Explore the best rated trails in Diagonal, IA, whether you're looking for an easy walking trail or a bike trail like the Great Western Trail (IA) and Cinder Path . With more than 12 trails covering 116 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.
I rode the trail several times in May June and early July 2025. It has been poorly maintained compared to other trails in Central Iowa and as a result it has a lot of rough spots with big cracks and holes. It’s a beautiful view along the way but the lack of maintenance and the data center s are a big detraction
This is a high-quality, wide trail, mostly winding through trees, and an open area at the top of the hill past the cemetery. Hills are fairly steep. There are no lights on the trail, so at night most of it is quite dark. I went for it anyway, and it's nearly pitch black in places, but because the path is so well done, I still had no problems tripping on holes or branches. (A little nerve-wracking, but no physical troubles.)
Super windy this week. Tree down covering trail at Malvern so we went the other direction. Lots of twigs and branches down that way too. Ride with caution.
The Cinder Path is one of Iowa’s hidden gems. I’ve ridden trails all over the state and Midwest, and this is still one of my favorites. It’s in great shape—smooth, fast, and well-maintained, with solid bridges and beautiful scenery. The covered bridge is a standout feature, and the rustic, unpaved surface adds to its charm. It’s quiet, remote, and feels like a true escape into nature. The communities of Chariton, Derby, and Humeston are lucky to have it.
This is not a MTB trail but also isn't a paved bike trail. I've ridden it after heavy rain and it was fine, road it last week in some light rain and it was in great shape. Grass section near Humeston was in good shape and not overgrown.
The trail is in the best shape I've ever seen it and I would recommend this to anyone.
I said I rode in 2025 but I see no way to edit. I rode Sept 2024. Traveling cyclist Facebook
I rode this trail in mid September 2025. I started at the north end not knowing there is a rail closure at Count Line Road and Hwy 28. It continues to a mile and a half north of the Chicken Restaurant. The trail was open the rest of the way to Martinsdale. The older asphalt sections have plenty of cracks and is rough. The cement sections are heaven. I think eventually it will all be cement. Wonderful mostly shaded ride through the country. I give it five stars even with the rough sections. It’s another great long trail away from the death machines.
We were hoping to ride this entire trail this morning but were unsuccessful. We started south out of Cumming and it was SO bumpy that we turned around after about three miles. Riding north of Cumming we encountered the same bumpy patched up trail until we encountered a trail closed sign. I couldn’t really enjoy the scenery as I had to keep a close eye on the trail. The trail at the street crossings was concrete for a few yards on either side which was wonderful. We left the trail after only riding nine miles. We were disappointed in the condition of the Great Western trail and won’t ride it again unless it gets a major facelift.
I rode from Martensdale to north of Cummings about 12 miles July 2024. The path is patched up and there are some rough cracks still but if you watch it you would be fine. There are some sections that have been replaced with cement which are heavenly. There is also some newer asphalt. I would recommend riding this trail if you are in the area, it's very scenic. I saw deer, squirrels, rabbits, raccoons, chipmunks, various birds, and even a cat. I rode a road bike with 700X45 tires.
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Shenandoah to Malvern. We rode in significant wind (35 mph gusts). We could feel it in the openings and braced for it, but protected by the trees otherwise. Lots of twigs down and one tree down. Had to be mindful of what you were riding over. Surface otherwise was really nice. We were the only riders on the trail in April.
Camped in our motorhome at Boehner Park, campground in Malvern. Only 100 yards from the campground to the trail. Day number one we rode north from Malverne to Silver city. 16 miles round-trip. Day number two, we rode Malverne to Shenandoah. 48 miles round-trip. Majority of the sections we rode were tree covered. Great for the shade, but the trail was soft and rotted, as it had rained two days earlier.
Mostly asphalt that could use some work. Looks like they will be resurfacing the section south of Cumming fall of 2023. The Chicken and the Iowa Distillery are definitely worth the ride.
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