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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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...
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 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 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...
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...
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...
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 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 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 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...
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...
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...
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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 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 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....
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...
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 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...
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...
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 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 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...
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...
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 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 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 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...
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 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 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 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 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...
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 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...
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 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 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....
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,...
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 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 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...
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 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 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 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 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 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...
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 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...
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...
We have always enjoyed this bike trail. The views are great. We start in Carlisle and ride to Indianola and back.
However the trail seems to need some work to get it back in shape.
There are lots of areas that are rough. I hope it gets some attention soon. We would love to go back and try it again.
Wish they would resurface cuz two thirds of the trail is extremely rough and takes away from the enjoyment. Has the potential to be outstanding.
This trail doesn't show up on Garmin devices or Google Maps. I did a ride through Carlisle a week ago, and would have loved to get through town via a scenic meadow trail rather than fighting traffic on hwy 5. Somebody get this trail onto GPS service providers' maps! I look forward to using the trail next time!
Started at the hospital and went east. after navigating through the steep gravel and getting on a paved road, the signage stopped. we floundered about riding through nice neighborhoods looking for signs and getting frustrated. we finally found a signed intersection and using map reading skills managed to pick up the trail in a different neighborhood. Turns out that the TH at Lamson Woods State Preserve was being rebuilt and the big equipment blocked or removed the TH signs so we missed that turnoff completely. the trail is alot of fun (loop trails always are), over hill over dale through wetlands, neighborhoods, across rail lines w/ trains on them and then through the industrial section of Fairfield past the Walmart. At about this time and through Witham Woods, there was no-one else on the trail. Thick gravel and hills along Hiway 34 back to the start point.
This is one of my favorite trails in the Des Moines area -- especially the stretch east of the 88th St parking lot. The scenery is beautiful and there are lots of shaded stretches. Watch out for broken pavement, though -- especially in the mile or so east of 88th, just east of Mingo, and just west of Baxter. There are sections of the trail where large cracks have formed and one side has dropped by an inch or two. I hope this is in someone's budget for repair.
Nice brisk walk in Indianola. Lots of bunnies and little animals and some cool plants.
Concrete and asphalt with lots of ups and downs and turns. Goes through a few parks, there's lots of shade.
This is nearly a primitive trail. It needs funding and maintained . A mile section between Derby and Humelston is completely overgrown. I had the handlebars jerk out of my hands on 3 different sections. The cinder portion is ok and rideable but some gravel patches are very soft causing almost abrupt slowdowns. Numerous rest shelters are completely overgrown by brush and weeds. The bridges have warnings at both end to get off and walk across because of the uneven planks. I have ridden most all Iowa trails and this is the worst for condition. It is a shame as some of the terrain is quite pretty. But even in July stagnant water and mosquitos were bad. I crashed on the trail due to the very rough uneven surfaces. It would make a good hiking trail. If you ride it you will want wide tires and suspension. I had a hard tail front suspension carbon mountain bike and it was a rough ride.
Great winding trail around Lake Red Rock with beautiful views of the water.
Started in Berwick at the suggested park and the plan was to go to Baxter, about a couple blocks before the end, the trail is closed. There is a detour in the subdivision. Otherwise no other problems with the trail, it was 54.4 miles round trip, great ride. From Baxter back to Berwick there is more uphill. If you’re looking for a easy ride just go one way; Berwick to Baxter.
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