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 22 trails covering 177 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 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 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 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 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...
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 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 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 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...
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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...
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 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...
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...
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 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...
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 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....
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 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 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...
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...
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 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...
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...
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 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 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 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 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...
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...
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 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...
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 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 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 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...
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...
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 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...
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...
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 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,...
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 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 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 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 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...
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 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 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...
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...
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...
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....
I like loop trails. this one takes you along small lakes, forest areas, and across beautiful bridges.
Steepest grade (according to our Garmin GPSMap64) was 8% on the trail; on the detour (crossing the dam to accomplish the detour) was 15%. No signs to direct you around the detour ¿¿, but there is a foot bridge crossing the river that connects Hoewell Station Rec Area with North Overlook Rec Area. But it requires riding across the dam. While crossing the dam you will see that the trail could be reopened ¿¿.
This is a nice trail, except for the section from Pella to the trailhead by the old bridge. That is very rough. The rest of the trail is superb. This trail was billed as difficult, but I did not find it that hard. The hills are long but not steep. The scenery is great, and I enjoyed this trail.
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.
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.
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.
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!!
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.
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.
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.
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!
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