Looking for the best trails around Oskaloosa?

Explore the best rated trails in Oskaloosa, IA, whether you're looking for an easy walking trail or a bike trail like the South Tama Recreation Trail and Red Rock Prairie Trail . With more than 25 trails covering 193 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

Ottumwa Trail System

Lived in this town most of my life so I've walked these trails many times during spring and summer and always loved it.

January, 2024 by chriskumm29

Lived in this town most of my life so I've walked these trails many times during spring and summer and always loved it.

Red Rock Prairie Trail

I had to drive around to find the parking for this trail. It's at the water tower...corner of Monroe and York. There is a Porta potty at the beginning of the trail. I don't see any shade but it's only in the 70s so going to give it a try.

September, 2023 by dansarani

I had to drive around to find the parking for this trail. It's at the water tower...corner of Monroe and York. There is a Porta potty at the beginning of the trail. I don't see any shade but it's only in the 70s so going to give it a try.

Volksweg Trail

Absolutely beautiful trail!

September, 2023 by niffenegger6

We entered from the west end, not far from the Cordoba Tower. We rode with our granddaughter on a tag along. We only went about 6 miles and turned around as that is good for a four year-old. The trails were smooth with gentle hills and great views of the lake. The tower is a fun added bonus. We will return later in the fall.

Accordion

Newton Hike and Bike Trail

Short n Steep

June, 2023 by 5qrh2v2rkp

Hilly little trail with some nice views. Goes by arboretum.

Fairfield Loop Trail

Hop on this terrific trail…

May, 2023 by gpgqtw8pzh

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

Fairfield Loop Trail

This trail is so diversified and beautiful.

May, 2023 by etmuehlman

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!

Mahaska Community Recreation Trail

Great Trail

January, 2023 by mrchief09

I'm local to the area and ride this trail frequently. The trail is primarily paved concrete. There are sections of the designated trail which are also City streets; however, signs have been added to the route in the past couple of years to identify the trail.

The trail is relatively flat, with some areas of elevation, but not overly challenging for most regular riders. The trail is also designated as a recreation trail. Trail users include walkers, runners, bikers, electric scooters, and golf carts (limited to 20 mph or less). Motorized vehicles are prohibited on the trail; however, I have witnessed instances of individuals using them on the recreation trail.

Overall, this is a great trail and it's well maintained for the most part. I did have one instance of a collision with a golf cart on the trail. The collision occurred on a somewhat blind corner and resulted in my front tire rim becoming bent. The golf cart was driven by a young teenager. Unfortunately, city ordinances do not prohibit golf carts on the trail and do not put any restrictions on the age for golf cart users. Exercise caution when it comes to golf cart users on the trail.

Kewash Nature Trail

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.

November, 2022 by jmebane7

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.

Volksweg Trail

craft beer

October, 2022 by chad_irving

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

Competine Trail

Knoxville trail

October, 2022 by chad_irving

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

Summerset Trail

bike trail

September, 2022 by rmotta

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.

Volksweg Trail

Rough trail

August, 2022 by kathevr

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.

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