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Chester Woods Loop

  4.0 ( 1 ) Favorite


8.6 mile 13.9 kilometer loop
99% Runnable


Ascent: 440' 134 m
Descent: -436' -133 m
High: 1,242' 379 m
Low: 1,086' 331 m


Avg Grade: 2% (1°)
Max Grade: 20% (11°)


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Trail shared by Joe Barrone


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Chester Woods is a great local park with a varied trail system.

Joe Barrone

Features Fall Colors · Lake · River/Creek · Swimming · Views · Wildflowers · Wildlife

Must enter through main gate. $5 per car or $25 per year.


The loop follows mostly trails with some gravel and paved connections. Runners will enjoy a variety of terrain depending on what area of the park they are in.

Need to Know

Must enter through main gate. $5 per car or $25 per year. Closed during selected periods relating to park management and deer conservation. For example: In 2018, Chester Woods is closed Nov. 8th - 11th and Nov. 17th - 25th. for DAV and herd management deer hunts. Check the park's website for current closures.

Runner Notes

A local running group holds a 50k race in this location every June.


This run starts in one of several parking areas. From there, it is easy access to the paths. The route covers a variety of footings and environments.

Starting this run, head through the woods along the lake via a crushed rock path with segments of paved trails. After crossing the bridge by the central water access location, you'll enter a meadow. The end of the prairie will lead you back into the woods with several path options.

To extend the run to the south side of the park, I choose to go right and make my way through the valleys in the woods. This loop brings you on a circle back to the dam overlook and eventually back to the meadow at the central water access and back to paths leading to your vehicle.

Throughout this run, multiple trail access points can either extend or shorten the mileage. I was looking for a desired distance due to a taper before a running event. Regardless, Chester Woods is a fun and safe location for running a variety of mileage.

History & Background

This area was once used for farmland, wooded area, and sport hunting. After floods and severe weather lead to damage in the surrounding area, a park and water flow management dam was created to improve the weather/water management and drainage in the future.

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Land Manager: Olmsted County Parks

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12 Views Last Month
189 Since Oct 16, 2018



Near the finish.
Jan 29, 2016 near Eyota, MN
October along the water
Oct 16, 2018 near Eyota, MN
Small bridge along the lake path
Oct 16, 2018 near Eyota, MN
Lake overview
Oct 16, 2018 near Eyota, MN
Path through the woods
Oct 16, 2018 near Eyota, MN
Wooded hill climb
Oct 16, 2018 near Eyota, MN


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