Oskaloosa Trails and Maps

59 Reviews

Looking for the best trails around Oskaloosa?

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

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  • Length
Activities
Length
Surfaces
Type
11 Results
Activities
Length
Surfaces
Type

Cedar View Trail

4.5 mi
State: IA
Asphalt, Concrete, Gravel

Chichaqua Valley Trail

27 mi
State: IA
Asphalt

Cinder Path

13.5 mi
State: IA
Cinder, Crushed Stone

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

McVay Trail

1.6 mi
State: IA
Asphalt, Concrete

Ottumwa Trail System

10.2 mi
State: IA
Asphalt

South Tama Recreation Trail

5.6 mi
State: IA
Crushed Stone, Dirt

Summerset Trail

12 mi
State: IA
Asphalt

Volksweg Trail

12.5 mi
State: IA
Asphalt
Trail Image Trail Name States Length Surface Rating
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
The paved Chichaqua Valley Trail crosses 27 miles of central Iowa farmland between the northeastern Des Moines suburbs and the rural community of Baxter. The trail’s name, pronounced chee-chak-wah, is...
IA 27 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
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 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
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 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
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

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Trails by activity

Gay Lea Wilson Trail

IA - 20.9 miles

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...

Chichaqua Valley Trail

IA - 27 miles

The paved Chichaqua Valley Trail crosses 27 miles of central Iowa farmland between the northeastern Des Moines suburbs and the rural community of Baxter. The trail’s name, pronounced chee-chak-wah, is...

Summerset Trail

IA - 12 miles

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...

Cinder Path

IA - 13.5 miles

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...

Accordion

Ottumwa Trail System

IA - 10.2 miles

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,...

Fairfield Loop Trail

IA - 16 miles

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....

Kewash Nature Trail

IA - 13.8 miles

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...

McVay Trail

IA - 1.6 miles

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...

Cedar View Trail

IA - 4.5 miles

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...

Volksweg Trail

IA - 12.5 miles

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...

South Tama Recreation Trail

IA - 5.6 miles

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...

McVay Trail

IA - 1.6 miles

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...

Gay Lea Wilson Trail

IA - 20.9 miles

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...

South Tama Recreation Trail

IA - 5.6 miles

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...

Chichaqua Valley Trail

IA - 27 miles

The paved Chichaqua Valley Trail crosses 27 miles of central Iowa farmland between the northeastern Des Moines suburbs and the rural community of Baxter. The trail’s name, pronounced chee-chak-wah, is...

Accordion

Fairfield Loop Trail

IA - 16 miles

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....

Cinder Path

IA - 13.5 miles

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...

Cedar View Trail

IA - 4.5 miles

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...

Volksweg Trail

IA - 12.5 miles

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...

Ottumwa Trail System

IA - 10.2 miles

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,...

Summerset Trail

IA - 12 miles

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...

Kewash Nature Trail

IA - 13.8 miles

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...

Chichaqua Valley Trail

IA - 27 miles

The paved Chichaqua Valley Trail crosses 27 miles of central Iowa farmland between the northeastern Des Moines suburbs and the rural community of Baxter. The trail’s name, pronounced chee-chak-wah, is...

Fairfield Loop Trail

IA - 16 miles

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....

Cedar View Trail

IA - 4.5 miles

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...

Cinder Path

IA - 13.5 miles

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...

Accordion

Summerset Trail

IA - 12 miles

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...

Gay Lea Wilson Trail

IA - 20.9 miles

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...

McVay Trail

IA - 1.6 miles

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...

Volksweg Trail

IA - 12.5 miles

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...

Kewash Nature Trail

IA - 13.8 miles

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...

Ottumwa Trail System

IA - 10.2 miles

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,...

South Tama Recreation Trail

IA - 5.6 miles

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...

Recent Trail Reviews

Volksweg Trail

Very Scenic

September, 2017 by marshall04_tl

This trail does have some hills but nothing too hard. The north part was tree lined, there were bridges and several views of the lake. You do ride next to a highway in some portions but you are still on the paved trail so no traffic. The south end is blocked due to building of the Hydro plant. I just loaded up my bike after I was done with the north and unloaded and went around the south end and up to Pella. The south end is very pretty but the ride to Pella was not very scenic after you left the lake. All in all a great trail that will be better when they get the construction done. Will definitely do this again this fall.

Chichaqua Valley Trail

Rather rustic

September, 2017 by sirscroddy

Lots of bridges over creeks and drainage ditches, but the views aren't terribly scenic, and the bridges feel pretty rickety. Occasional signs of farm life are a nice sight. The riding surface is above average, with some cracking in spots. Also, watch out for big tree nuts on the trail.

Chichaqua Valley Trail

Great Trail

July, 2017 by gdenehy

Just finished riding the Chichaqua Valley Trail. Even though the temperature today was 100 degrees, I really enjoyed the trail. The trail surface is paved and easy to ride on. I found no bad areas of the trail and the tree coverage of the majority of the trail length makes for comfortable riding. Several nice small bars to stop at to refresh in the pass through towns. I was pleased to hear that the trail will be the location of the Pedalers Jamboree Iowa music festival on August 26 and 27. Should be a great time! I will be back.

Accordion

Chichaqua Valley Trail

Great resurface!! Great ride!!

June, 2017 by gallest

We had a great ride from Berwick to Baxter. We were pleasantly surprised to find the awful coated surface east of Mingo had been replaced with a new layer of asphalt!! This was done after we rode the trail last July (2016). It just made the whole ride so enjoyable and we have now added this to our "favorite --gotta do" list when we are in the Des Moines area. The improvements are greatly appreciated!!

