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Seasonal I think has merit in paintings. I'm of course referring to whatever natural season it is like winter, fall, spring, summer. I don't like holiday paintings though, unless it has to deal with a subject that's not usually touched on or is extremely unique.
Holiday paintings, as mentioned, are not as timeless as other subjects and may in fact deter people from the painting. For example, Christmas paintings may depress people that dread the holidays. Of course after Christmas is over, you would not want the painting still hanging on the wall. The painting would become more decorative than anything.
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