Here is the key to [Colossians 2]. Paul is addressing the new Christians in the city of Colosse. Paul had never been there but was writing this letter to correct some erroneous and dangerous teachings he had evidently heard from Epaphras [Colossians 1:7][Colossians 4:12][Philemon 1:23] who had come to visit him in Rome while he was being detained.
Colossians was one of "Four" prison epistles written sometime around A.D. 59/61 and attempted to counter both Asceticism and Pharisaic legalism. Colosse was a hot bed of asceticism and many of the new Christians were still affected by pagan philosophy and regulations. They (the pagans) were passing judgment on the folks for their new found freedom in Christ feeling that any sincere belief system should include penance, abstinence, fasting and even self inflicted pain and suffering. The Christians of course did none of these.
All of of these new Christians had been either pagans or belonged to the Judaic sect of the Pharisees and this is why Paul stresses what he does. Let's look at [Colossians 2:8] Beware lest any man spoil you through philosophy and vain deceit, after the tradition of men, after the rudiments of the world, and not after Christ. The whole subject of Paul's discussion here is not of the Divine Laws of Our Lord but of Philosophy, vanity, worldliness, and man made tradition! Does this sound to you like an indictment of God's Holy Festivals and Sabbaths?
[Colossians 2:14] Blotting out the handwriting of ordinances that was against us, which was contrary to us, and took it out of the way, nailing it to his cross. Here is an interesting word that some feel is referring to the "Ten Commandments".....ordinances! 1378. dogma (dog'-mah) a law (civil, ceremonial or ecclesiastical) decree, ordinance. Paul isn't speaking about the Ten Commandments of God....he is referring to man made law or "Dogma".
Here are the only other places in the New Testament that use the word "Dogma".
[Acts 16:4] And as they went through the cities, they delivered them the decrees for to keep, that were ordained of the apostles and elders which were at Jerusalem.
[Acts 17:7] Whom Jason hath received: and these all do contrary to the decrees of Caesar, saying that there is another king, one Jesus.
[Ephesians 2:15] Having abolished in his flesh the enmity, even the law of commandments contained in ordinances; for to make in himself of twain one new man, so making peace.
So.....you see, when Paul says that Christ nailed these "Dogma" to the cross....it wasn't the Festivals and Sabbaths and Ten Commandments of Our Lord He was nailing. It was man made law and philosophy and worldly things like the pagan citizens of Colosse were familiar with. And when the Apostle tells these new Christians to ignore the criticisms of the pagans and Pharisees (verse 16) it was because Epaphras had taught them about the observance of God's Sabbaths, Festivals and New Moons. Paul was reinforcing the same observances.