Sukkot begins on the fifth day after Yom Kippur and is the last of the three Biblical pilgrimage festivals. It is a significant change from one of the most solemn holidays in the year to one of the most joyous. It is so joyful that it is commonly referred to in Jewish prayer and literature as the Season of our Rejoicing.
Historically, Sukkot commemorates the forty-year period during which the children of Israel were wandering in the desert, living in temporary shelters. Agriculturally, it is a harvest festival and is sometimes referred to as the Festival of Ingathering. The word "Sukkot" literally means "booths" referring to the temporary dwellings that we are commanded to live in during this holiday in memory of our nomadic wandering and harvest gathering.
We remember that Jesus said, "The harvest is plentiful, but the workers are few. Ask the Lord of the harvest, therefore, to send out workers into his harvest field." (Luke 10:2)