In this article, we characterize all trees whose highest non-vanishing squarefree power of the closed neighborhood ideal is componentwise linear. In addition, we investigate the Castelnuovo-Mumford regularity of the $ν$-th squarefree power of the closed neighborhood ideal of trees and show that this number can be arbitrarily larger than the degree of the ideal. Finally, we give a formula for the regularity of $ν$-th squarefree power of the closed neighborhood ideal of caterpillar graphs.