Kanon (2006), Yosuga no Sora: In Solitude, Where We Are Least Alone. Recommendations
-Both animes's setting/story goes by an omnibus format, and have small arcs for each heroine that doesn't diverge from the central plot of the story (with the setting intact)
Both involve male main characters who go back to a town they used to visit frequently when they were kids. They are both surrounded by girls and both are generally nice to them. Each girl gets an arc however, Haru in Yosuga has a more intimate relationship with the girls than yuichi from kanon.
Returning to the city in which he went on holidays. Childhood friends.
Both are animes of eroge visual novels in which the super sweet guy romances different girls, all of whom have a sad past. Though i would recommend Kanon because it has a much better story and characterization is good.