Evaluating the writing capabilities of large language models (LLMs) remains a significant challenge due to the multidimensional nature of writing skills and the limitations of existing metrics. LLM’s performance in thousand-words level and open-ended writing is inadequately assessed by traditional reference-based metrics or modern LLM-as-a-judge methods. We propose Tree-of-Writing (ToW), to resolve the implicit inconsistency often found when LLM-as-a-judge aggregates all sub-features in text evaluation. ToW incorporates a tree-structured workflow by explicitly modeling the aggregation weights of sub-features. We also present HowToBench, a large-scale Chinese writing benchmark encompassing **12** genres and **1302** instructions across three task categories: contextual **completion**, outline-**guided** writing, and **open**-ended generation. ToW successfully mitigates the biases, achieving a **0.93** Pearson correlation with human judgments. Furthermore, we detect that both overlap-based text generation metrics and popular LLM-as-a-judge practices are vulnerable to textual disturbances, while ToW is robust to them. We also uncover a negative correlation between input length and content-related scores in the Guide task, showcasing that it cannot be simply improved by input-side information piling.