The extensive implementation of wind power generation (WPG) challenges power systems' flexibility and reliability during operations. Fluctuating wind speeds lead to variability in generation within wind energy systems, directly impacting operational reliability. Therefore, evaluating wind energy systems' situational awareness (SA) is imperative to forecast two-day-ahead operational reliability, facilitating effective power system planning. The foundation of SA for wind energy systems lies in monitoring the wind profile. This involves gaining insights into the system's state through perceiving wind speed and WPG, comprehending the dynamics of its state, and subsequently predicting operational reliability. To achieve this, a Simulink model of the wind system has been developed and integrated with dSPACE hardware through a real-time interface for real-time validation and implementation of a cloud-based IoT platform. This IoT platform aids in acquiring real-time data on wind profiles, enhancing the assessment of SA. The representation of the wind energy system utilizes a multi-state wind speed model, incorporating the inherent randomness of wind energy generation. A time-series-based non-linear autoregressive with exogenous input (NARX) artificial neural network (ANN) model is employed to predict wind speed and WPG for SA-based operational reliability. This model proves instrumental in forecasting the dynamic nature of wind speed and WPG. The proposed approach for operational planning is validated by implementing the wind energy system in real-time on the dSPACE platform and integrating it with IoT. This approach considers the uncertainties associated with wind generation, providing a comprehensive framework for assessing SA and optimizing power system operations.