What Hugo-winning episode sends Kirk and Spock to 1930s New York?

The Hugo-winning episode that sends Kirk and Spock to 1930s New York is “The City on the Edge of Forever.”

In the story, Dr. McCoy accidentally travels through the Guardian of Forever and changes history. Kirk and Spock follow him to Depression-era New York, where they discover that McCoy has saved Edith Keeler from a traffic accident.

Keeler’s survival would lead to a peace movement that delays the United States’ entry into World War II, allowing Nazi Germany to win. Kirk must therefore let Keeler die, despite falling in love with her, so history can be restored.

The episode was written by Harlan Ellison, with later contributions from several Star Trek writers, and directed by Joseph Pevney. It first aired on April 6, 1967, and won the 1968 Hugo Award for Best Dramatic Presentation. A common mix-up is confusing the Hugo-winning episode with “The Trouble with Tribbles,” which was also nominated that year but lost to it.