The interpretation timeline
Isaiah 5:22 Douay-Rheims

Woe to you that are mighty to drink wine, and stout men at drunkenness.

1105 – 1875 7 witnesses

Scholastic

c. 1100 – 1500
1105
A.D.
Rashi Jewish
1040–1105
“to mix strong wine Heb. לִמְסֹךְ. To mix (לִמְזֹג) strong wine. Preparation [of the beverage] is called מֶסֶךְ.”
1167
A.D.
Ibn Ezra Jewish
1089–1167
“Woe unto them that are mighty to drink wine, etc. They lose their reason through drunkenness. לנסוך = למסוך To pour out, though these words have different roots, נסך and מסך. Comp. מסכה she poured (Prov. 9:2)”
1256
A.D.
Thomas Aquinas Catholic
1225–1274
“Woe to you who call evil good. Here is set down the vanity as to the excusing of sin; and first as to the effect, evil for good: Micah 7: they call the evil of their own hands good; second as to the understanding, light for darkness, truth for error: John 3: men loved darkness more than light; third as to the affection, bitter into sweet, esteeming the life of sin sweet. Wisdom 14: and it was not enough for them to have erred concerning the knowledge of God, but living in a great war of ignorance, they call so many and so great evils peace. Woe to you who are wise. Here is set down the third vanity as to the presumption of sinning, which concerns three things. First, the wisdom of the heart, both in speculative matters, who are wise: Proverbs 3: be not wise in your own estimation: and in practical matters, prudent. Romans 12: do not be prudent in your own estimation. Second, as to the power of the body for sinning: who are mighty to drink: they boast that they can drink much, and become drunk, on account of the custom of the land in which mixed wine is drunk. Below, 41: let the islands be silent toward me, and let the nations change strength. Proverbs 2: they rejoice when they have done evil, and exult in most wicked things. Third, as to authority, who justify — that is, you say that you are of such great authority that at your own pleasure you can justify the impious, so that whatever pleases you may have the force of law: below, 10: woe to those who make unjust laws, and who, writing, have written injustices. Proverbs 17: and he who justifies the impious, and he who condemns the just. Micah 3: and if anyone has not put something into their mouth, they sanctify war against him. Because of this, as it devours. Here he threatens punishment. And first he sets down the punishment of consumption under the metaphor of fire. Because of this, that you draw iniquity, setting for yourselves a root in sins. As the flame of fire burns up the stubble which it touches, and the heat of the flame burns that which is distant: for persecution kills those it takes captive, and afflicts others: Deuteronomy 32: without, the sword shall lay them waste, and within, dread: so their root shall be as ashes, as to those things in which they trusted — whether fathers or kinsmen — and their offshoot, the sons, shall go up as dust; in which is noted the strength arising from those causes. Malachi, last chapter: and all the proud, and all who do wickedness, shall be stubble, and it will set them ablaze. Second, he sets down the process and order of the punishment; and first he sets down the cause of the punishment, and especially as to the first vanity, whence he says: for they have cast away the law, despising it in heart, and have blasphemed the holy word of Israel, mocking with the mouth. Jeremiah 32: they have not obeyed your voice, and have not walked in your law. Second, the anger of the one who punishes; therefore he was angry: he speaks after the manner in which the process of anger occurs in men. Psalm 105: the Lord was angry with fury. Third, the infliction of the punishment: and he stretched out his hand, of power to strike, which, folded, he had held back in sparing. Zephaniah 2: and he shall stretch out his hand over the north, and destroy Assyria, and make the beautiful one a wilderness. Fourth, the effect of the punishment in the destruction of the great ones: the mountains were troubled, that is, the great ones, from fear. The Gloss says that he speaks hyperbolically. But against this: then the prophet would have exceeded the truth. And it must be said that in some writings, "hyperbolically" is taken for an excess of truth simply, but in sacred Scripture for an excess of truth according to the opinion of men; as if he were to say: the trouble will be beyond what could be believed. Or otherwise, hyperbole is a certain trope, and in figurative expressions one thing is said and another is understood. Hence there is no falsity as to the sense which it intends to convey, just as also in metaphor; as if he were to say: so great will the trouble be, that the mountains, if it were possible, would be troubled. Psalm 45: the mountains were troubled, etc. And as to the vileness of bodies, they became carcasses. Jeremiah 8: they shall not be gathered nor buried; they shall be as dung upon the face of the earth. The same, 16: they shall die of grievous deaths, and shall not be lamented, and shall not be buried; they shall be as dung upon the face of the earth.”
Source

