Here, we introduce and present "DrawROI" as an interactive web-based application for imagery from PhenoCam. DrawROI can also be used offline, as a fully independent toolkit that significantly facilitates extraction of phenological data from any stack of digital repeat photography images. DrawROI provides a responsive environment for phenological scientists to interactively a) delineate ROIs, b) handle field of view (FOV) shifts, and c) extract and export time series data characterizing image color (i.e. red, green and blue channel digital numbers for the defined ROI). The application utilizes artificial intelligence and advanced machine learning techniques and gives user the opportunity to redraw new ROIs every time an FOV shift occurs. DrawROI also offers a quality control flag to indicate noisy data and images with low quality due to presence of foggy weather or snow conditions. The web-based application significantly accelerates the process of creating new ROIs and modifying pre-existing ROI in the PhenoCam database. The offline toolkit is presented as an open source R-package that can be used with similar datasets with time-lapse photography to obtain more data for studying phenology for a large community of ecologists.