The High Priest entered the Holy of Holies on Yom Kippur, the Day of Atonement, specifically in the morning after the morning sacrifice. This event occurred once a year, and it was a solemn moment for atonement for the sins of the people of Israel. The exact timing can vary based on the specific traditions and interpretations, but it was traditionally done after the morning rituals were completed.
There hasn't been a temple in Jerusalem for 1932 years. When it did exist and was the central focus of the Jewish religion and culture, the single individual to ever enter the Holy of Holies was the Kohen Gadol ("high priest"), and he did so exactly one time in the year ... as a part of the service on Yom Kippur (Day of Atonement).
The high priest could only enter the Holy of Holies on Yom Kippur, the Day of Atonement.
In the Old Testament the Israelites are given specific instructions on their way of worship. One of these rules is that only the priests could enter the Holy Ground and only the High Priest was allowed to enter the Holy of Holies where God was.
they would tie a rope around his wast so if he dies in the Temple they can pull him out In the Second Temple period, some people who were unfit took the position of High Priest. When they entered the Holy of Holies on Yom Kippur, they died, since they lacked the ability to handle the spiritual power of that place. The other priests had to devise a plan to pull the dead body out, since no one other than the High Priest was allowed to enter in the Holy of Holies. So they tied a golden rope to the High Priest's leg when he entered the Holy of Holies on Yom Kippur. Those waiting outside the Holy of Holies would listen for the bells on the bottom of the High Priest's robe, to see if he was still alive. (sources: Zohar - Acharei Mot 67a, Emor 102a; Talmud - Yoma 53b; Me'am Loaz; Arbanel - Exodus 28:33)
He entered by walking in. During the Yom Kippur service in the Holy Temple, the Kohen Gadol entered the Kodesh Kodashim (Holy of Holies) several times, to sprinkle the blood of the goat and the bull, to offer up the incense, and (later the same day) to remove the incense-burner. For more detail, see Leviticus ch.16.
Because God commanded it (Leviticus ch.16). It was an act of atonement (ibid).
Zechariah, the father of John the Baptist.
When not officiating the High Priest wore a coat, breeches, girdle, and a cap. When officiating he wore a breastplate, the ephod, the girdle (this one bound the ephod to the body), the miter (this replaced the cap, underneath these he wore his breeches and coat).
A vestment worn by ancient Hebrew priests.It is something the Jewish High Priest wore when going into the Holy of Holies in the Temple of the Lord.There is an occasion that the High Priest was wearing the Ephod to inquire of the Lord for King David.
The veil of the temple was 3 inches thick and if you study out the veil and the history of the temple, you will find that it was the spirit of God that did the transferring. Just as when you or anybody really prays beyond the flesh and enters into that secret place with God so it is with the holy of holies. If you were not holy or consecrated unto God you could not get through the veil. Not once is a high priest killed in the Holy of Holies if you study it out you will find that.The priest would wait at the veil and God would transfer them from one side to the other by means of his spirit "only" if they were holy and he accepted them because of it. If he did not except the sacrifice the priest couldn't even get through the veil. Its a wonderful experience because the priest had to have blood in one hand on a laver and a incense in the other to sprinkle the blood on the ark and to offer the incense as a sweet prayer from the people. Neither could touch the ground and there is no opening in the veil contrary to belief so the spirit of the Lord did it.Jewish answer:The above answer is replete with mistakes:1) There were two veils between the Holy of Holies and the sanctuary, not just one.2) No "transferring" took place. Rather, the easternmost veil was folded back a little bit on its southern end, and the westernmost veil was folded back a little on its northern end. The Kohen Gadol would enter between the veils at the southern fold. He would walk between the veils (there was about 15 inches of space between them) until he reached the northern end. There, the folded-back edge of the inner veil enabled him to enter the Holy of Holies. This is described explicitly in the Mishna and Talmud (Yoma 51b and 52b).3) The Kohen did not carry the blood and the incense at the same time.
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The Ark of the Covenant was kept in the Holy of Holies.