The datasets included were collected from the UMN soybean breeding project sites in planting seasons 2018 and 2019. Specific planting season includes the orthomosaic generated using the raw images, plot boundary delimitations (.shp), the ground control points (GCPs), and the ground-truth notes to perform the georeferencing corrections. Specific readme files for each season are included in the directory. /UMNSoybeans_Planting_Season_2018: This directory contains 4 folders /a._GCPs_coordinates /b._Orthomosaics /c._Shapefiles /d._Ground_notes /UMNSoybeans_Planting_Season_2019: This directory contains 4 folders /a._GCPs_coordinates /b._Orthomosaics /c._Shapefiles /d._Ground_notes For general information or questions about the temporal UAS-based imagery analysis to estimate date of plant maturity (DPM) analysis, please contact lore0149@umn.edu (Aaron J. Lorenz). For questions regarding released datasets, contact: Orthomosaics and shapefiles: volpa008@umn.edu (Leonardo Volpato) - first author GCPs coordinates: dobbe045@umn.edu (Austin A. Dobbels) - co-author. A pipeline software tool and scripts for data extraction and analysis were developed to accomplish the activities ranging from image capture to statistical analysis of extracted features. The UAS-based maturity date scripts and processes used to perform the image analyses and trait extract are available at https://github.com/volpatoo/HTP-via-drone-imagery