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This study examines how the built environment and weather conditions influence the use of walking as a mode of transport. The Halifax Regional Municipality in Nova Scotia, Canada is the study area for this work. Data are derived from three sources: a socio-demographic questionnaire and a GPS-enhanced prompted recall time-use diary collected between April 2007 and May 2008 as part of the Halifax Space-Time Activity Research project, a daily meteorological summary from Environment Canada, and a comprehensive GIS dataset from the regional municipality. Two binary logit multilevel models are estimated to examine how the propensity to use walking is influenced by the built environment and weather while controlling for socio-demographic characteristics. The built environment is measured via five attributes in one model and a walkability index (derived from the five attributes) in the other. Weather conditions are shown to affect walking use in both models. Although the walkability index is significant, the results demonstrate that this significance is driven by specific attributes of the built environment—in the case of this study, population density and to a lesser extent, pedestrian infrastructure.