Objective] To sum up Pro. Cheng Zhiqing’s clinical experience in treating hypertension with insomnia in menopause. [Method] Select 3 classical cases of the disease above treated by Pro. Cheng Zhiqing for analysis and discussion, and summarize her differentiation thought and treatment features. [Result] In her view, such disease is mostly concerned with liver, as well as related to heart, kidney, etc., the pathological course concerns mother-organ disorder involving its child-organ, so the therapy shall center on stretching liver, clearing liver, smoothing liver and tonifying liver, also purging child-organ in excess, nourishing mother-organ in deficiency, treating multi-organ in the same time, therefore to get better clinical effect. [Conclusion] For the hypertension with insomnia in menopause, Pro. Cheng Zhiqing is good at grasping disease mechanism, revising famous and recipe decoctions in generations, with close compatibility of medicines, definite cure effect, worth reference.