Naaleh.com has a large variety of classes on the month of Elul and Rosh Hashana.
Here is just a sampling of some of the classes available:
In this interactive Torah class (shiur) on the simanim of Rosh Hashana, Rabbi Shimon Isaacson discusses the concept of eating symbolic foods during the evening meal of Rosh Hashana.
In this shiur (class) on Teshuva, Rabbi Hanoch Teller outlines the path to true repentance. Peppered with inspirational, poignant, and humorous stories, the theme of Teshuva is masterfully illustrated with real life examples.
In this Torah shiur (class) on the month of Elul, Rabbi Beinish Ginsburg connects the message of the blowing of the shofar, which is done every day of the month, to the essence of the month of Elul.
In this shiur (Torah class) on Rosh Hashana, Mrs. Shira Smiles raises some questions and answers to remind us of the basic ideas of the holiday.