creek trail is short but very enjoyable. At some point a tracked vehicle was on the trail when it was soft and left some track stutter bumps that reduced my enjoyment. There was a short repaired section that had large loose rocks. I started on the west side but I could not completely finish the trail because it was flooded toward the east end. I give it 4 stars only for the manmade stutter bumps.
Traveling cyclist
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