I've written before about how I'm trying to listen to music that I actually enjoy. I've been noticing a trend when it comes to listening to classical music. My heart seems to respond the most to pieces that were written around the transition into the 1900s. And these can be by composers who range from the tail end of the classical period, to the thick of the romantic period, to the first half of 20th century music: Beethoven, Brahms, Chopin, Debussy, Stravinsky, Mahler, Tchaikovsky, Gershwin, Copland, and even Joplin's ragtime music leading us into early jazz, and the likes of Kurt Weill and Cole Porter in musical theatre.
I'm trying to put my finger on what exactly stirs me up about these works. I think it's because from the Romantic period onward, deep emotion and self-expression became strongly appreciated in composition. Composers began to break from the conventions of the classical era, all the while utilizing all the "tricks of the trade" to create works that were at times epic and sweeping, at others solemn and introspective. Programmatic music became really popular at this time as well, with composers painting scenes or telling stories through their music - Beethoven's 6th and Stravinsky's Firebird come to mind. This emphasis on emotion carried on into the 20th century world of Expressionism, though I often feel a bit emotionally alienated by the exploration of atonality by Schoenberg and others. And while I appreciate a lot of the deconstructive work of late 20th century composers, I often find that I don't necessarily want to sit and listen to their work.
Now, I'm NOT a musicologist. There are probably all sorts of exceptions to everything I wrote above. And, of course, emotion and self-expression have continued to be a compositional value to this day (just listen to film scores!). But there's this turn-of-the-twentieth sweet spot for me; I really identify with what the major composers were trying to accomplish. They were using the existing musical sensibilities and conventions of their day to capture listener's hearts. What could be more musical theatre than that?