This study deals with the prepositional alternations of in and at in the ‘Verb in/at V-ing’ constructions, with the purpose of identifying their syntactic and semantic characteristics as well as investigating the linguistic factors that distinguish between two constructions. For doing these works, this study adopts two different methodologies focusing on the data extracted from COCA; collostructional analysis and semantic-functional analysis. As the results, this study proposes the constructional meanings of each construction: the in V-ing construction conveys the meaning of carrying out the event as its basic sense whereas the at V-ing pattern expresses the aim relation with the purpose of attempting to do something with its goal. The evidence can be provided by the results from raw frequency as well as collostructional analysis that succeed occupies the top position as a collexeme most strongly attracted to the in V-ing construction and that the verb aim occupies the top position as a collexeme most strongly attracted to the at V-ing construction. From the second analysis, this study could identify the four linguistic characteristics of these two patterns. These results support the claim that there must be some collocational restrictions in syntactic and semantic aspects of each construction.