In September of which year will we celebrate the Jewish year 5757?

To figure this out, you can start with the provided clue and simply count forward. If the Jewish year 5755 began in the autumn of 1994, then the following year, 5756, would have begun in the autumn of 1995. Continuing that pattern, the Jewish year 5757 would have commenced in the autumn of 1996, making September of that year the correct time frame.

The reason the Jewish New Year falls in the autumn is because it follows the Hebrew calendar, which is different from the Gregorian calendar used by most of the world. The new year celebration is called Rosh Hashanah, which literally means "head of the year." It occurs in the Hebrew month of Tishrei, which typically corresponds to September or early October in the Gregorian calendar.

The Hebrew calendar is a lunisolar system, meaning its months are based on the cycles of the moon, but it also adds an extra month periodically to keep the calendar aligned with the solar year and its seasons. This is why the date of Rosh Hashanah shifts each year on the Gregorian calendar. The year number itself, like 5757, traditionally represents the number of years since the creation of the world as calculated from biblical accounts.