Wassailing as a practice falls into two distinct categories; the House-Visiting wassail; very much similar to caroling, is the practice of people going door-to-door singing Christmas carols. In modern times it is most commonly known through reference in various traditional Christmas carols (e.g., “Here we come a-wassailing / among the leaves so green”). And the Orchard-Visiting wassail. The term refers to the practice of singing to trees in apple orchards in cider-producing regions of England to promote a good harvest for the coming year.
Wikipedia: Wassailing
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