Cinder Path

Soft surface

February, 2017 by toaster.42

I am a regular bike rider and usually ride for at least 30 miles round trip on any given day, but after 15 miles round trip on this Trail I was ready to call it a day. Trail is too soft even for mountain bikes as I was sinking into dirt. I would suggest to walk only on this trail.

Chichaqua Valley Trail

Jasper County Section Receives New Blacktop

December, 2016 by tdnoe

The 3.7 mile section of the trail that was pulverized and seal coated in 2013 received a new asphalt surface in October of 2016.

Cinder Path

Elvis would return to cinder

September, 2016 by titanic1

Starts out grassy at the south end, then at Derby things get better. Some Amish kids were heading south on horse and buggy so I let them pass, then continued north. Wish we would have met at the covered bridge, but they don't approve of photos.

Chichaqua Valley Trail

One of our favorites!

August, 2016 by tgain

We loved this trail. Like others said, there is a part east of Mingo that is in poorer condition, however, we parked at the trailhead in Bondurant which is phenomenal. Rode to Mingo and back giving us 30 miles. Had lunch in Bondurant at Founders Irish Pub which was great with outdoor seating. After lunch we rode west for 6 miles, it then connects to two other trails. It is in excellent condition. Much of it is concrete. Back in Bondurant is a new Brewery named Reclaimed Rails with a great selection of craft beers for after a long ride. Highly recommended!

Chichaqua Valley Trail

Sad to see the trail in such horrible condition

August, 2016 by charlesdavis2003

About 3 years ago my wife and I used to ride this trail a lot. It scenery is gorgeous and the trail WAS smooth. Yes, it is a little dangerous in spots. If you zone out and your wheel were to go off the trail, in spots, you would plummet 20 – 30 onto rocks and or Over rocks. (Stay aware and have all your life and health insurance paid on time.)

However, last nite I rode the trail from Bondurant to Baxter. After passing thru Mingo the trail became awful. The surface looks and feels like they poured oiled on it, and then sharp shards of crushed white rock. It is wavy, bumpy and absolutely horrible on your tires and wheels. If someone were to lay their bike down, the road rash would look like someone took hundreds of shards of glass and ran them over your body.

This goes on for about 4 – 5 miles until you pass IRA.

What is sad is that the bartender in Baxter claims that Jasper County was granted funds to fix it and this is what they did. Now they claimed they were going to resurface it this spring. But, didn’t.

Between Bondurant and Mingo I came upon many people riding bikes. From Mingo to Baxter, about 10 miles, I did not come upon any people riding bikes.

Chichaqua Valley Trail

Nice long ride for rookie riders

August, 2016 by kcwyks

We are rookies in our 60's, trying to increase our mileage. We started our morning parked at the Bondurant depot, hoping to get all the way to Baxter. Morning temp was about 66 with slight breeze blowing. A few miles east of Bondurant, we began the long winding gentle slope down to the Skunk river- all great pavement, and mostly in shade. After the Skunk river, pavement quality deteriorates a little and eventually becomes packed gravel, but still OK for my road bike. A slight incline toward Valeria (past which there is a beautiful grove of big cottonwood trees right next to the trail). Then down somewhat to Mingo where there is a nice pavilion and bathroom right by the trail. More open and some poorer quality surface as you get further east, but there are nice views of Iowa farmland. The long gentle grade up to Baxter has better pavement and more shade. Trail ends at the caboose in Baxter. Temp was 87 when we arrived in Baxter, we had quite an appetite so we went to the Blue Ribbon café, on the highway at south end of town (actually just up the hill on the highway from the trail). Café is open 7 days, you might check on their hours before going there. We took a brief rest, then headed back. Return trip that afternoon was in slightly warmer conditions but we had plenty of water and snacks. The grade coming back into Bondurant is easier than we thought it would be. Trail is well maintained, and well used. We saw all kinds of bikes on the trail- kids, fat tires, and speedsters with their Tour de France lightweights. Had a great time on the trail; we made the 46 mile round trip in 6.5 hours including all stops. Keep in mind there are no services on the trail between Bondurant and Baxter.

Kewash Nature Trail

Kewash Trail

July, 2016 by sundog70

Nice gravel and dirt trail, flat grade. First half between Washington and West Chester often under trees lining the trail. Freshly laid gravel in first 3-4 miles outside Washington was a bit thick at times and bogged me down even with 700x38 tires meant for such trails. Main objection is lack of services outside Washington, particularly water. West Chester has very nice trail side park, but no water. Pump behind the shelter but it was off and this was early June. Trail end in Keota was disappointing and ugly, ending confusingly in the middle of a co-op, tho nice golf course next door. If any facilities nearby I didn't see them. Two bottles of water and ran out at last 7 miles of return trip, so may want to take three if riding full trail round trip. Overall nice scenery and worth the trip.

Kewash Nature Trail

A fun trail ride

July, 2016 by johndsevers

My wife and I rode the entire length of the Kewash trail from Washington to Keota and back. The paved section was a little bumpy in places but not too bad. Would have been better if it had been swept of leaves and sticks. Once on the unpaved section it was a lot smoother though a good game of "pick up sticks" would have made it much better. There were places where if it was wet it could have caused us some grief but only had to walk one short section which was sort of steep with a little mud. Maybe 20 or 30 feet with a 6 foot section of mud with a gravel path to walk through. Someone braver than me probably could ride right through it. Not trying to scare anyone,the trail is not perfect but we had a great time really enjoyed ourselves and will definitely ride it again.By the way, we both rode on 23mm tires and had no problems.

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