This study presents a machine learning model for predicting representative surface distresses (crack, durability, patching, joint spall) in concrete pavements, focusing on South Korean examples. It thoroughly analyzes specific distress types using time series data to understand their development over time, aiming to surpass traditional regression methods in forecasting pavement conditions. The research fills a gap by applying machine learning algorithms to detailed long-term data, enhancing the accuracy of distress progression predictions, which is crucial for efficient pavement management. A notable aspect of this study is the use of particle filtering, recognized for its effective resampling in analyzing time series data. To validate predictions, we compared the results from particle filtering with those from traditional regression models, long short-term memory (LSTM) networks, and Deep Neural Networks (DNNs). The accuracy varied significantly, with differences ranging from 3.32% to 23.64%, indicating particle filtering’s suitability for time-series-based pavement condition predictions. These findings are especially relevant in the context of current image-based machine learning and AI research in pavement distress detection and prediction. This research offers a comprehensive reference that is especially valuable due to the lack of studies using long-term usage data, thereby making a significant contribution to pavement management research and practice.