The Hopkinsville Greenway is a concrete walking and biking trail system stretching from behind the City of Hopkinsville Police Department to behind the Hopkinsville Christian County Public Library. The Greenway contains one section which is city sidewalk, another portion which is a converted railroad (rail to trail), and another section which is called the River Walk that follows the North Fork of the Little River. The existing Greenway system is “estimated” at around two miles in length.
When walking the Greenway, there is another opportunity to increase your mileage and workout. Start heading north from the Police Department on the sidewalk which follows North Main. When you intersect Means Avenue, 
go one block east and begin following the gravel walking trail that runs behind the Riverside Cemetery. At the end of the gravel trail, head east on Metcalf Lane where you will soon intersect the hiking trail system at Jeffers Bend Recreation Area.
The Hopkinsville Greenway will soon be expanded with the addition of another three miles of converted railroad, which will tie in with the existing section of rail to trail. Groundbreaking for the phase one 
expansion took place on Thursday June 27, 2013, according to the Pennyrile Rail Trail Foundation page on Facebook.
In a recent press conference, Mayor Dan Kemp stated, “We are excited about the tremendous enthusiasm behind this project . . . With over fifty distinct donors, the response to this project has been very positive thanks to the ongoing generosity of our town.” An Internet article states of the Hopkinsville Greenway that “along with other park redevelopments getting underway this summer, this first class rail trail addition will greatly enhance recreational opportunities for local residents and area visitors alike.”
This same Internet article elaborates, “An ambitious community development project, the rail trail project includes conversion of a five kilometer abandoned railway corridor into safe, accessible greenway space. This proposed public/private collaboration includes connection to an existing river walk rail trail conversion, development of three trailheads and a neighborhood connector. Offering convenient access to users, the trails will include trailheads established adjacent to parks, trails, pavilions, restrooms, play areas, and playgrounds.”
