What is the meaning of Matthew 26?
Imagine knowing that in just a few hours, you would be betrayed by a close friend, abandoned by those who swore loyalty, and condemned to die unjustly. How would you respond? Would you run? Fight back? Or would you surrender to a higher purpose?
Matthew 26 isn’t just another chapter in the Bible—it’s the turning point of history. It invites us into the raw emotions of Yeshua’s (Jesus’) final hours before the crucifixion, where love and betrayal, anguish and obedience, collide in a breathtaking sequence of events. A woman breaks open an alabaster jar of extravagantly expensive perfume, pouring out her love on Jesus in an act of pure worship and devotion. And immediately afterwards, in ‘self-righteous’ disgust, Judas plots to betray Him for a mere thirty pieces of silver. Then we see the last Passover meal which becomes the first Lord’s Supper, the intense ‘crushing’ prayers in Gethsemane, and the moment of arrest—all unfold with divine precision, fulfilling ancient prophecies and revealing God’s ultimate plan of redemption.
This chapter is more than history; it speaks directly to us today. It exposes human frailty, yet magnifies the unwavering love of our Messiah. It challenges us to examine our own hearts—where do we stand when tested? As we explore Matthew 26, let’s step into the story and discover what it means for our faith, our struggles, and our walk with God.
Context of Matthew 26
Within the immediate context of Matthew’s Gospel, chapter 26 marks the beginning of the passion narrative, following Yeshua’s extensive teaching ministry and His final discourse about the end times in chapters 24-25. This positioning is crucial as it shows how the Messiah’s teachings about His kingdom culminate in His sacrificial death, which establishes that very kingdom.
The larger biblical context reveals how this chapter serves as a fulcrum point where numerous Old Testament prophecies converge. The Passover context recalls the exodus from Egypt, while the betrayal price of thirty pieces of silver echoes Zechariah 11:12-13. The suffering servant passages from Isaiah 53 find their vivid fulfillment in these events, demonstrating how the entire Hebrew Bible points to this decisive moment.
This chapter also bridges the old and new covenants, as Yeshua transforms the Passover meal into the New Covenant celebration, fulfilling Jeremiah 31:31-34. The events described here set the stage for the crucifixion, resurrection, and the birth of the early church, making it a crucial transition point in salvation history.
Ancient Key Word Study
- παραδίδωμι (paradidōmi) – “to hand over” or “betray” (v. 2, 15, 16, 21, 23, 24, 25, 45, 46, 48): This word appears repeatedly throughout the chapter, emphasizing the theme of betrayal. In the Septuagint, it was used for delivering someone into enemy hands, carrying both legal and covenantal implications. Its frequent use creates a stark contrast between human treachery and divine purpose.
- διαθήκη (diathēkē) – “covenant” (v. 28): This powerful term carries the weight of both testament and covenant, representing a binding agreement just like marriage. In the context of the Last Supper, Yeshua uses it to establish the New Covenant, fulfilling and transforming the old covenant represented by the Passover meal.
- Γεθσημανί (Gethsēmani) – “Gethsemane” (v. 36): Derived from the Hebrew words for “oil press,” this location name carries deep symbolism. Just as olives were crushed to produce oil, the Messiah was pressed with the weight of responsibility for the world’s sins in this garden.
- ἀγρυπνέω (agrypneō) – “to keep watch” (v. 38, 40, 41): This verb literally means “to be sleepless” and was used in military contexts for staying alert on guard duty. Its use here emphasizes both the spiritual warfare aspect of the moment and the disciples’ human weakness.
- ποτήριον (potērion) – “cup” (v. 39, 42): In Hebrew thought, the cup was a metaphor for one’s portion or lot in life, particularly divine judgment. Yeshua’s willingness to drink this cup shows His acceptance of the Father’s will and the judgment that should have been ours.
- ψευδομαρτυρία (pseudomartyria) – “false testimony” (v. 59): This compound word literally means “false witness” and carries strong legal connotations. It points to the corruption of justice and the fulfillment of Psalm 35:11 regarding false witnesses rising up.
- προφήτευσον (prophēteuson) – “prophesy” (v. 68): Used mockingly by Yeshua’s tormentors, this word ironically highlights His true prophetic role while fulfilling Isaiah 50:6 about the suffering servant.
- ἀλέκτωρ (alektōr) – “rooster or cock-crow” (v. 74): This ordinary word takes on extraordinary significance as the timekeeper of Peter’s denial, showing how God uses common elements to mark pivotal spiritual moments. See ‘Did you Know’ below for an alternative reading.
Question the Text:
- Matthew 26:7 – Why did the woman choose to pour such expensive ointment on the Messiah rather than selling it and giving to the poor, as some objected? What does this reveal about different perspectives on devotion and generosity?
- Matthew 26:14-16 – What was Judas’ motivation for betraying the Messiah? Was it purely financial, or was there a deeper disappointment or misunderstanding about His mission?
- Matthew 26:23-25 – Why does the Messiah reveal that one of the Twelve will betray Him without directly stopping Judas? What does this teach about free will and divine foreknowledge?
- Matthew 26:26-28 – How would the disciples have understood the Messiah’s words about His body and blood at the Last Supper? Would they have recognized this as a fulfillment of covenant imagery, or would it have seemed confusing at the time?
- Matthew 26:36-39 – Why does the Messiah ask the Father to let the cup pass from Him if He came for this purpose? What does this reveal about the tension between His human experience and divine mission?
- Matthew 26:47-50 – Why does Judas betray the Messiah with a kiss, an act typically associated with affection? What does this say about the nature of deception and hypocrisy?
