Crop intensity information describes the productivity and the sustainability of agricultural land. This information can be used to determine which agricultural lands should be prioritized for intensification or protection. Time-series data from remote sensing can be used to derive the crop intensity information; however, this application is limited when using medium to coarse resolution data. This study aims to use 3.7 m-PlanetScope™ Dove constellation data, which provides daily observations, to map crop intensity information for agricultural land in Magelang District, Indonesia. Two-stage histogram matching, before and after the monthly median composites, is used to normalize the PlanetScope data and to generate monthly data to map crop intensity information. Several methods including Time-Weighted Dynamic Time Warping (TWDTW) and the machine-learning algorithms: Random Forest (RF), Extremely Randomized Trees (ET), and Extreme Gradient Boosting (XGB) are employed in this study, and the results are validated using field survey data. Our results show that XGB generated the highest overall accuracy (OA) (95 ± 4%), followed by RF (92 ± 5%), ET (87 ± 6%), and TWDTW (81 ± 8%), for mapping four-classes of cropping intensity, with the near-infrared (NIR) band being the most important variable for identifying cropping intensity. This study demonstrates the potential of PlanetScope data for the production of cropping intensity maps at detailed resolutions.