My Grammy, the Style Icon: Mary Gilman

Classic, outdoorsy Mary Gilman embodied Yankee confidence and style.

Out on a snowshoeing trip in 1942, my Grammy, Mary Gilman (later Sullivan), stayed true to her New England style: trim, classic and sensible. She was that quintessential Maine girl—constantly active and outdoors—but always immaculate in appearance. (She never left the house without her hair done.) Self-assured and poised, she didn’t worry about what to wear or what was considered “cool” (she even made it through the ’80s unscathed!). I’m still so inspired by her confidence. —Nora Sullivan Swartwout, 29, school psychologist, Rhode Island

Cotton “Oxford” shirt, $59, Leather “Le Pliage Cuir” tote, $830, “Military Field” watch, $65, Timex Expedition, Alpaca-blend sweater, $495, A.L.C. Bergdorf Goodman, NYC, 212-872-2575. Wool-blend pants, $110, Leather boots, $340, Wolverine. DNA Footwear, Brooklyn, 718-599-1118.