Oskaloosa, IA Walking Trails and Maps

133 Reviews

Looking for the best Walking trails around Oskaloosa?

Find the top rated walking trails in Oskaloosa, whether you're looking for an easy short walking trail or a long walking trail, you'll find what you're looking for. Click on a walking trail below to find trail descriptions, trail maps, photos, and reviews.

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Activities
Length
Surfaces
Type
24 Results
Activities
Length
Surfaces
Type

Carlisle Nature Trail

3.17 mi
State: IA
Concrete

Cedar View Trail

4.5 mi
State: IA
Asphalt, Concrete, Gravel

Chichaqua Valley Trail

29.7 mi
State: IA
Asphalt

Fairfield Loop Trail

16 mi
State: IA
Concrete, Crushed Stone, Gravel

Gay Lea Wilson Trail

20.9 mi
State: IA
Asphalt, Concrete

Kewash Nature Trail

13.8 mi
State: IA
Asphalt, Crushed Stone

Mahaska Community Recreation Trail

12 mi
State: IA
Concrete, Gravel

Mark C. Ackelson Trail

6 mi
State: IA
Concrete

Ottumwa Trail System

10.2 mi
State: IA
Asphalt

Red Rock Prairie Trail

9.75 mi
State: IA
Asphalt

Summerset Trail

12 mi
State: IA
Asphalt

Volksweg Trail

12.5 mi
State: IA
Asphalt

Cinder Path

13.5 mi
State: IA
Cinder, Crushed Stone

Easter Lake Spine Trail

1 mi
State: IA
Concrete

Jerry Kelley Trail

2.7 mi
State: IA
Concrete

Newton Hike and Bike Trail

6 mi
State: IA
Concrete

Rock Creek Recreation Bike Trail

5.8 mi
State: IA
Asphalt

Competine Trail

0.9 mi
State: IA
Asphalt

East Hillcrest Trail

0.8 mi
State: IA
Concrete

McVay Trail

1.6 mi
State: IA
Asphalt, Concrete
Accordion

Chippewa Creek Trail

1.3 mi
State: IA
Asphalt, Concrete

Greenway Trail (Altoona)

1.1 mi
State: IA
Asphalt

Grinnell Trail

1.8 mi
State: IA
Asphalt

South Tama Recreation Trail

5.6 mi
State: IA
Crushed Stone, Dirt
Trail Image Trail Name States Length Surface Rating
Opened in 2016, the Carlisle Nature Trail is a beautiful way to experience the natural beauty of the small Iowa community of Carlisle, located about a dozen miles southeast of Des Moines. Running...
IA 3.17 mi Concrete
The Cedar View Trail provides a connection between the small cities of Fairfield and Libertyville in southeastern Iowa. A trailhead with parking and information on the trail greets users at the...
IA 4.5 mi Asphalt, Concrete, Gravel
Overview The paved Chichaqua Valley Trail crosses nearly 30 miles of central Iowa farmland between the northeastern Des Moines suburbs and the rural community of Baxter. The trail’s name,...
IA 29.7 mi Asphalt
The Fairfield Loop Trail forms a 16-mile ring around the town of Fairfield, mostly in the outlying areas of the countryside. The trail links two major preserves and connects city and county parks....
IA 16 mi Concrete, Crushed Stone, Gravel
Nestled in the suburbs of Des Moines and traveling through the towns of Ankeny, Berwick, Pleasant Hill, and Altoona, the Gay Lea Wilson Trail is named for a local advocate who first conceived of a...
IA 20.9 mi Asphalt, Concrete
The Kewash Nature Trail winds for nearly 14 miles between the towns of Keota and Washington. These endpoints were creatively combined to form the trail's name. The trail has a crushed limestone...
IA 13.8 mi Asphalt, Crushed Stone
The Mahaska Community Recreation Trail wraps around the southeast Iowan city, Oskaloosa, winding through neighborhoods, farmlands, community parks, and woodlands. Construction of the trail began in...
IA 12 mi Concrete, Gravel
It may be hard to believe now when you see children laughing on the playground and neighbors out on a morning jog but Easter Lake and the park that surrounds it sit on the site of a coal mine that...
IA 6 mi Concrete
The Ottumwa Trail System provides a scenic north-south route along the Des Moines River through the center of Ottumwa. Along the way, trail-goers can enjoy many of the city's natural treasures,...
IA 10.2 mi Asphalt
The Red Rock Prairie Trail is a developing rail-trail that will link three central Iowa towns, just outside of Des Moines: Mitchellville, Prairie City, and Monroe. The paved, multiuse trail runs 9.75...
IA 9.75 mi Asphalt
The Summerset Trail links the two central Iowa communities of Indianola and Carlisle, both of which have embraced the trail, including providing helpful signs at each end with clear directions for...
IA 12 mi Asphalt
Who says Iowa doesn’t have hills?! The winding route of the Volksweg Trail sticks mainly to the rolling hills and scenic viewpoints from Lake Red Rock all the way to the town of Pella. Dutch...
IA 12.5 mi Asphalt
The Cinder Path in southern Iowa is notable as the state’s first rail-to-trail conversion. Following a shady route past farms and wetlands along the Chariton River between Chariton and Humeston for...
IA 13.5 mi Cinder, Crushed Stone
A short, paved trail that connects neighborhoods and preserved open space to the Mark C. Ackelson Trail at Easter Lake Park, the Easter Lake Spine Trail is a useful asset to the community and forms a...
IA 1 mi Concrete
The Jerry Kelley Trail, named for the city of Indianola's former long-tenured mayor, provides a great community pathway that links residents to schools, local parks, and the city's pair of fantastic...
IA 2.7 mi Concrete
Located just over thirty miles east of Des Moines, the small city of Newton boasts a charming midwestern feel - and complementing the city's charm is the lovely Newton Hike and Bike Trail, which...
IA 6 mi Concrete
The Rock Creek Recreation Bike Trail is a paved multi-use trail that provides a connection between the small, charming college town of Grinnell and Rock Creek State Park, a popular destination for...
IA 5.8 mi Asphalt
The small city of Knoxville, about forty miles southeast of Des Moines, is chiefly known for the Knoxville Raceway and the National Sprint Car Hall of Fame and Museum, which draws racing enthusiasts...
IA 0.9 mi Asphalt
The East Hillcrest Trail is a short suburban trail located in the community of Indianola. Running along the avenue of the same name, the trail provides several important local connections, linking the...
IA 0.8 mi Concrete
The 1.6-mile McVay Trail in Indianola provides a paved route for cyclists, walkers and joggers between East 5th Street and Pickard Park. The trail follows the bed of the former Chicago, Burlington and...
IA 1.6 mi Asphalt, Concrete
Accordion
Eldon, Iowa is best known as the home of the American Gothic House, immortalized in Grant Wood's "American Gothic" painting, which now serves as a museum and cultural attraction that draws visitors...
IA 1.3 mi Asphalt, Concrete
For residents looking for a low-key space to get some exercise, the Greenway Trail provides a swathe of nature nestled between suburban subdivisions of Altoona. The trail runs the length of Greenway...
IA 1.1 mi Asphalt
The trail is made up of two as yet unconnected segments: the northern segment is about half a mile long, providing access to Grinnell Community Senior School, Lion's Park, and Iowa Valley Community...
IA 1.8 mi Asphalt
The South Tama Recreation Trail connects the adjacent towns of Tama and Toledo in Tama County, Iowa. The original section of the trail, a 1 mile stretch built on an abandoned railroad corridor, opened...
IA 5.6 mi Crushed Stone, Dirt

