Skylight is the follow up to 2016s widely-acclaimed breakthrough album, Cardinal. In 2017, Pinegrove moved into a rural farmhouse in upstate New York to make their new album Skylight, living, working and recording together. This DIY ethos solidifies Pinegrove's position at the epicenter of a creative community, where they've adopted a "friends first policy" when cycling through the band's touring iteration.

Skylight is "an album about happiness, figuring out how to be optimistic and realistic. To be effectively optimistic, you have to establish relationships with darkness and disappointment. The position of optimism is earned." Hall's "classic American melodies" and emotionally direct lyrics, blend seamlessly with alt-country instrumentation and experimental rhythms of drummer Zack Levine. The band are confident in their idiosyncrasy, dropping pop structures when they no longer fit. The songs swing between wider extremes - whisper to full-belt and back again, treading mid-air - and Pinegrove more exactly, more full-throatedly say what they've been trying to say.