Looking for the best trails around Sheffield?

Explore the best rated trails in Sheffield, IA, whether you're looking for an easy walking trail or a bike trail like the Denver-Jefferson Trail and Readlyn Grump Trail . With more than 47 trails covering 4007 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 American Rail-Trail

Warden to Lind

April, 2025 by howmarplus3

Ok section, kind of dull. Agriculture & cows. Found a bit of shade by a grain elevator for lunch. Several washouts filled with tumbleweeds as you get closer to Lind.

Great American Rail-Trail

such a beautiful trail!

October, 2024 by sherryschie

We started in Akron and rode about 18 miles north. Loved it!!!

Three Rivers Trail

Damaged trail

October, 2024 by d_ochsner

Flood waters earlier this year have damaged a section of trail between Rolfe and Bradgate. East of Melson Park / Pilot Creek Road the trail was some large areas of trail that have been washed out. The trail is virtually unrideable. The bridge over the Des Moines River just west of Bradgate has been cleared and is open. But my estimate is there are several hundred years of trail that have been washed out. I’d suggest either of the short road options between Melson Park & Bradgate

Accordion

Cedar Valley Lakes Trail

Trail closed

September, 2024 by dpate

I wanted to ride the Cedar Valley Lakes Trail while I was in the area. I started from Deerwood Road near Deerwood Park. I rode about 4 miles until 11th street where the trail was closed. I crossed the river north of there and rode a trail on the other side of the river which was also closed at 11th street. Doing research I am not sure if it is all closed or not. I will return in the future and hope this will be open. Traveling cyclist Facebook

Waverly Rail Trail

Nice trail

August, 2024 by dpate

I rode this trail in mid May 2024. There was a bridge being replaced without a detour around. I would guess about five miles out of Waverly. I then went to Denver and rode the other way to the closure. It’s a good trail that could by now be complete again so I plan to return soon. 5 stars Traveling cyclist Facebook

NIACC Trail

Short and sweet

August, 2024 by dpate

This is a great short trail. It takes you from the east side of Mason City to NIACC. It’s a scenic trail at some points. Traveling cyclist Facebook

Winnebago Trail

Great trail

August, 2024 by dpate

It’s not a super long trail but scenic and it connects some of the local recreation spots. It connects to the Line Creek trail in the north. I live here and I ride it often. 5 stars from me on this one. Traveling cyclist Facebook

Trolley Trail (Clear Lake/Mason City)

Great commuter trail

August, 2024 by dpate

I have ridden this trail since its creation in I believe 89 or 90. For many years I rode it from Mason City to Clear Lake for work and back. Now that I am retired I still ride this trail regularly. I wish there was more of a buffer between the trail and the highway. 4 stars only for highway noise. Traveling cyclist Facebook

Charley Western Recreational Trailway

Great trail!

August, 2024 by dpate

I have ridden this trail twice. If I lived in Charles City I would ride it everyday. It is a great trail that I recommend highly. Traveling cyclist Facebook

Harry Cook Nature Trail

Nice short trail

August, 2024 by dpate

This is a good trail but pretty short. 5 stars.. Traveling cyclist Facebook

Prairie Land Trail

Nice peaceful trail

August, 2024 by dpate

I live near here so I have ridden this trail numerous times. It’s a good gravel trail that is road bikeable. I road it with 700X38 at 17/18 MPH without issue. It’s a good trail that should be extending southwest in the future. I give it 4 stars only for not much shade and no porta potties. Traveling cyclist Facebook

Rolling Prairie Trail

best and worst trail

August, 2024 by kg4duke_tl

Road 38.5 miles on the Rolling Prairie trail. Started in Hampton and road to Shell Rock. Trail is divided into three sections that can be connected by using paved and gravel roads. Would not recommend riding from Hampton to Dumont. Someone thought it a good idea to use large gravel for several long sections of the trail. I have a gravel bike and it was a challenge. Trail is poorly marked and closed in one section and I had to find a work around on gravel roads. Worst section of a bike trail I’ve ever ridden in Iowa and I’ve ridden 34 so far. The good news is from Allison to Shell Rock is paved and well marked.

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