An automated system and method for assessing and rating accessibility are provided. A processor collects raw data corresponding to geographical objects obtained from sensors, the raw data including tagged and non-tagged data; operates on the raw data to extract features and reduce dimensionality of the raw data, thereby generating processed data having extracted features; generates accessibility data from the processed data; uses supervised machine learning techniques to develop models from the processed data; and implements the models and generates accessibility tags based on the extracted features. A database is configured to store geographical data related to the geographical objects and the accessibility tags corresponding to the geographical locations. An API is configured to access the database and provide a user interface for a user device to use an application to display the accessibility data and the accessibility tags on the user device customized to a disability.