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Chester, Iowa Trails and Maps

Looking for the best trails around Chester, Iowa? Find the top rated trails in Chester, 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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Blazing Star State Trail

6 miles
The Blazing Star State Trail is located in Albert Lea, near Minnesota's southern border. The town is known as "The Land Between the Lakes" and the trail sits on the northern shore of one the state's largest, Albert Lea Lake. You can begin your ...

Douglas State Trail

12.5 miles
The Douglas State Trail occupies the railbed of the former Chicago Great Western Railway corridor between the cities of Rochester and Pine Island. Along the way, trail users are treated to a diverse landscape of verdant agricultural land, rolling ...

Douglas-Cascade Trail

2 miles
The Douglas-Cascade Trail extends 2 miles southeast towards downtown Rochester from the southern terminus of the Douglas State Trail. The paved trail, a portion of which follows the former Chicago Great Western Railroad, runs through an urban ...

Great River Ridge State Trail

13.03 miles
The Great River Ridge State Trail runs for 13 miles between County Highway 9 just north of Eyota and 3rd Street SW just north of Wabasha Street in the town of Plainfield. There are plans to extend the trail another 2 miles south into the town ...
Crushed Stone

Harmony-Preston Valley Trail

18 miles
The Harmony-Preston Valley State Trail runs for 18 miles on a north–south line between the town of Harmony and the Root River State Trail between Lanesboro and Fountain. The paved trail is mostly level, although a section just north of Harmony ...

Harry Cook Nature Trail

2 miles
The Harry Cook Nature Trail runs for 2 miles from the edge of the small city of Osage, Iowa to the city's public Spring Park. The trail, which opened in the early 1990s, occupies the bed of an abandoned railroad corridor and winds through dense ...
Crushed Stone

Mill Towns Trail

26 miles
From Mill Town Trail : The Mill Towns State Trail will provide a connection between public and semi-public open spaces serving three counties and six communities. It is envisioned as a recreational investment that will link these communities ...


2.2 miles
The NIACC Trail in Cerro Gordo County, Iowa, connects the campus of North Iowa Area Community College with the edge of downtown Mason City. The trail provides a convenient and safe alternative to biking or walking on busy US 18 for students ...

Prairie Farmer Recreational Trail

20 miles
The Prairie Farmer Rec. Trail (a.k.a. Winneshiek County Trail) was named for a radio show once broadcast throughout the Midwest. The trail occupies the right-of-way of the former Milwaukee Railroad, which ran between Calmar to Cresco through ...

Root River State Trail

42 miles
Along much of its route the Root River State Trail follows the winding course of its namesake river for 42 miles through the Minnesota towns of Fountain, Lanesboro, Whalan, Peterson, Rushford and Houston. The paved trail is mostly level, although ...

Shooting Star State Trail

18.8 miles
The Shooting Star State Trail connects four small towns in southeastern Minnesota: Le Roy, Taopi, Adams, and Rose Creek. At nearly 19 miles long, the paved pathway offers a beautiful array of countryside views as it follows the Upper Iowa River, ...

Trout Run Trail

11 miles
Trout Run Trail forms an 11-mile loop around Decorah, providing access to many of the area's natural treasures and views of beautiful Iowa countryside. Although there are many places to hop on the trail, one of the best is the Decorah Fish ...

Wapsi-Great Western Line Trail

18.5 miles
The 18.5 mile long Wapsi-Great Western Line Trail follows the abandoned Chicago Great Western Railway grade between Riceville and the Iowa/Minnesota State Line. The corridor was originally built by the Minnesota & Northwestern Railroad in 1886. ...
Crushed Stone

Winnebago Trail

2 miles
Mason City's Winnebago Trail connects MacNider Campground, East Park, residential neighborhoods and the city's municipal swimming pool with the Lime Creek Nature Center just outside city limits. Along its entire route, the aptly-named trail ...
Crushed Stone