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The Cowboy Trail of Nebraska
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Cowboy Trail Elevation Chart

How hilly is the Cowboy Trail?
The Cowboy Trail is not hilly, but then neither is much of the countryside that it runs through.  As you can see in the elevation chart below, it is mostly a long gradual rise - or drop, depending on your direction.  In fact it is so gradual that most of the Cowboy Trail actually looks and feels completely flat.
 
Cowboy Trail Elevation Profile
Cowboy Trail Elevation, Norfolk to Valentine
 

Data and chart courtesy of MapMyRide.com