when would the priest enter the holy of holies
Holy of Holies The Holy of Holies was covered by a veil, and no one was allowed to enter except the High Priest, and even he could only enter once a year on Yom Kippur (the day of atonement), to offer the blood of sacrifice and incense before the mercy seat. The Bible reports that in the wilderness, on the day that the tabernacle was first raised up, the cloud of the Lord covered the tabernacle (Exodus 40:33-40:34). There are other times that this was recorded, and instructions were given that the Lord would appear in the cloud upon the mercy seat (kapporet), and at that time the priests should not enter into the tabernacle (Leviticus 16:2). According to the Hebrew Bible, the Holy of Holies contained the Ark of the Covenant with representation of Cherubim. Upon completion of the dedication of the Tabernacle, the Voice of God spoke to Moses "from between the Cherubim" (Numbers 7:89).
Epistle to the Hebrews The use of tabernacle terminology in Hebrews has been used to date the epistle before the destruction of the temple, the idea being that knowing about the destruction of both Jerusalem and the temple would have influenced the development of the author's overall argument. Therefore, the most probable date for its composition is the second half of the year 63 or the beginning of 64, according to the Catholic Encyclopedia.[17]