Explore the best rated trails in Oskaloosa, IA. Whether you're looking for an easy walking trail or a bike trail like the John King Trail and East Hillcrest Trail. With more than 25 trails covering 186 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 live just a couple of blocks from the Lamson Woods entrance and travel this trail ALL the time - biking and walking. The views and wildlife will feed your nature-loving soul. A section winds through the edge of the city, but very biker friendly. You can take sweet side rides through Chautauqua, Waterworks, and Jefferson County Park, as well as the Cedar View section. It includes both open and tree-lined portions and a few manageable hills. The trail is well-kept in all kinds of weather and shows off all four Iowa seasons. You can park and hop on this trail at more than a dozen spots. Do it!at
This trail is so beautiful, changes seasonally, has so many different kinds of nature scenes ranging from pine forest to meadow to wild flower marshes. It is a dream for me to ride my bike on. I have spent many hours of this diversified nature trail. Thank you Fairfield!
Stopped here on my way across country on I 80. Worth the diversion, good surface and shade. Harvest time in Iowa so plenty to see. Good camping close by in Hills Iowa.
Awesome trail Uphill ride into Pella Don’t forget to stop at the Peanut Pub across from a great bike shop for a craft beer. Perfect experience
Can ride through county park which gives you 6.8 miles in total. Can’t wait for a trail extension but overall great addition for Knoxville
We have always enjoyed this bike trail. The views are great. We start in Carlisle and ride to Indianola and back.
However the trail seems to need some work to get it back in shape.
There are lots of areas that are rough. I hope it gets some attention soon. We would love to go back and try it again.
Wish they would resurface cuz two thirds of the trail is extremely rough and takes away from the enjoyment. Has the potential to be outstanding.
Have ridden this many times. Went yesterday & they have paved a portion of it on way to West Chester.
Trail is straight little to no grade. We always see deer, chipmunks, birds & snakes.
Unpaved ,portion is pretty much dirt packed with little to no pea rock. Rutted in spots bc of rains.
Overall a decent trail. Hope to see more improvements!
This trail doesn't show up on Garmin devices or Google Maps. I did a ride through Carlisle a week ago, and would have loved to get through town via a scenic meadow trail rather than fighting traffic on hwy 5. Somebody get this trail onto GPS service providers' maps! I look forward to using the trail next time!
Started at the hospital and went east. after navigating through the steep gravel and getting on a paved road, the signage stopped. we floundered about riding through nice neighborhoods looking for signs and getting frustrated. we finally found a signed intersection and using map reading skills managed to pick up the trail in a different neighborhood. Turns out that the TH at Lamson Woods State Preserve was being rebuilt and the big equipment blocked or removed the TH signs so we missed that turnoff completely. the trail is alot of fun (loop trails always are), over hill over dale through wetlands, neighborhoods, across rail lines w/ trains on them and then through the industrial section of Fairfield past the Walmart. At about this time and through Witham Woods, there was no-one else on the trail. Thick gravel and hills along Hiway 34 back to the start point.
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