- Matthew 26:51-54 – Why does the Messiah tell Peter to put away his sword, yet also say He could call down twelve legions of angels? How does this challenge expectations of how divine power should be used?
- Matthew 26:59-61 – Why were false witnesses needed if the religious leaders were determined to put the Messiah to death? What does this suggest about their own fears of legitimacy?
- Matthew 26:63-64 – Why does the Messiah remain silent until directly asked if He is the Son of God? What is the significance of His response referencing Daniel’s vision of the Son of Man?
- Matthew 26:69-75 – Why does Peter, one of the Messiah’s closest disciples, deny Him so vehemently even after declaring he would never fall away? What does this reveal about fear and human weakness?
Matthew 26 Unique Insights
The chapter contains several layers of meaning that become apparent when viewed through ancient Jewish eyes. The timing of events corresponds to the preparation of the Passover lamb in the Temple, where thousands of lambs were being examined for blemishes while the true Lamb of God was being questioned by the Sanhedrin. The Mishnah (Pesachim 5:3) details the precise timing of these Temple activities, providing a profound backdrop to the gospel narrative.
Rabbi Gamaliel’s school taught that four cups of wine were required at the Passover Seder, each representing one of the four promises in Exodus 6:6-7. When Yeshua took the cup after supper, it was likely the third cup, known as the “Cup of Redemption.” This timing adds deeper significance to His words about the New Covenant, as it connected His coming sacrifice with God’s promise of redemption.
The early church father Origen noted that the garden of Gethsemane served as a reversal of the Garden of Eden. In Eden, the first Adam chose his own will over God’s; in Gethsemane, the last Adam submitted His will to the Father. The Hebrew word “Gethsemane” (גת שמנים – “oil press”) suggests the crushing weight of this moment, where our Messiah was pressed like olives to produce the oil of joyful salvation.
The Talmud (Sanhedrin 43a) preserves a fascinating detail that for forty days before the execution of a criminal, a herald would go out and cry, “He is going forth to be stoned… whoever knows anything in his favor, let him come and plead it.” Matthew’s account shows how this legal requirement was corrupted in Yeshua’s trial, with the authorities seeking false testimony instead of truth.
Matthew 26 Connections to Yeshua
This chapter presents Yeshua as both the ultimate Passover Lamb and the inaugurator of the New Covenant. His actions at the Last Supper transform the ancient Exodus narrative into a new exodus, where liberation comes not from political bondage but from sin itself. The bread and wine become powerful symbols of His body and blood, establishing a new covenant relationship between God and humanity.
The chapter also reveals Yeshua’s dual nature as fully God and fully man. In Gethsemane, we see His human struggle with the impending cup of suffering, while His perfect submission to the Father’s will demonstrates His divine nature. This tension reaches its climax in His declaration before the Sanhedrin, where He openly claims divine identity by referencing Daniel 7:13-14, leading to the charge of blasphemy.
Matthew 26 Scriptural Echoes
The chapter resonates with numerous Old Testament passages:
- The betrayal price echoes Zechariah 11:12-13
- The scattered sheep fulfill Zechariah 13:7
- The false witnesses recall Psalm 27:12
- The cup of suffering connects to Psalm 75:8
- The Son of Man reference draws from Daniel 7:13-14
These connections demonstrate how the Hebrew Scriptures anticipated and illuminated the Messiah’s suffering and glory, hundreds of years in advance. No other ‘holy’ book has this claim.
Matthew 26 Devotional
This chapter challenges us to examine our own faithfulness in the face of pressure. Like Peter, we may confidently proclaim our loyalty to Yeshua, only to falter when testing comes. Yet the chapter also shows us the path to restoration through honest repentance and renewed commitment to God’s will over our own.
The Messiah’s example in Gethsemane teaches us how to face our own “cups” of suffering. His words, “Not as I will, but as You will,” provide a model for submitting our desires to God’s greater purpose. This submission isn’t passive resignation but active trust in the Father’s perfect plan.
We’re also reminded that even in our moments of greatest failure, God’s sovereign purpose prevails. Just as the disciples’ abandonment and Peter’s denial couldn’t thwart God’s redemptive plan, our failures don’t ultimately defeat God’s purpose for our lives when we return to Him in repentance.
Did You Know
- The “cock-crow” mentioned in Peter’s denial could refer to the Roman military trumpet that sounded the watch changes, as chickens were not permitted within Jerusalem’s city limits according to rabbinical law. Whether the Romans cared for this rule is another matter.
- The kiss of betrayal by Judas would have been especially painful in Jewish culture, where a kiss from a disciple to their rabbi was a sign of deep respect and submission to their teaching.
- The specific mention of “two days before Passover” places these events on what we would call Wednesday, as Jews counted partial days as full days in their reckoning.
- The alabaster flask broken by the woman contained spikenard, an expensive Persian perfume that would have cost about a year’s wages for a common laborer.
- The arrangement of guests at the Last Supper would have followed strict Jewish customs, with the most honored position being to the host’s left – likely where Judas was seated, making his betrayal even more poignant.
- The “hymn” sung after the Last Supper would have been the Hallel (Psalms 113-118), traditionally sung at Passover, making Yeshua’s final act of worship a proclamation of God’s faithfulness.
- The high priest’s tearing of his garments violated the biblical command in Leviticus 21:10, showing how the religious leadership was breaking their own laws in their zeal to condemn Yeshua.
- The servants who struck Yeshua were likely Temple guards, making their mockery of His prophetic office particularly ironic as they served in the very house of God.