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 Grinnell Trail . With more than 24 trails covering 180 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.
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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...
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...
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,...
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...
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...
The John King Trail runs along a former railroad corridor in Albia, Iowa. From 3rd Ave E to Benton Ave, the trail runs parallel to an active railroad line. Cruizin’ Albia Park, which has a playground...
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...
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...
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...
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...
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....
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...
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...
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...
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...
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...
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...
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...
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...
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...
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...
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...
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...
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...
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...
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...
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...
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...
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...
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...
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...
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,...
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...
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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...
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...
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...
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....
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...
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...
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...
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...
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...
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...
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...
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...
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...
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...
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...
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...
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...
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...
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...
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...
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...
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...
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,...
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....
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...
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...
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...
Excellent walking trail for those who aren't fond of steep inclines. This trail has a few mild ups and downs but for the most part is level and flat. The surface is all paved and smooth and with the lake, the trees and blue sky, it's beautiful. Wildlife, a couple of walking bridges and a covered bridge make it even more enjoyable. Casual walking takes about 2-3 hours (5-6 miles).
This is one of the best rides we have found in Des Moines. Pretty level and wide. Couple of nice bridges including a covered one! Nice places to stop and rest and view the scenery.
We are beginning bikers and older. Loved the wide paved path. Put in north of Carlisle and ride was great as was the view. Then we hit the HILL. Oh my. Benches on the way up and I can see why. We could ride up and took all we had to walk up. We turned around and what a ride down. whheeeee’. Won’t be doing this one sgsin
Started at Copper Creek and followed the trail out about 2 miles. Quiet, nicely paved wide walkway- few bikers but once we got around the lake- we didn’t see anyone else. Crosses over the road twice on our route but clearly marked and easy to get back on the trail.
I rode the entire path from Chariton to Humeston on 9/5/2020. After reading the reviews and confirmation from a friend who rode it earlier in the summer I was expecting an adventure of wading through foot high grass from Derby to Humeston. To my surprise this section was mowed very short so I think I saw this trail at its best. The section from Chariton to Derby is well maintained and scenery that is more than just cornfields or a tunnel of trees. Very nice. The southern section from Derby to Humeston was bumpy like riding on a short grass lawn. Pretty but not as appealing as the northern section. The reward is finishing in Humeston which is a wonderful little town with a nice cafe and an interesting variety store.
As of Sept 15 the trail is clear from the South Skunk River to the Trail Head on Broadway in Des Moines. That gives you about 15 miles of clear trail with Bondurant as the center point. Just to the east of the Skunk River there are trees down. Valeria still has trees down going both directions, so that is still a no go. Even though the trail is clear in places keep in mind there are still branch up high that are loose, so pay attention especially if there is any wind.
We attempted to get on the trail in Valeria and found that the trail is still blocked by limbs and downed trees from the derecho.
This trail can also be accessed from Banner Lakes at Summerset State park about 4 ? miles south of Carlisle (whichresults in avoiding the hot sun on that open stretch from Carlisle in August). The Parks address is either 1306 Elkhorn St ., Carlisle 50047 or 13084 Elkhorn, Indiaola 50125. In any event you can see the state park marker about 50 feet from the Summerset trail at the intersection of the two trails. Near there is the Banner Shooting Range - another access point with parking.
My wife and I have ride this trail a few times. Very enjoyable. Slight incline from mid point to Indianola but not difficult. We like to start in Carlisle, grab ice cream at the Outside Scoop in Indianola and then cruise back.
There a bridge behind high school that can't go over with a wheelchair
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!
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