Urban shading, which comprises building shading (BSI) and vegetation shading (VSI), is an increasingly implemented, low-carbon, and cost-effective urban cooling strategy. However, its impact on outdoor transportation, particularly cycling, has not been adequately explored. This study aims to develop a 3D dynamic simulation framework to quantify BSI and VSI and investigate the following: (1) the divergent effects of BSI versus VSI on cycling frequency, distance, duration, and speed; (2) dynamic spatiotemporal factors influencing commuting versus recreational cycling patterns; and (3) interactions between built environmental factors (BEFs) and urban shading in shaping cycling behaviour. We analysed 2.68 million dockless bike-sharing (DBS) trip records from Shenzhen (9–10 July 2021), with sensitivity tests using 2.33 million additional trips from 2 to 3 July 2021 under comparable weather conditions. Spearman’s correlation, least-squares regression, and the XGBoost-SHAP model were used to assess the interactions between urban shading, BEFs, and DBS usage. The results showed that: (i) Both BSI and VSI were significantly associated with higher cycling frequency and distance; however, BSI had a stronger effect during peak commuting hours, whereas VSI dominated off-peak periods; (ii) BSI was associated with faster cycling speeds, whereas VSI was associated with slower speeds; (iii) Nonlinear associations emerged between urban shading and DBS usage, with distinct patterns for BSI (predominantly influencing commuting-based cycling, especially on weekdays) and VSI (showing a stronger association with recreational cycling, particularly on weekends); and (iv) The relationship between VSI and DBS usage was moderated by public transit access, road connectivity, and population density, whereas BSI was more strongly influenced by topographic slope. Based on these findings, we propose evidence-based urban shading strategies, focusing on high-use zones below BSI and VSI thresholds through targeted street greening. This low-cost intervention policy could enhance active transport comfort, promote low-carbon travel, and support urban sustainability.
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