[4] Her brother John was married to Marie Louise, daughter of U.S. Treasury Secretary Hugh McCulloch, who was the main financier of the American Civil War for Abraham Lincoln.
[11] In the fall of 1880, she went on a tour to Europe, visiting Athens, Florence, Madrid, Paris, Venice, and Vienna, meeting with French painter Thomas Couture.
[12] After having been a resident of Shelburne Falls for most of her adult life, in 1885, Madeline began spending her summers with Annie at the village of Deerfield, Massachusetts.
[13] Assisted by her son Philip,[14] she worked with Annie to restore and refurbish the historic Willard House, which they dubbed the "Manse".
She became involved with Hull House, had a studio in Chicago's Tree Building, and was a member of the International Association of Lyceum Clubs in London, England.
[7] Wynne served as the curator as the movement produced a broad array of artistry, including jewelry, photography, weaving, basketry, rugs, and furniture.
[13] She and Annie became very influential in developing arts and crafts in the community, with Madeline organizing tours of the village's craftwork and arranging speaking engagements.