It's So Hard to Tell Who's Going to Love You the Best is the debut album by American folk blues musician Karen Dalton, originally released in 1969 by Capitol Records (see 1969 in music).

The album was subsequently reissued on CD by the Koch label in 1997. Extended liner notes were written by Peter Stampfel of the Holy Modal Rounders, who writes:

She was the only folk singer I ever met with an authentic 'folk' background. She came to the folk music scene under her own steam, as opposed to being 'discovered' and introduced to it by people already involved in it."

In 1999, Megaphone issued the album again, this time with new packaging, a new booklet and a DVD with archival footage.

In 2009, Light In The Attic Records, once again, reissued the album on vinyl with new packaging and liner notes.