"More than a thousand years ago “Christians” confronted pagan rites by appeasing the lord of death and evil spirits. Halloween's unsavory beginnings preceded Yeshua’s birth when the druids, in what is now Britain and France, observed the end of summer with sacrifices to the gods. It was the beginning of the Celtic year and they believed Samhain, the lord of death, sent evil spirits abroad to attack humans, who could escape only by assuming disguises and looking like evil spirits themselves."
The custom of wearing costumes, especially costumes imitating evil spirits, is rooted in the Celtic pagan culture. Most of our Halloween practices can be traced back to the old pagan rites and superstitions.
Samhain, from 31 October to 2 November was a time of no-time. Celtic society, like all early societies, was highly structured and organized, everyone knew their place. But to allow that order to be psychologically comfortable, the Celts knew that there had to be a time when order and structure were abolished, when chaos could reign. And Samhain, was such a time. Time was abolished for the three days of this festival and people did crazy things, men dressed as women and women as men. [This happened at Beltane too] Farmers’ gates were unhinged and left in ditches, peoples’ horses were moved to different fields, and children would knock on neighbors doors for food and treats in a way that we still find today, in a watered-down way, in the custom of trick-or-treating on Halloween.
But behind this apparent lunacy, lay a deeper meaning. The Druids felt that these three days had a special quality about them. They believed the veil between this world and the World of the Ancestors was drawn aside on these nights, and for those who were prepared, journeys could be made in safety to the ’other side’. The Druid rites, therefore, were concerned with making contact with the spirits of the departed, who were seen as sources of guidance and inspiration rather than as sources of dread. The dark moon, the time when no moon can be seen in the sky, was the phase of the moon which ruled this time, because it represented a time in which our mortal sight needed to be obscured in order for us to see into the other worlds.
The dead were honored and feasted, not as the dead, but as the living spirits of loved ones and of guardians who held the root-wisdom of the tribe. With the coming of “Christianity”, this festival was turned into Halloween (31 October), All Hallows [All Saints Day] (1 November), and All Souls Day (2 November). Here we can see most clearly the way in which “Christianity” built on the Pagan foundations it found rooted in these isles. Not only does the purpose of the festival match with the earlier one, but even the unusual length of the festival is the same.
The “Christian Church” was unable to get the people to stop celebrating this holiday, so they simply sprinkled a little holy water on it and gave it new names, as they did with other Paleopagan holidays and customs. This was a form of calendrical imperialism, co-opting Paleopagan sacred times,
The complications of Halloween go far beyond its pagan roots, however. In modern culture, Halloween has become not only a commercial holiday, but a season of cultural fascination with evil and the demonic. Even as the society has pressed the limits on issues such as sexuality, the culture's confrontation with the "dark side" has also pushed far beyond boundaries honored in the past. So what is a believer to do with this information? My suggestion is to do what the Scripture says.
Law of Possessing the Land Num 33:50-52
50Then the LORD spoke to Moses in the plains of Moab by the Jordan opposite Jericho, saying, 51“Speak to the sons of Israel and say to them, ‘When you cross over the Jordan into the land of Canaan, 52then you shall drive out all the inhabitants of the land from before you, and destroy all their figured stones, and destroy all their molten images and demolish all their high places;
Laws of the Sanctuary Deuteronomy 12:1-5
1“These are the statutes and the judgments which you shall carefully observe in the land which the LORD, the God of your fathers, has given you to possess as long as you live on the earth. 2“You shall utterly destroy all the places where the nations whom you shall dispossess serve their gods, on the high mountains and on the hills and under every green tree. 3“You shall tear down their altars and smash their sacred pillars and burn their Asherim with fire, and you shall cut down the engraved images of their gods and obliterate their name from that place. 4“You shall not act like this toward the LORD your God. 5“But you shall seek the LORD at the place which the LORD your God will choose from all your tribes, to establish His name there for His dwelling, and there you shall come.
Rehoboam Misleads Judah 1Kings 14:22-24
22Judah did evil in the sight of the LORD, and they provoked Him to jealousy more than all that their fathers had done, with the sins which they committed. 23For they also built for themselves high places and sacred pillars and Asherim on every high hill and beneath every luxuriant tree. 24There were also male cult prostitutes in the land. They did according to all the abominations of the nations which the LORD dispossessed before the sons of Israel.
1 Timothy 4
1But the Spirit explicitly says that in later times some will fall away from the faith, paying attention to deceitful spirits and doctrines of demons,
11Do not participate in the unfruitful deeds of darkness, but instead even expose them; 12for it is disgraceful even to speak of the things which are done by them in secret. 13But all things become visible when they are exposed by the light, for everything that becomes visible is light. 14For this reason it says,
And arise from the dead,
And Christ will shine on you.”
15Therefore be careful how you walk, not as unwise men but as wise,16making the most of your time, because the days are evil.
8Finally, brethren, whatever is true, whatever is honorable, whatever is right, whatever is pure, whatever is lovely, whatever is of good repute, if there is any excellence and if anything worthy of praise, dwell on these things.
11Do this, knowing the time, that it is already the hour for you to awaken from sleep; for now salvation is nearer to us than when we believed. 12The night is almost gone, and the day is near. Therefore let us lay aside the deeds of darkness and put on the armor of light.
In short it seems pretty conclusive that God has given us a clear scriptural mandate concerning what we should avoid and what we should cling to. So please be very careful not to take the days that were dedicated to Satan and try and co-opt them for God. That flies in the face of God and invalidates His appointed times and seasons and replaces them with pagan high places.