December is here, the most wonderful time of the year! Can you believe that we’re already at the end of 2023? I don’t know about you, but styling looks throughout the holiday season is so much fun for me. Give me all the cozy sweaters and warm coats, but also, give me all the shimmer, sequins, and bow details! There’s quite a range of styles to embrace throughout the season, depending on where you’re headed and what you’re doing. Whether you’re bundling up to go see Christmas lights, or you’re headed to a holiday work event, I’ve curated 25 looks for the holiday season to help you dress up and feel your best for all of It.

As always, thank you for being here and letting me be a style resource for you! My hope is that this lookbook inspires you to embrace your own unique style this season. Let’s jump in!

25 Looks for the Holiday Season

Christmas Light viewing

Embrace the festive spirit in style this holiday season with a chic Christmas light viewing outfit that effortlessly combines warmth and flair. Start with a classic wool parka coat to keep you cozy during the chilly winter nights, paired with a timeless turtleneck sweater for both comfort and sophistication. Slip into a pair of skinny jeans for a sleek silhouette and complete the look with shearling hiking boots, ensuring you stay fashionable while navigating through the twinkling lights. Opt for a practical yet stylish white leather crossbody bag to keep your essentials close at hand. Add a touch of glamour with gold hoop earrings, and top it all off with a cable knit pom beanie, not only for an extra layer of warmth but also for a festive vibe.

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Santa visit

Elevate your family’s Santa visit with a charming and festive outfit that blends comfort with style. Opt for a vibrant red turtleneck sweater that not only exudes holiday cheer but also keeps you warm during the winter chill. Pair it with high-rise 90s relaxed jeans for a laid-back yet trendy look. Step into leather heeled booties for a touch of sophistication that effortlessly transitions from casual to chic. Keep your essentials close in a quilted white leather shoulder bag, adding a dash of modern elegance. Red drop earrings bring a subtle pop of color, while a plaid hair bow scrunchie adds a playful and seasonal twist to your hairstyle. Complete the look with a swipe of bold red lipstick for a finishing touch that radiates confidence and festive spirit. This Santa-ready outfit strikes the perfect balance between comfort and style, ensuring you capture memorable moments with the kids.

casual holiday look

For a laid-back yet stylish approach to holiday gatherings, consider a casual look that effortlessly blends comfort and festive flair. Start with the same vibrant red turtleneck sweater and pair it with sleek black faux leather leggings for a chic and comfortable look. Elevate the outfit with knee-high black leather boots, offering both warmth and a touch of sophistication. Opt for a practical black quilted leather shoulder bag to complete the outfit with a modern edge. Accessorize with playful beaded Christmas tree earrings for a festive touch, and add a hint of glamour with a gold link bracelet. A subtle yet impactful touch of lipstick ties the look together, making this casual holiday look perfect for any relaxed celebration.

For even more holiday outfit ideas, see this post!

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winter workwear

Elevate your winter workwear with a sophisticated and feminine outfit that seamlessly blends professionalism with style. Start with a polished pink textured weave blazer, adding a touch of warmth and vibrancy to your office look. Pair it with a crisp white long-sleeve square neck bodysuit for a classic and refined foundation. Opt for tailored black straight-leg pants to maintain a sleek and business-appropriate silhouette. Ground the look with pink cap toe ballet flats, striking the perfect balance between comfort and elegance. A pink rhinestone bow shoulder bag not only adds a playful element but also provides a functional and stylish solution for your work essentials. Accentuate the look with subtle sparkle stud earrings, and keep your makeup fresh with a hint of tinted lip balm.

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Christmas morning

Celebrate the magic of Christmas morning in comfort and style with a festive cozy look that captures the holiday spirit. Slip into a long-sleeved pajama set in a mistletoe print, providing both coziness and a touch of seasonal cheer. Keep your toes toasty with cozy knit shearling slippers, ensuring warmth as you unwrap presents and eat breakfast. Wrap yourself in a soft and inviting cozy blanket for added warmth and comfort. Sip on the holiday spirit with a monogrammed Christmas mug, adding a personalized touch to your morning rituals. Complete the look with a subtle yet sparkly detail – a pair of stud earrings.

Christmas day

Step into Christmas Day with a chic and festive look that effortlessly combines comfort and style. Embrace the winter coziness with a cable knit duster cardigan layered over a classic turtleneck sweater. Pair it with a playful plaid A-line mini skirt for a touch of holiday charm. Elevate the look with white leather knee-high boots, adding a sleek and modern edge. Opt for a coordinating white leather shoulder bag to keep your essentials close at hand. Infuse a pop of festive color with red drop earrings, complemented by a swipe of coordinating lipstick.

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formal event

Dazzle at winter formal events with an elegant look that exudes timeless sophistication. Opt for a black satin long-sleeve mini dress, creating a sleek and chic silhouette. Wrap yourself in a luxurious white faux fur coat for a touch of winter glamour. Elevate the look with classic black bow heels that add a hint of playfulness to the overall elegance. Carry your essentials in a silver metallic shoulder bag, adding a touch of shimmer. Complete the outfit with black bow earrings and a swipe of lipstick to tie the look together.

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holiday party

Make a statement at holiday parties with a chic look that balances festive flair and modern elegance. Start with a charming white bow sweater, embodying both comfort and style. Pair it with a floral jacquard A-line mini skirt for a touch of seasonal sophistication. Step into white pointed heels that add a sleek and polished touch to the look. Carry your essentials in a white leather shoulder bag for a modern and coordinated feel. Elevate the look with a gold link bracelet, offering a subtle hint of glamour. Complete the outfit with sparkle hoop earrings and a coordinating necklace, adding a touch of festive shimmer. This holiday party outfit effortlessly combines classic elements with contemporary style, ensuring you stand out in the festive crowd with confidence and grace.

work party

Elevate your holiday work party style with a festive look that captures the essence of the season. Start with the same charming white bow sweater, striking the perfect balance between coziness and chic. Pair it with an emerald green satin high-waisted skirt for a touch of opulence and seasonal flair. Step into white pointed heels, adding a refined and polished touch to the overall look. Carry your essentials in a stylish white bow mini clutch bag, a delightful accessory that complements the sweater’s charm. Sparkle bow earrings add a hint of festive shimmer to the look. Complete the outfit with a swipe of bold red lipstick for a touch of glamour, and a spritz of your favorite perfume to leave a lasting impression.

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With these 25 looks for the holiday season, you’ll be ready to dress for the holiday season and style your wardrobe with confidence. These festive outfits offer countless versatile styling options no matter what events you may have on your calendar this month!

Curious for more? Enter your email above to receive the entire downloadable shoppable lookbook. Sharing this monthly lookbook with you is one of my favorite things – you don’t want to miss it!

Which of these looks for the holiday season is your favorite from the lookbook preview? Let me know in the comments below!



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