Recent Trail Reviews

Carlisle Nature Trail

the BIG Hill

October, 2024 by vcu6chqk7n

Great ride but what a big and long hill!

Easter Lake Spine Trail

Easter lake spine trail

October, 2024 by vcu6chqk7n

Nice easy flat ride with a lake on one side and housed on the other

Chichaqua Valley Trail

Great trail

October, 2024 by dpate

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

Accordion

Cedar View Trail

Cedar View Trail

September, 2024 by dpate

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

Fairfield Loop Trail

Fairfield Loop

September, 2024 by dpate

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

Kewash Nature Trail

Kewash Trail

September, 2024 by dpate

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

Ottumwa Trail System

Nice trail

August, 2024 by xgqrms2jbn

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

Mahaska Community Recreation Trail

Must see!

August, 2024 by xgqrms2jbn

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

Volksweg Trail

Very scenic

July, 2024 by xgqrms2jbn

I most recently rode the trail on the end of July 2024 from Howell Station Campground to the termination by Cordoba Park. It’s a wonderfully curvy and hilly trail. The hills are long and gentle and the views are great. It seems most of it was shaded. There were some cracks but most of it was smooth and any cracks were manageable. Going the other direction from my start would take you into Pella which is mostly uphill and not a lot of shade. I would highly recommend this trail my favorite being the part I ride along Lake Red Rock. traveling cyclist Facebook

Summerset Trail

Great trail

July, 2024 by tannermumm

I stumbled upon this trail exploring the Summerset State park and it was a very pleasant surprise all the way through! Wonderfully paved with blacktop (with only a couple clearly marked bumps here and there) it passes sweeping countryside vistas of farmland/crop land as well as long stretches of tree tunnels and woods. My favorite part was passing over the charming wooden trestle bridges going over the rushing streams and babbling brooks. My only regret was that I didn’t do more of the trail, I’ll definitely check this out again when I’m passing through the area.

McVay Trail

Short trail

July, 2024 by xgqrms2jbn

I rode this short trail that is at the end of the Somerset Trail in 2024. It’s a nice little trail. Traveling Cyclist Facebook

Summerset Trail

Great Trail

July, 2024 by xgqrms2jbn

I rode this trail in June from Carlisle to Indianola and back and again in July in the reverse and back both done in 2024. I love this trail! Very scenic and well maintained. You can tell it’s an older trail but still a very good surface and enjoyable. When in the area I recommend riding this trail. Traveling Cyclist Facebook

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