Oskaloosa, IA Walking Trails and Maps

77 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

27 mi
State: IA
Asphalt

Chippewa Creek Trail

1.3 mi
State: IA
Asphalt, Concrete

Cinder Path

13.5 mi
State: IA
Cinder, Crushed Stone

Competine Trail

0.9 mi
State: IA
Asphalt

East Hillcrest Trail

0.8 mi
State: IA
Concrete

Easter Lake Spine Trail

1 mi
State: IA
Concrete

Fairfield Loop Trail

16 mi
State: IA
Concrete, Crushed Stone, Gravel

Gay Lea Wilson Trail

20.9 mi
State: IA
Asphalt, Concrete

Greenway Trail (Altoona)

1.1 mi
State: IA
Asphalt

Grinnell Trail

1.8 mi
State: IA
Asphalt

Jerry Kelley Trail

2.7 mi
State: IA
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

McVay Trail

1.6 mi
State: IA
Asphalt, Concrete

Newton Hike and Bike Trail

6 mi
State: IA
Concrete

Northwest Beaver Drive Trail

3 mi
State: IA
Asphalt, Concrete

Ottumwa Trail System

10.2 mi
State: IA
Asphalt
Accordion

Rock Creek Recreation Bike Trail

5.8 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
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
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
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
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 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
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 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
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 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
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, winding through neighborhoods, farmlands, community parks, and woodlands. Construction of the trail began in 1999 and to...
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 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
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
This is a shared-use path located on the east side of Northwest Beaver Drive in Johnston, Iowa. The trail connects residents to two recreational sites on the west shore of Saylorville Lake as well as...
IA 3 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
Accordion
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 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

Now, More Than Ever, Trails Matter!

During COVID-19, trails are being counted on as places where people can find solace and respite and we need your support to keep trails open and provide these critical FREE resources! Please continue to practice physical distancing and check the status of your trail before heading out!

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...

Chippewa Creek Trail

IA - 1.3 miles

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...

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...

Mahaska Community Recreation Trail

IA - 12 miles

The Mahaska Community Recreation Trail wraps around the southeast Iowan city, winding through neighborhoods, farmlands, community parks, and woodlands. Construction of the trail began in 1999 and to...

Accordion

Carlisle Nature Trail

IA - 3.17 miles

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...

Mark C. Ackelson Trail

IA - 6 miles

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...

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,...

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...

Grinnell Trail

IA - 1.8 miles

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...

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....

Competine Trail

IA - 0.9 miles

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...

Newton Hike and Bike Trail

IA - 6 miles

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...

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...

Greenway Trail (Altoona)

IA - 1.1 miles

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...

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...

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...

Jerry Kelley Trail

IA - 2.7 miles

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...

Rock Creek Recreation Bike Trail

IA - 5.8 miles

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...

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...

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...

Chippewa Creek Trail

IA - 1.3 miles

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...

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...

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,...

Accordion

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...

Northwest Beaver Drive Trail

IA - 3 miles

This is a shared-use path located on the east side of Northwest Beaver Drive in Johnston, Iowa. The trail connects residents to two recreational sites on the west shore of Saylorville Lake as well as...

Jerry Kelley Trail

IA - 2.7 miles

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...

Mahaska Community Recreation Trail

IA - 12 miles

The Mahaska Community Recreation Trail wraps around the southeast Iowan city, winding through neighborhoods, farmlands, community parks, and woodlands. Construction of the trail began in 1999 and to...

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...

Grinnell Trail

IA - 1.8 miles

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...

Competine Trail

IA - 0.9 miles

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...

Newton Hike and Bike Trail

IA - 6 miles

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...

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....

Mark C. Ackelson Trail

IA - 6 miles

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...

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...

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...

Carlisle Nature Trail

IA - 3.17 miles

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...

Easter Lake Spine Trail

IA - 1 miles

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...

East Hillcrest Trail

IA - 0.8 miles

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...

Greenway Trail (Altoona)

IA - 1.1 miles

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...

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...

Greenway Trail (Altoona)

IA - 1.1 miles

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...

Newton Hike and Bike Trail

IA - 6 miles

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...

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...

Accordion

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...

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,...

Easter Lake Spine Trail

IA - 1 miles

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...

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...

Mahaska Community Recreation Trail

IA - 12 miles

The Mahaska Community Recreation Trail wraps around the southeast Iowan city, winding through neighborhoods, farmlands, community parks, and woodlands. Construction of the trail began in 1999 and to...

