A self trimming pop-up sprinkler head that is able to cut/trim vegetation or herbaceous material that is negatively impacting the functionality of said sprinkler head. The self trimming pop-up sprinkler head comprises a main body, a trimming mechanism, and a piston assembly. The main body functions as the enclosure that receives pressurized fluid. The piston assembly functions as the telescoping/extendable component that is activated by the pressurized fluid. The trimming mechanism is the integrated component that is operatively coupled to the piston assembly and the main body. Through the operative coupling of said components, the trimming mechanism is able to cut/sever vegetation as well as herbaceous material through the ascending and descending actions of the pop-sprinkler. The trimming mechanism accomplishes this through the use of a pair of cleaver assemblies containing a scissionable alignment that cuts/severs vegetation or herbaceous material that intersects said alignment.