Statistics for occurrence #1 of “Winter Hill” in chapter 3, page 29 of Historic leaves, volume 1, April, 1902 - January, 1903:

...or house, n. for near, cor. for corner of, op. for opposite. The word street will be omitted as superfluous. Aborn, John, b. hatter, h. Cottage, out of Elm. Adams, Joseph, Broadway, foot of Winter Hill . Adams, Miss H. A. b. teacher, boards with J. Adams. Adams, Samuel, boards with J. C. Magoun, at W. H. Adams, Charles, b. F. H. market, h. Central.
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Max. Freq. Min. Freq.
Entity Corpus Doc Corpus Doc  
Winter Hill (Massachusetts, United States) 372 46 0 0 0 user votes
Winter Hill (Wyoming, United States) 80 0 0 0 0 user votes
Winter Hill (United Kingdom) 6 0 0 0 0 user votes
Winter Hill (Maine, United States) 4 0 0 0 0 user votes
Winter Hill (Massachusetts, United States) 0 0 0 0 0 user votes

† This entity has been selected by the automated classifier as the most likely match in this context. It may or may not be the correct match.