1. Count on Anthropologie for the cutest monogrammed stuff; these leather-trimmed Miss Albright pouches, with glam touches of gems and sequins, are no exception. $38. Anthropologie, The Fashion Mall, 317-574-0803, anthropologie.com
2. This striped top with royal blue trim is a chic way to show off your Colts pride on game days. $29. Boho Pretty mobile boutique, bohopretty.com
3. Okay, we admit it—we’re gift-wrappin’ fools, and we love it. Our favorite source for cute paper and toppers: The Container Store. This Holiday Headlines paper, along with the rest of this season’s styles, goes on sale in-store and online on Monday. $8 per 10-foot roll. The Container Store, 4120 E. 82nd St., 317-348-2225, containerstore.com
4. You know those reliably wild office holiday parties on Mad Men? We’re betting Don Draper and the bunch were knocking back booze from glasses like these retro-tinged West Elm “Festive Fair Isle” old-fashioneds. $39 for four. West Elm, The Fashion Mall, 317-844-4970, westelm.com
5. These swank Tory Burch “Kensington” riding boots are lined with shearling, not unlike Uggs—but there’s no fleece in the feet area, so no sweaty soles for the wearer. $525. Saks Fifth Avenue, The Fashion Mall, 317-816-0171, saksfifthavenue.com