Grinnell Trail

IA - 1.8 miles

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...

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....

Northwest Beaver Drive Trail

IA - 3 miles

This is a shared-use path located on the east side of Northwest Beaver Drive in Johnston, Iowa. The trail connects residents to two recreational sites on the west shore of Saylorville Lake as well as...

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...

East Hillcrest Trail

IA - 0.8 miles

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...

Competine Trail

IA - 0.9 miles

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...

Mark C. Ackelson Trail

IA - 6 miles

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...

Carlisle Nature Trail

IA - 3.17 miles

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...

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...

Chippewa Creek Trail

IA - 1.3 miles

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...

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

Summerset Trail

flat route

August, 2020 by obrien.alicia.13

Walked from the trailhead in Carlisle- probably too hot a day for this trail, very little shade. Very flat, more bikers then walkers, but wide path and easy to walk. Overall a very good trail!

Volksweg Trail

New trail head open at Cordova Park. It is now a 10 mile ride one way to North Overlook campground (restrooms and water available).

August, 2020 by schuckj88

New trail head open at Cordova Park. It is now a 10 mile ride one way to North Overlook campground (restrooms and water available).

Carlisle Nature Trail

Great hilly trail. Connects to the Summerset Trail to add additional miles.

August, 2020 by schuckj88

Great hilly trail. Connects to the Summerset Trail to add additional miles.

Accordion

Gay Lea Wilson Trail

Great Trail, map needs to show parking/Trailhead

July, 2020 by phart812

A wonderful shaded, level trail that has the Copper Creek Lake at one end. There’s parking at the north trailhead on NE 54th Place just North of I-80.

Cinder Path

Surprising discovery!

July, 2020 by alisonmarian

Family ride with our 5 yo on a pull-behind trailer wheel bike. Started in Derby (after lunch and homemade dessert at Grassroots Cafe in Humeston) and did about 12 miles round trip. Flat, shady, and quiet. Stayed cool despite mid-July heat. You can tell they have done a lot of work on the trail recently—new bridges and gravel in multiple sections. Cute covered bridge! Had worried it would be too rough for us based on reviews. But hybrids managed soft spots no problem. Only thing we didn’t plan for was that cinder dust is extra messy (but for kiddo that was just a bonus).

Mahaska Community Recreation Trail

good trail

June, 2020 by belutz1429

For the most part this is a great trail. The bottom section towards university park is roads and not marked vary well hard to find the trail. To find go to the park (university park) ride East past park trail is on the left. Once back on the trail is easy to stay on.

Volksweg Trail

The trail is closed near the dam. It has been closed for over 2 years and no sign that may change.

June, 2020 by williammoulder

The trail is closed near the dam. It has been closed for over 2 years and no sign that may change.

Carlisle Nature Trail

You Can Experience Most of Iowa's Eco-Systems in a 3 mile walk

June, 2020 by neilruddy33

Best linear park in the world. Starting at the People's Bank trailhead, you
experience restored prairie marshland on your left and restored prairie potholes on your right with riparian woodland in the background. At about 1,500' you cross the North River and ascend a 10% grade with upland woodland on your left and cropland on your right. At the peak of the grade you descend to a 3-acre pond and then ascend via a hairpin trail through an oak savanna. You cross under Scotch Ridge Road and then traverse a conservation subdivision and two city parks before you connect to the Summerset Trail.

Gay Lea Wilson Trail

Nice trail!

May, 2020 by jjtilly3179

We especially enjoyed the area around Copper Creek Lake! We connected with the trail coming from The Chichaqua Valley Trail at Berwick. Coming into Altoona there were a few hills which made it more interesting. Looking forward for the completion of the trail with the connection to Bondurant! Loved it!!

Mark C. Ackelson Trail

Mark C Ackelson Trail

May, 2020 by phart812

Beautiful ride. Wide concrete trail around a lake. Wooded, bridges, scenic. Plenty of places to stop with picnic tables.

Carlisle Nature Trail

hidden gem!

May, 2020 by regancr

Perfect length, completely paved, great views!

Rock Creek Recreation Bike Trail

Challenging

May, 2020 by bikefar61

After the high school, I wouldn't call the hills "gentle". Even the ones that aren't as steep are long. Trail surface was good. I enjoyed the country landscape, and Rock Creek State Park is a worthy destination. But if you don't like hills, you will NOT like this trail.

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