To encourage engagement in health behaviors, communities have developed outdoor physical activity facilities such as multipurpose trails, including trails that have been converted from unused railways. A recent review called for more qualitative investigations related to these trails, which may inform future development and management of these facilities by ensuring accessibility and usability among diverse community members. Twenty adults in Mississippi who lived along a rail-to-trail participated in semi-structured interviews. Those interviews were transcribed and analyzed using thematic analysis to identify relevant themes. Three themes were constructed: The trail is an abundant resource, you need to take precaution on the trail, and the trail is a point of community pride. Subthemes for the first theme were that the trail is a place for healthy recreation, it provides an escape, and it supports social life. Subthemes for the second theme were that you must take the design of the trail into account when using it, women are targets on the trail, and road intersections are dangerous. This study identified important attitudes and concerns held by those who live near a multipurpose rail-to-trail. The trail, while seen as an important resource for recreation and healthy living, is also seen by many as risky to use, particularly when alone or at night. These findings can inform the work of those who design, develop, and maintain these facilities as well as clinicians and educators who encourage people to engage in healthy outdoor activities.