Post-Reformation

c. 1650 – 1900
1771
A.D.
John Gill Reformed
1697–1771
“Woe unto them that are mighty to drink wine,.... That can bear a great deal, and not be overcome and intoxicated with it; that try their strength this way with others, and get the mastery and glory in it: not mighty to fight their enemies, as Kimchi observes, and defend their country, but to drink wine; by which their strength was weakened: wherefore some think soldiers are particularly designed, given to drinking, who are derided and mocked, as being valiant in the warfare of Bacchus, and not of Mars: and men of strength, to mingle strong drink; in the cup, and then drink it: or "men of war"; the same with "mighty" before. The Targum interprets it, "men of riches": who can afford to drink wine and strong drink; which carries the sense not to the strength of their bodies, but of their purses: the former sense seems best. The Scribes and Pharisees loved the cup and the platter, and to be at feasts, and to have the uppermost seats there, Mat 23:6 and that those that sat in Moses's chair are intended appears from the following words.”
Source
1849
A.D.
1774–1849
“Drink. Hebrew, “mix shecar.” People generally mixed wine and water. They also strove who could drink most, and the Greeks had a feast for this purpose, (Calmet) which they styled Choas, for the measure which was to be swallowed down. (Aristophanes, Acharn. act. iv. 4. and 5. ultra) — Cyrus the younger boasted to the Greek ambassadors, that “he could drink and bear more wine than his brother.” (Plut.[Plutarch?] in Artax.)”
Source
1871
A.D.
1871
“Sixth Woe--against corrupt judges, who, "mighty" in drinking "wine" (a boast still not uncommon), if not in defending their country, obtain the means of self-indulgence by taking bribes ("reward"). The two verses are closely joined [MAURER]. mingle strong drink--not with water, but spices to make it intoxicating (Pro 9:2, Pro 9:5; Sol 8:2). take away the righteousness--set aside the just claims of those having a righteous cause.”
Source
1875
A.D.
Keil & Delitzsch Lutheran
1861–1875
“The sixth woe: "Woe to those who are heroes to drink wine, and brave men to mix strong drink; who acquit criminals for a bribe, and take away from every one the righteousness of the righteous." We see from Isa 5:23 that the drinkers in Isa 5:22 are unjust judges. The threat denounced against these is Isaiah's universal ceterum censeo; and accordingly it forms, in this instance also, the substance of his sixth and last woe. They are heroes; not, however, in avenging wrong, but in drinking wine; they are men of renown, though not for deciding between guilt and innocence, but for mixing up the ingredients of strong artistic wines. For the terms applied to such mixed wines, see Psa 75:9; Pro 23:30, Sol 7:3. It must be borne in mind, however, that what is here called shecâr was not, properly speaking, wine, but an artificial mixture, like date wine and cider. For such things as these they were noteworthy and strong; whereas they judged unjustly, and took bribes that they might consume the reward of their injustice in drink and debauchery (Isa 28:7-8; Pro 31:5). "For reward:" ēkeb (Arab. ‛ukb; different from âkēb, a heel, = ‛akib) is an adverbial accusative, "in recompense," or "for pay." "From him" (mimmennu) is distributive, and refers back to tsaddikim (the righteous); as, for example, in Hos 4:8.”
Source
Modern · 1953 →

The in-app commentary runs from the Fathers to the early-modern record, then stops — that's where the public-domain sources end, not where the reading does. For the modern reading, follow the sources directly.