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Walking Trails


Winterset prides itself on a beautifully planned network of walking and hiking trails. We have something for everyone – short trails and long ones; trails for children as well as for experienced hikers; mulched trails and hardscape trails – the variety is endless. You are sure to enjoy the trails and the many opportunities for nature encounters that come along with them.

Deer Trail is east of Trail Park Drive and west of Hartman Park with access at the end of the Family Garden Pool parking lot (earthen path)

Walnut Trail is east of Trail Park Drive and west of Hartman Park with access at the intersection of Trail Park Drive and Walden Drive (trail entrance is concrete; the trail is crushed limestone)

Waterfall Trail can be accessed between Forestpark Lane and Cutter Lane along Forestpark Blvd (concrete)

Oak Trail access is at the end of the cul-de-sac on Winteroak Court (concrete)

Stage Trail access is at the end of the cul-de-sac on Winterview Court (concrete)

Springwater Trail has three access heads at the end of the cul-de-sacs of Winterfield Court, Wintergreen Court, and Winterwood Court (concrete entrances with earthen path trail)

Garden East and Garden West trails encircle Winterset Gardens (crushed limestone & asphalt/rock mix)

Woods Trail connects Winterset Summit at the end of Winterpark Lane with Winterset Woods. There are three access points for the trail at the Woods: in the cul-de-sac on Ashurst Lane, off Riven Rock Trail; between Ashurst Lane and Riven Point Circle; and, between Riven Rock Circle and Rockwood Court near the playground (earthen path)

Lake Trail circles the fishing lake with access off Riven Rock Trail at the lake and also off Ashurst Lane adjacent to the large island (concrete)

Valley Trail boasts a network of walking trails which wind through the Valley Recreation Area and around Lewis Lake as well as other locations in the neighborhood. The walking trail surfaces vary from concrete sidewalk, to wood chips, bare earth, and crushed limestone rock.

100 Acre Woods Trail connects with existing trails to the Winterset Summit and Winterset Woods neighborhoods. The 100 Acre Woods Trail head is in the Winterset Valley neighborhood on the east side of NW Morton Drive at the intersection of NW Olmstead.

Both of the Winterset Valley walking trails not only wind through neighborhoods but also through ‘old growth’ hardwood forests, unique limestone rock formations, and low wetlands with flowing streams complete with crossings created by using large Winterset limestone rocks. Most of these areas feature many opportunities to observe native wildlife.

One of our Winterset residents has also graciously taken the time to develop a walking/running loop that connects the trails. It is approximately a nine mile loop.
The trail map is attached below. Enjoy!



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