Find the top rated hiking trails in Oskaloosa, whether you're looking for an easy short hiking trail or a long hiking trail, you'll find what you're looking for. Click on a hiking trail below to find trail descriptions, trail maps, photos, and reviews.
Very nice trail but numerous sections closed for renovations. Good it's being maintained. Work in progress as of 6/30/2025.
Sections of the trail are being closed for resurfacing. They replaced the blacktop to Ivan's campground with cement which is a massive improvement. Glad to see this beautiful trail being maintained.
We rode the full trail from Washington to Keota, Over all a great afternoon ride. A couple of gophers holes to dodge, but the trail is in pretty good shape.
Nice easy flat ride with a lake on one side and housed on the other
I rode the Chichaqua Trail in early October 2024. From the southwest end to 88th street east of Bondurant is smooth cement. There is parking and a restroom at 88th st where it changed to asphalt with a few minor issues. The worst part was between Ira and Baxter. Just watch for cracks. Some bad spots are paint marked. Overall a great long trail away from noise and traffic that I would highly recommend riding. I give it 5 stars! Traveling cyclist Facebook
I found this trail while riding the Fairfield loop that it intersects with on the south side. It’s a nice well packed crushed stone trail with a couple nice bridges and a pit toilet along with benches. I only road the off road part of the trail as I turned around when it changed to gravel roads. I rate this trail 5 stars. Traveling cyclist Facebook
I rode this trail in late Sept 2024. I started at 9th street and Gear Ave and attempted to ride clockwise but the trail was closed near Chautauqua Park and I got lost on the detour so I rode through town back to where I started and rode counterclockwise. I was going to ride around to the closing on the other side but I got side tracked by the Cedar View Trail which was also great. The Loop is a treasure for the people that live in the area. Much of the in town parts are paved and the rest is smooth crushed rock. I give this trail 5 stars! Traveling cyclist Facebook In
I rode the Kewash in late Sept 2024. It’s paved from Washington up to the bridge at Crooked Creek where it changes to good crushed stone. There were a very few holes that some animals have dug here and there but overall the crushed stone is in solid great condition with no loose gravel. There is a lot of straight open riding with no shade. It’s a very serene ride with no interaction with the death machines. I rate this 5 stars for sure. Traveling cyclist Facebook
I thoroughly enjoyed riding this trail in early August 2024. I rode every direction and back more than once. I really liked the old bridge with the eagle blind. If I lived here I would ride this everyday. Five stars!
Traveling cyclist
Facebook
I rode this trail the first of August 2024. This is the epitome of a great trail. I would recommend riding this world class trail. The trail is broken but the road sections are well marked and easy to navigate. A lot of shade as it winds through woods and gentle hills. I would give it more than five stars if I could!
Traveling cyclist
Facebook
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