This Mother-Daughter Duo Celebrates Christmas in Charleston

"At our house, we bake cookies every year," says Gray. "We hand out batches of treats to everyone—the neighbors, the mailman, and even all of Farris' friends and teachers."

• For Gray:
• Chunky bouclé sweaters and comfortable jeans are always cold-weather winners. Bring on the winter white too: It's fresh and crisp. Plus, it will hide any runaway flour that gets on clothes when you're whipping up Christmas cookies.
• Cavendish Girlfriend Jeans, $90; bodenusa.com
• Similar Sweater; madewell.com
• Jewelry, her own

• For Farris:
• A long-sleeved cotton dress with a pair of striped leggings underneath means she won't have to change clothes when it's time to make her deliveries and roller-skate down the street with cookies in hand.
• Tea Collection Solid Pocket Skirted Dress, $35.50; sugarsnappea.com
• Tea Collection Striped Leggings, $22.50; sugarsnappea.com

"Last year was our first time to see The Nutcracker, and we're going to go every single year now that Farris is a little older," says Gray. "She felt really special and got all dressed up and loved it."

• For Gray:
• Go-anywhere dresses are essential pieces to have when the holiday calendar shifts into overdrive. Wear this one with an oversize tote and flats for a last-minute shopping trip, or mix it with accessories like baubles, pointy-toed pumps, and a colorful clutch for the ballet.
• Daisy Dress in Navy Bloom, $170; bodenusa.com
• Rogier patent leather heels, $350; lacanadienneshoes.com
• Nala Earrings, $120; shopgoldbug.com
• Chamula Love Clutch, $90; proudmary.org

• For Farris:
• A fluttery tulle skirt feels just right for an afternoon with the Sugar Plum Fairy. Sweeten the look with a cozy knit sweater.
• Cable Cardigan, $48; bodenusa.com
• Star Skirt, $55; jcrew.com
• Similar Emoji Bag, $39.50; jcrew.com
• Shoes, her own

"We have a big meal with a bunch of family as well as close friends who are honorary family," says Gray. "My aunt makes an amazing cocktail with eggnog ice cream for the adults, and we bring gifts for the smaller kids. The evening is really about being together with our family and friends. That's the best part of it for us."

• For Gray:
• Think outside the red-and-green box: Vibrant jewel tones like sapphire can feel equally merry and bright. We love the ladylike lace and flattering silhouette of this two-piece look.
• Lace Top, $98; jcrew.com
• Lace Skirt, $88; jcrew.com
• Satin Pumps, $248; jcrew.com
• The Reeves Earring, $95; candyshopvintage.com
• Charleston Rice Bead Rings in Shiny Gold, Shiny Silver, and Rose Gold, $36 each; candyshopvintage.com
• Goldbug Love Train Cuff, $165; croghansjewelbox.com

• For Farris:
• A beaded bow detail gives this whimsical red swing dress an age-appropriate dose of holiday sparkle.
• Hannah Banana Cap Sleeve Bow Dress, $55; dillards.com
• Shoes, her own