The holiday season is a whirlwind of family gatherings, festive outings, and countless photos. Dressing kids for these moments requires a balance of style, comfort, and practicality. Over the years, I’ve discovered that the right outfit isn’t just about looking good—it’s about helping kids feel confident and at ease while capturing the magic of the season. Whether you’re dressing them for a cozy Christmas morning, a formal dinner, or a playful holiday party, this list will guide you through the best outfit choices that combine function and fashion.
1. Classic Plaid Dresses and Shirts
source@sugarbeeclothing
Plaid is a holiday staple for a reason. It’s timeless, festive, and effortlessly chic. My daughter once wore a red-and-green plaid dress with a satin bow to a Christmas brunch, and the compliments were endless. Boys can rock plaid button-down shirts paired with dark jeans or chinos for a sharp yet relaxed look. The versatility of plaid makes it easy to dress up or down, ensuring kids are both stylish and comfortable in any setting.
2. Velvet Elegance
source@kidslehangas
There’s something about velvet that makes any outfit feel instantly luxurious. A deep green velvet dress or a navy-blue blazer can elevate a child’s holiday look with minimal effort. I remember dressing my son in a velvet blazer for a winter wedding, and he looked like a little gentleman—while staying warm. The rich texture and subtle sheen of velvet make it an excellent choice for both formal and semi-formal holiday events. When combined with accessories like patent leather shoes or a festive headband, the overall look becomes even more polished.
3. Festive Sweater Dresses
source@miabellegirls
Sweater dresses are the perfect mix of cozy and stylish, offering warmth without compromising on elegance. Paired with tights and boots, they make for an easy yet polished holiday look. I always opt for ones with subtle festive patterns rather than over-the-top designs to keep them versatile beyond the season. A well-fitted sweater dress in deep reds, greens, or winter whites can work for multiple occasions, from holiday dinners to casual gatherings. Choosing high-quality knits ensures longevity, allowing kids to wear them throughout the winter months.
4. Cable Knit Sweaters and Corduroy Pants
source@shop.meandmy
For boys, a cable knit sweater layered over a collared shirt with corduroy pants creates a textured, winter-ready outfit. My nephew wore this combination to our annual family dinner, and not only did he look sharp, but he stayed comfortable all evening. The combination of different fabrics—soft knits and structured corduroy—adds depth to the outfit, making it both visually appealing and practical. Accessories like leather loafers or lace-up boots further enhance the refined yet effortless feel.
5. Satin and Tulle Party Dresses
source@cinderella_diariez
Satin and tulle bring an element of fairytale charm to any holiday gathering. My niece once twirled her way through a Christmas party in a ruby-red tulle dress—it was an instant showstopper. Pairing such dresses with sparkly ballet flats and a matching cardigan can keep kids warm without compromising style. The contrast between soft satin and airy tulle creates a dreamy effect, perfect for festive occasions that call for a more refined look. Choosing dresses with thoughtful details like lace trim or pearl embellishments can further elevate their appeal.
6. Holiday Pajama Sets for Cozy Moments
source@shopcoordinates
Matching holiday pajamas are a must for Christmas morning photos and relaxed family movie nights. We make it a tradition to gift a new set every year, and the kids love unwrapping presents in their festive PJs. Look for organic cotton options for extra comfort, especially if they’ll be wearing them throughout the night. Opting for classic patterns like reindeer, snowflakes, or plaid ensures they stay timeless, making them ideal for younger siblings to wear in future years.
7. Faux Fur Accents
source@flairekids
Faux fur collars, vests, or lined coats add sophistication and warmth, making them a fantastic addition to a child’s holiday wardrobe. A faux fur-trimmed cardigan took my daughter’s simple holiday dress to the next level last year while keeping her snug during chilly outdoor caroling. The plush texture of faux fur provides both visual interest and comfort, making it a stylish yet practical choice for cold-weather celebrations.
8. Bow Ties and Suspenders for a Dapper Look
source@simplyelifab
Want to add a polished touch? Bow ties and suspenders turn a simple button-down into a statement outfit. I styled my son this way for a New Year’s Eve gathering, and he received endless compliments on his old-school charm. This classic combination works well for both casual and formal events, allowing kids to showcase personality through bold colors or fun patterns. When paired with well-fitted trousers and polished shoes, the outfit exudes a timeless appeal.
9. Winter White Outfits
source@ksenia_belanger
White isn’t just for summer—creamy wool dresses and ivory sweaters exude winter elegance. Paired with gold accessories, a winter white ensemble can look incredibly sophisticated while remaining soft and seasonally appropriate. Choosing quality fabrics like wool or cashmere ensures warmth while maintaining an upscale aesthetic.
10. Sequin and Sparkle Touches
source@tinybyglamglitz
A hint of sparkle instantly makes an outfit holiday-ready. I avoid full-sequin outfits for kids, but a cardigan with subtle shimmer or a dress with sequined details strikes the perfect balance. Sparkle-infused pieces work especially well for evening gatherings, catching the light beautifully without overwhelming the look. Accessories like glittery hair clips or metallic belts can further enhance the festive appeal without making the outfit feel excessive.
11. Knit Rompers for Babies
source@clavellandco
For the youngest family members, a knit romper paired with knee-high socks and a bonnet makes for an adorable holiday outfit. My friend’s baby wore a red cable-knit romper to our holiday brunch last year, and everyone swooned over the cozy yet festive look. Opting for soft wool or cotton keeps babies comfortable while looking picture-perfect.
12. Wool Peacoats and Dress Boots
source@dresslikeroyalty19
A well-tailored wool peacoat instantly elevates any outfit. Paired with dress boots, it’s a polished yet functional option for winter outings. Last Christmas, my nephew wore a navy-blue peacoat with leather boots, and he looked effortlessly sharp while staying toasty.
13. Layered Turtlenecks
source@beechtreekids
A fitted turtleneck under a dress or sweater creates an extra layer of warmth without bulk. I’ve found that layering a turtleneck under a sleeveless dress extends its wearability into the colder months, making it both practical and stylish.
14. Fair Isle Sweaters
source@brandatek.eg
A Fair Isle sweater is a classic holiday piece that never goes out of style. Paired with jeans or leggings, it’s a great option for casual holiday events. The timeless knit patterns give a cozy, nostalgic feel while still looking put-together.
15. Matching Sibling Outfits
source@sweetpeacustoms
Coordinated outfits for siblings create adorable holiday photos and a put-together family aesthetic. Whether it’s matching plaids, complementary color schemes, or similar styles, this approach keeps the holiday spirit alive while ensuring kids look festive together.
16. Embroidered Holiday Dresses
source@marlo_kids
Dresses with embroidered details, like holly leaves or snowflakes, add an artisanal touch to a child’s holiday look. A rich red or deep green dress with gold embroidery creates a picture-perfect outfit for holiday dinners or church services.
17. Corduroy Overalls
source@tateandadele
Corduroy overalls layered over a knit sweater offer a stylish yet practical winter ensemble. Earthy tones like mustard or forest green work well for holiday events without being overly formal.