If the year is a train, the High Holidays (AKA High Holy Days) are its engine. A delicate blend of joy and solemnity, feasting and fasting, prayer and inspiration make up the spiritually charged head of the Jewish year.
The High Holiday season begins during the month of Elul, when the shofar is sounded every weekday morning, a clarion call to return to G‑d in advance of the sacred days that lay ahead.
The two-day holiday of Rosh Hashanah is the head of the Jewish year, the time when G‑d reinvests Himself in creation as we crown Him king of the universe through prayer, shofar blasts, and celebration.
The High Holidays are followed by the seven days of Sukkot - celebrated by dwelling in the sukkah, taking the Four Kinds , and rejoicing - are followed by Shemini Atzeret/Simchat Torah (October 23-25).
Sukkot - when we expose ourselves to the elements in greenery-covered huts—commemorates G‑d sheltering our ancestors as they traveled from Egypt to the Promised Land. The Four Kinds express our unity and our belief in G‑d’s omnipresence. Coming after the solemn High Holidays, Sukkot is a time of joy and happiness.
The first two days (or one day in Israel) are yom tov, when work is forbidden, candles are lit in the evening, and festive meals are preceded with Kiddush and contain challah dipped in honey. The remainder of the days are quasi holidays, known as chol hamoed. We dwell in the sukkah and take the Four Kinds every day (except for Shabbat, when we do not take the Four Kinds).