Civil Eats had a piece on Engelbert Farms of Nichols, NY, which isn't too far away from where I grew up. The farm is partly in the flood plain of the Susquehanna, meaning it's got some good soil. Our farm was partly (very small part) in the flood plain of the Page Brook flood plain, meaning we had less good soil. The farm now consists of over 1,000 acres, owned and rented. Our farm was 80 acres, owned.
From the Civil Eats piece I did a search for the farm's website, which has this history of the farm.
From the history you can infer much about the overall history of dairy in NY--the consolidation of farms, the competition for land from urban and industrial uses, the influence of Cornell and extension, etc.
The farm was an early, perhaps the early adopter of organic principles, so it might predict the future.