I read this one in the early to mid 80s, I believe it was contemporary. A high school girl has a crush on her teacher, and they end up having an affair. This is NOT Love is One of the Choices by Norma Klein. I remember that she had a chess set that her grandfather (I think) had made for her. She brings that to school and they play chess. I think they go away on a ski weekend. The book was pretty racy for a YA book at that time! I feel like the cover has a picture of them embracing in the snow. I don’t think it was part of any series. Would love any leads!
Lost Classics of Teen Lit: Name That Book! 