For centuries, landscape architects, architects, and urban planners have been designing outdoor green spaces for one to contemplate. In today’s urban realm, we can understand a contemplative space more specifically as one joining esthetic and environmental values with mental health benefits for its visitors. So far, the concept of contemplativeness of a space has not been operationalized and a definitive list of design principles of such a space has not been developed. In response to this gap of knowledge, we have identified a set of features that may be used in order to design and create a space of contemplation within seven categories: Landscape Layers, Landform, Vegetation, Light and Color, Compatibility, Archetypal Elements, and a Character of Peace and Silence. The developed framework is based on development and analysis of a Contemplative Landscape Questionnaire. This instrument was developed based on literature review and Delphi expert evaluation of multiple landscapes. The statistical tests on the Contemplative Landscape Questionnaire revealed satisfactory reliability and validity measures, which provided evidence-based support for the efficacy of designed spaces. This approach could enhance the practice of landscape architects and urban designers by reinforcing intuition-based designs with scientific evidence. The developed framework can also serve to identify contemplative spaces for subsequent research purposes.