On this day, the young women of Jerusalem would go out dressed in their white finery and dance in vineyards, in a courtship ritual that led to marriage.
Three lessons from Tu B’Av come to mind with regard to shidduchim specifically.
[a] Who are you – The Mishna tells us, the two happiest days for the Jewish People are Tu B’Av and Yom Kippur.
Yom Kippur, is one of the most intense days of the year. We spend 25 hours fasting and praying to Hashem to forgive our transgressions and allow us another year to fulfill our mission in this world, be with family and fulfill our potential. As hungry and exhausted as we may be, by the end of Yom Kippur, we feel cleansed, liberated, purified and exhilarating. We have made an internal introspection and are committed to bettering our actions throughout the coming year.