The Cuiguan pear is called “June snow” and the skin is thin; the meat is crisp and juicy; the taste is thick and fresh; and the juice is rich and sweet. In this study, the volatile organic compounds and the sensory and physicochemical parameters of the Cuiguan pear from four different regions of China (Sichuan (SC), Shangdong (SD), Chongming (CM), Zhuanghang (ZH)) were assessed. The highest differences in the physicochemical parameters were observed between four regions. The volatile fingerprints of GC-IMS showed great differences in the volatile of the Cuiguan pear, which suggested that the aroma of pears could be largely impacted by origin areas. (E)-ethyl-2-hexenoate can be used to distinguish between the ‘CM’ and pears from other regions. High contents of 2-heptanone, 1-pentanol, 1-butanol, 3-methylbutanol, butyl 2-methylbutanoate, heptyl acetate and butyl acetate were observed in the ‘SD’. Dimethyl trisulfide, 6-methyl-5-hepten-2-one, 3-hydroxy-2-butanone, 1-penten-3-one, beta-pinene, γ-terpinene, propanal, (e)-2-pentenal, (e)-2-heptenal, 1-pentanol and 3-methyl-1-pentanol were primarily contained in the ‘ZH’. Principal component analysis showed that there was very good discrimination based on the information obtained from GC-IMS for four samples. These findings were in agreement with the sensory analysis. In the opinion of the respondents to the consumer test, ‘ZH’ resulted in the most appreciated sample based on the average scores of the acceptability. This study provides some reference for the development and utilization of the Cuiguan pear.