With Summer transitioning into Fall, I've started listening to different music as well. Old records pulled out like comfortable sweaters, there are songs and artists that resound the mood of the season: stripped down and calm, evoking a quiet, autumnal decay.
Of course a lot of what ties these songs to the season is as personal as it is aesthetic. Fall, for whatever reason, reminds me especially of Chicago 2010. When I listen to The Tallest Man on Earth, I envision taking the stairs up to the Chicago Red Line, two at a time, trying not to miss my train to work; when I hear "You Are Not Alone" by Mavis Staples, I remember how it felt as though Staples was singing to me directly as I sat on a crowded bus; when I think of my 45min walk home after work, I think of the drifting melody of "Coyote Song" by Bright Eyes. It's funny that that Fall should be one of loving nostalgia, given how lonely I felt in the city that year; I felt so disconnected and cut off from everyone around me. But I think that's why the music from that period of time plays such an important role; it kept me company and helped me to feel connected to something bigger than myself, at a time when I was fresh out of college and felt so adrift in the world. Music was a grounding force, as it often is still today.
If you want to check out the playlist I put together for Fall (and continue to edit), you can listen here. It features some of the songs I was listening to in 2010 (those available on Spotify) among many others that get me into the spirit of the cool, misty season.