Lyric discussion by Redhawk30 

Cover art for Chagrin Falls lyrics by Tragically Hip, The

This song is about a man who has an affair while travelling (most likely on business). It seems both parties may have been travelling to this place. He comes home to his marriage, feels he must tell his wife, and she leaves. He has regret (chagrin) come over him, slowly and steadily, like maddening droplets.