Primrose Hill Farm has been in the Cookingham family since the early 1800s. It was a general farm until 1957, which included 12 Guernsey cows, sheep, pigs, and chickens. The farm grew 40 types of fruits and vegetables, and participated in the Dutchess County Fair market basket competition as well as the Great Barrington Fair swine competition. Since 1962, the farm has been operated as a Christmas tree farm, also producing and distributing hay throughout the year.

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The farm has a wetland that forms the headwaters of the Crum Elbow Creek and enters the Hudson through the Vanderbilt property. The oldest building on the property is a Dutch bank barn built in the 1700s which contains a museum of antique farm equipment. The farm lives on Fiddlers Bridge Rd, a designated scenic roadway, alongside many other historic and scenic resources located in the Town of Clinton.

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Primrose Hill Farm is now permanently preserved through a conservation easement requiring it to be farmed forever, subject to oversight by the Dutchess Land Conservancy as well as state and federal government regulations.

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In late October, the farm hosts an annual heritage harvest festival of educational and entertaining activities under the theme of managing a historic rural property. These activities include discussion of architectural preservation, invasive species management, forestry management, and farming practices past, present, and future.