Forest decline driven by climate and biotic stressors threatens ecosystem functioning, making accurate monitoring of tree health essential. In this work, we address tree defoliation estimation as an ordinal classification problem using ground-level imagery. We propose a novel multi-view ensemble framework that aggregates predictions from Convolutional Neural Networks (CNNs) trained on different perspectives of individual trees (north, south, and crown). This approach leverages complementary visual information while preserving modelling consistency through a homogeneous ensemble design. A comprehensive evaluation is conducted by comparing multiple ordinal classification methods and analysing the contribution of each view and their combinations. Results show that modelling the ordinal structure of defoliation levels improves performance over nominal approaches, while the proposed multi-view ensemble consistently outperforms single-view and pairwise configurations. In particular, the three-view ensemble achieves the most robust and accurate predictions across all evaluation metrics. These findings highlight the potential of combining Deep Learning (DL), Ordinal Classification (OC), and multi-view aggregation for scalable, consistent, and objective forest health assessment in complex ecosystems such as Mediterranean dehesas.