This study was conducted to investigate the factors that attract rural elderly retirees to experience nature. This was accomplished by questioning the common thought that the closeness between the elderly and nature is always positive, that the increase in age is typically proportional to the preference to experience nature, and that aging leads people to return to nature. Qualitative in-depth research was conducted among nine rural elderly retirees living in northern West Virginia, USA. Multiple sessions of long and intensive interviews were conducted with each respondent, where the participants’ recognitions of nature experience were examined over life cycles based on grounded theory and analyzed by mixed method analysis. The study results showed that nature experience in childhood affects leisure activities during adult years and perception of returning to nature by the elderly. In particular, extensively experiencing nature in childhood and outdoor activities with parents were important influential factors for preferring a natural landscape and seeking outdoor activities in elderly years. In conclusion, preferring a natural environment in elderly years was found to be related to nature experience during childhood, especially where the effects of outdoor activities enjoyed with parents were transmitted intergenerationally.