Charlotte jacket, Guess by Marciano ($248). 605 N. Michigan Ave.; guessbymarciano.com. Vintage blouse ($158), riding hat, necklace and emerald ring (prices on request). LuLu’s at the Belle Kay, 3862 N. Lincoln Ave.; lulusbellekay.com. Side-panel pant, Yoana Baraschi ($221). Neiman Marcus, 737 N. Michigan Ave.; neimanmarcus.com. Gloves and earrings, stylist’s own. Gold chain booties, Giuseppe Zanotti Design ($1,095). Neiman Marcus, SEE ABOVE

The Tangley Oaks English manor in Lake Bluff was acquired by the Terlato Wine Group in 1995 to serve as its corporate headquarters and to house the group’s flagship company, Terlato Wines International. Originally commissioned in 1916 by Philip D. Armour III and his wife, Gwendolen Condon, Tangley Oaks was designed by architect Harrie T. Lindeberg. Today it exemplifies the Terlato family’s commitment to quality. Terlato Wines International is the leading marketer of luxury wines in the United States, representing more than 50 brands that cover the world’s finest wine regions, varietals and styles. The exceptional quality of the Terlato portfolio is underscored by more than 700 90-plus reviews from leading wine publications from 2008–2010—more than any other wine company in the world. 

LEFT: Sweater ($855) and skirt ($680), Prada. 30 E. Oak St.; prada.com. Hat ($155), scarf ($350), gloves ($240) and boots ($770), Paul Smith. Bloomingdale’s, The 900 Shops, 900 N. Michigan Ave.; bloomingdales.com. Brooch on hat, stylist’s own. Belt, Oscar de la Renta ($990). Saks Fifth Avenue, 700 N. Michigan Ave.; saksfifthavenue.com. Tights, Wolford ($50). 54 E. Oak St.; wolford.com

RIGHT: Pobocnik belted jacket ($3,000) and Starlette skirt ($1,300), Dior. Neiman Marcus, 737 N. Michigan Ave.; neimanmarcus.com. Blouse ($225) and shoes ($325), DKNY. Bloomingdale’s, 600 N. Wabash Ave.; bloomingdales.com. Vintage brooch (price on request). LuLu’s at the Belle Kay, 3862 N. Lincoln Ave.; lulusbellekay.com. Tights, Wolford ($50). 54 E. Oak St.; wolford.com