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It is often said that Halloween is not the "harmless" holiday it is thought to be, instead it is believed to be a pagan ritual which dates back to the ancient Celtic Druids. According to the article "Should Our Kids Celebrate Halloween?" in Catholic Digest Hall ....

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.... Souls Day in France. During the 14th and 15th centuries when Europe was hit by outbreaks of the bubonic plague, about half of its population was wiped out. Since life spans were greatly shortened because of the plague, Catholics began to focus on the after life. The number of Masses help largely increased and people of all social classes gathered to dress in different garments and lead lost spirits to the tomb in a daisy chain which became known as the "Dance of Death". Dressing up did not become part of Halloween until the creation of the British colonies in North America. During that period of time, Catholics had no legal rights in England. ....