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According to someone I know with the last name, it derives from a name meaning "son of Richard." This might be speculation, but it has a little validity.

From Oxford University Press "American Family Name Origins"

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Dickerson
English (mainly East Anglia): patronymic from a pet form of Dick (http://www.behindthename.com/php/search.php?nmd=n&terms=dick).

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http://answers.com is a great source for surname info, as this database isn't very big yet.