Garments are produced in either large or small-scale industries. The situation in Ghana is not different but most of the garments manufactured in Ghana are made by master craftsmen and apprentices. This phenomenon has however, influenced the establishment of countless traditional apprenticeship training centres in the country. Irrespective of the numerous small-scale clothing or fashion industries in Ghana, consumers still rely on the importation of western garments. This is because apprenticeship training in garment has not been fully accorded the necessary attention and recognition as compared to formal training. The study was therefore conducted to examine some challenges facing the traditional apprenticeship training system in dressmaking and tailoring. Qualitative research design was employed and under it, descriptive method was used. Purposive sampling technique facilitated in selecting thirty (30) master craftsmen and apprentices who have spent three consecutive years in the trade within the study area. Questionnaire appeared to be the main instrument for gathering the requisite data for the study. The study reveals that key measures proposed by Past and Current governments for improving the standard of apprenticeship training in the dressmaking and tailoring sector have not been very effective. The absence of universal training modules and monitoring is affecting the industry. A national structured modules and support from higher clothing institutions, among other important factors are recommended for helping improve and sustain the traditional apprenticeship system in the garment production sector.