@peacecrusader888,
These puzzles are solved by my discovery that the Israelites were using two kinds of calendars during the time of Jesus: a lunar calendar and a lunisolar calendar.
The lunar calendar had the Passover Festival and the Feast of the Dedication in it. As such, the festivals were retrogressing through the seasons. During the crucifixion of Jesus, the Passover Festival was in the month of Av.
In the lunisolar calendar, on the other hand, New Year's Day (Tishri 1), Day of Atonement (Tishri 10), and the Feast of Tabernacles (Tishri 15-22) were fixed. Hence, they were held in the same season every year.
Hillel II reformed the Jewish calendar and merged these two calendars as one in AD 358/359 which form remains in use until today.