פירוש על שמואל א 1:3

This man would go up. This is the present tense, i.e., he would go up from one appointed season to another, to Shilo.⁸He would go to Shiloh on the three pilgrimage festivals of Pesach, Shavuos and Sukkos. The Midrash Aggadah [renders] that the route he followed this year he did not take the next year in order to publicize [his pilgrimage] to the Bnei Yisroel that they should do likewise.⁹See Talmud Yerushalmi, Berachos 9:5.

This man used to go up: His custom was always to go up to Shiloh every year, to bow down and sacrifice to God.

On a set basis. The intention is either yearly or each festival as the Torah commands. The more correct interpretation is that every year he would ascend there with his wives and children. And this is the intention when it says "This man would ascend from his city on a set basis". That once every year he would ascend from his city, in a way that there remained no one in his house. Even women and children.