The Wellington Farm possesses integrity of location, design, setting, material, workmanship, feeling, and association. It is significant as a well-developed 18th century farmstead with continuous association with Weston’s agricultural history. It is also significant for its associations with Weston’s late-19th century vogue as a summer retreat. Finally, the Wellington Farm including main house, farmhouse, barn complex, pigsties, greenhouse, and stone wall-lined fields, is a fine representation of a New England farmstead that has evolved over several hundred years. The farm thus meets Criteria A and C of the National Register of Historic Places and is significant on the local level.