In recent years, a number of papers have been devoted to the study of roots of period polynomials of modular forms. Here, we study cohomological analogues of the Eichler-Shimura period polynomials corresponding to higher $L$-derivatives. We state general conjectures about the locations of the roots of the full and odd parts of the polynomials, in analogy with the existing literature on period polynomials, and we also give numerical evidence that similar results hold for our higher derivative period polynomials in the case of cusp forms. We prove a special case of this conjecture in the case of Eisenstein series.