The Ultimate Style Guide to Holiday Dressing

Holiday dressing can be tricky territory. Whether fireside or fêting, here’s exactly how to strike the delicate balance between festive and fashionable.

Clockwise from left: Khaite The Raphael puffer jacket ($1,880), Khaite; We Norwegians Snowflake Fair Isle half-zip sweater ($329), We Norwegians; Bogner Elaine stirrup pants ($550), Bogner; Métier water bottle holder ($720), Métier; Sorel Caribou boot ($200), Sorel.

From left to right: Markarian Comet dress ($3,250), Markarian; Rodarte lace-paneled dress ($1,695), Net-a-Porter; 16Arlington Adelaide dress ($1,490), Net-a-Porter; Carolina Herrera floral sequin dress ($5,490), Neiman Marcus; Danarys New York Francis dress ($2,750), Danarys New York.

Clockwise from top: Alex Mill Camil cable sweater ($185), Alex Mill; Lake flannel piped pants set ($138), Lake; UGG Classic Cozy slippers ($120), Anthropologie; Kiel James Patrick Moose Isle socks ($35), Kiel James Patrick; Petite Plume Mulberry pajamas ($295), Petite Plume.

Clockwise from top left: Jennifer Behr Remi bow barrette ($298), Jennifer Behr; Larkspur & Hawk Sadie Small Rivière necklace ($3,900), Larkspur & Hawk; Toni + Chloe Goutal The Juliette necklace (price upon request), Toni + Chloe Goutal; Mateo baroque pearl earrings ($950), Moda Operandi; Mignonne Gavigan Champagne earrings ($425), Mignonne Gavigan.