This paper was set to determine and analyze the factors that affect the growth of tailoring and dressmaking enterprises in Eldoret. The tailoring and dressmaking enterprises studied were appraised with respect to the characteristics of the owner managers and their enterprises. It revealed that most of the tailoring and dressmaking enterprises were in disengagement stage either not growing or having a slight growth. Inadequacy of availability of finances, poor business management skills, poor marketing and entrepreneurial attribute of the owner managers were found to be statistically significant in determining growth of these enterprises.