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Male Oliver Dewey Click to view Oliver Dewey in the family tree

Oliver was born in Sheffield, MA.1   Oliver's father was Jonathan Dewey and his mother was Elizabeth Sikes.  His paternal grandparents were Samuel Dewey and Sarah Weller; his maternal grandparents were Victory Sikes and Mary King. He had two brothers and four sisters, and also a sibling of unknown gender, named Jonathan, Samuel, Elizabeth, Sarah, Huldah, Rhoda and Pelatiah.  He died in December 1777.1 

1 phelps.FTW @ Tree #1353
Further sources/citations:
World Family Tree Vol. 1, Ed. 1 @ Tree #3310, phelps.FTW, World Family Tree Vol. 4, Ed. 1 @ Tree #2332, 2332.ftw