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“Paul was praising the colossians for having the courage to keep the Lord’s feasts, and observing the Biblical calendar.”

I think Albert Barnes makes more sense, because of what Paul actually wrote.

“(4) If we look into the Epistle itself, we shall be able to determine with some degree of certainty the errors which prevailed, and which it was the design of this Epistle to correct, and we shall find that they correspond remarkably with what we might anticipate, from what we have seen to be the errors abounding in that region.

(a) Their first danger arose from the influence of philosophy; Colossians 2:4-8. The apostle warns them to beware lest any one should “beguile them with enticing words;” he cautions them against “philosophy and vain deceit “ - a philosophy that was based on the “tradition of men,” “after the rudiments of the world, and not after Christ.” Such philosophy might be expected to prevail in those cities so near to Greece, and so much imbued with the Grecian spirit, and one of the chief dangers which would beset them would arise from its prevalence.

(b) A second source of danger referred to, was that arising from the influence of those who insisted on the observance of the rites and customs of the Jewish religion. This the apostle refers to in Colossians 2:16. “Let no man, therefore, judge you in meat or in drink, or in respect of an holy day, or of the new moon, or of the Sabbath days.” These are subjects on which the Jews would insist much, and in this respect the disciples of John would be likely to sympathize entirely with them. It is evident that there were those among them who were endeavoring to enforce the observance of these things.”

http://www.studylight.org/commentaries/bnb/view.cgi?bk=50&ch=0

Here is what Paul wrote:

“See to it that no one takes you captive by philosophy and empty deceit, according to human tradition, according to the elemental spirits of the world, and not according to Christ. For in him the whole fullness of deity dwells bodily, and you have been filled in him, who is the head of all rule and authority. In him also you were circumcised with a circumcision made without hands, by putting off the body of the flesh, by the circumcision of Christ, having been buried with him in baptism, in which you were also raised with him through faith in the powerful working of God, who raised him from the dead.

And you, who were dead in your trespasses and the uncircumcision of your flesh, God made alive together with him, having forgiven us all our trespasses, by canceling the record of debt that stood against us with its legal demands. This he set aside, nailing it to the cross. He disarmed the rulers and authorities and put them to open shame, by triumphing over them in him.

Therefore let no one pass judgment on you in questions of food and drink, or with regard to a festival or a new moon or a Sabbath. These are a shadow of the things to come, but the substance belongs to Christ. Let no one disqualify you, insisting on asceticism and worship of angels, going on in detail about visions, puffed up without reason by his sensuous mind, and not holding fast to the Head, from whom the whole body, nourished and knit together through its joints and ligaments, grows with a growth that is from God.

If with Christ you died to the elemental spirits of the world, why, as if you were still alive in the world, do you submit to regulations— “Do not handle, Do not taste, Do not touch” (referring to things that all perish as they are used)—according to human precepts and teachings? These have indeed an appearance of wisdom in promoting self-made religion and asceticism and severity to the body, but they are of no value in stopping the indulgence of the flesh.”

He is clearly rejecting the demands of Jewish ritual and works of the Law, and emphasizing the completed work of Christ.

Nor does Hebrews endorse the Torah as the Gospel - indeed, there would be no need for a New Covenant unless there was something about the Old that needed replacing.

“For Jesus has been counted worthy of more glory than Moses—as much more glory as the builder of a house has more honor than the house itself. (For every house is built by someone, but the builder of all things is God.) Now Moses was faithful in all God’s house as a servant, to testify to the things that were to be spoken later, but Christ is faithful over God’s house as a son. And we are his house if indeed we hold fast our confidence and our boasting in our hope.”

That is NOT boasting of the Gospel of the Torah!

John Gill also makes a reasonable interpretation:

“Colossians 2:9, nor did they need any Jewish ordinances, particularly circumcision, since they were partakers of another and better circumcision in Christ; and besides, were buried in baptism with him; and even though they had been dead in sin, and in their fleshly uncircumcision, yet they were alive, quickened with Christ, and had the forgiveness of all their sins for his sake; who had freed them from the ceremonial law, and had rid them of all their former lords and masters, and had brought them into the liberty of the Gospel,

Colossians 2:11, wherefore he concludes, by way of exhortation and advice, first with respect to Jewish ceremonies, not to suffer them to be imposed upon them, or to regard the censures of men for the non-observance of them, since these were but shadows, of which Christ is the substance”

http://www.studylight.org/commentaries/geb/view.cgi?bk=50&ch=2

Unlike your interpretation, it makes sense of the text instead of turning the text on its head...