Read over the passage where Dexter skis on the snow-covered fairways and feels a sense of melancholy. Write a poem or a short sketch describing a scene in nature and your—or a character' s—emotional response to it.

Read one of the other stories in Fitzgerald's collection All the Sad Young Men and compare its style and themes to that of "Winter Dreams."

If you were going to make a film version of the story, how would you cinematically represent Dexter's "winter dreams?"

Investigate the consequences the Depression had on the lives of Americans who had been wealthy during the 1920s. How many lost their fortunes? How did they survive?