The holiday season gives an excellent reason to adopt festive without sacrificing style. A close-knit family get-together, a formal office soiree, or even a chic New Year’s Eve bash-all are excellent occasions where your outfit can be both merry Christmas and fashionably chic.
From sharp suits to casual sweaters, it’s endless: comfort and elegance. Get ready to make this holiday season a fashionable one by dressing in one of 43 stylish and handsome outfit ideas that keep you looking sharp throughout the holiday season.
1. Winter Wonderland Warrior
Layering is an art. A sharp, tailored wool coat shields you from biting winds. Underneath, a cozy, cashmere sweater in deep maroon brings warmth. Dark denim jeans contrast effortlessly with polished leather boots. To top off, a wide-brimmed felt hat adds mystery.
Top: Tailored wool coat, cashmere sweater, wool scarf
Bottom: Dark denim jeans, leather boots
2. Urban Sleek Santa
Who says Santa can’t be stylish? A slim-fit, vibrant red suit jacket paired with dark trousers creates the perfect balance of casual and chic. Underneath, a finely knit black turtleneck adds sophistication while keeping warmth close. Black leather shoes ground the look with a modern flair.
Top: Red slim-fit suit jacket, black turtleneck
Bottom: Dark trousers, black leather shoes
3. Nordic Expedition Explorer
Frosty mornings call for practicality and style. A thick, insulated parka in forest green holds its own against the chill. Beneath, a wool sweater featuring intricate Nordic patterns brings festive charm. Gray flannel trousers offer both warmth and sophistication while keeping the look grounded.
Top: Insulated forest green parka, Nordic-patterned wool sweater, leather gloves
Bottom: Gray flannel trousers, sturdy boots
4. Santa’s Dapper Twin
A twist on the traditional red and white look, this Christmas outfit channels the spirit of Santa with a contemporary edge. Picture a burgundy velvet blazer paired with black slim-fit trousers. The white dress shirt underneath sets a crisp contrast. Complete the ensemble with a pair of black loafers and a neat bow tie.
Top: Burgundy velvet blazer, white dress shirt, bow tie, pocket square
Bottom: Black slim-fit trousers, black loafers
5. Cozy Cabin Retreat
Picture yourself by the fire. A thick, wool sweater in a bold tartan pattern sets a festive mood. Dark brown corduroy pants provide a rustic touch while offering comfort during long nights spent indoors. Lace-up boots add just enough ruggedness, perfect for a stroll in the snow.
Top: Tartan wool sweater, classic flannel shirt, thermal beanie
Bottom: Dark brown corduroy pants, lace-up boots
6. Sleek Streetwear Santa
Red tracksuits have never looked so good. A tapered, high-waisted red jogger paired with a matching zip-up hoodie offers a fresh, festive take on streetwear. Underneath, a white graphic tee adds a pop of contrast and playfulness. Chunky white sneakers give a bold, sporty vibe that keeps things young and trendy.
Top: Red jogger, red zip-up hoodie, white graphic tee, knitted gloves
Bottom: Tapered red jogger, chunky white sneakers
7. Christmas Chic in Plaid
Plaid will always be a Christmas favorite. A sharp, plaid wool blazer in hues of green and red sets the tone for the season. Pair it with tailored black pants to create a striking balance. Underneath, a crisp white shirt contrasts the rich patterns of the jacket. A red silk tie and leather oxford shoes finish the look with grace.
Top: Plaid wool blazer, red silk tie
Bottom: Tailored black pants, leather oxford shoes
8. Winter Formal Elegance
For a truly refined look, nothing beats a black velvet blazer. It exudes luxury and charm while offering warmth for those chilly evenings. Pair it with a white dress shirt for contrast and classic black trousers. Black patent leather shoes reflect sophistication.
Top: Black velvet blazer, white dress shirt, red silk pocket square
Bottom: Black trousers, black patent leather shoes
9. Arctic Adventurer
For those braving the winter elements, an insulated parka in charcoal gray is a must-have. A fleece-lined hoodie underneath adds layers of warmth. A pair of sturdy cargo pants equipped with pockets balances functionality with fashion. Tough boots capable of handling snow and ice complete this practical yet stylish look.
Top: Charcoal gray insulated parka, fleece-lined hoodie, wool scarf
Bottom: Cargo pants, tough boots
10. Modern Day Grinch
Bring out your inner mischievousness with a deep forest green suit jacket paired with black trousers. A muted green turtleneck under the jacket adds warmth while remaining understated. Dark sneakers keep things casual yet stylish, adding a twist to the formal look.
Top: Forest green suit jacket, muted green turtleneck
Bottom: Black trousers, dark sneakers
11. Glamorous Holiday Host
Hosting a festive soiree? A gold metallic blazer paired with dark, sleek trousers speaks volumes without ever needing to shout. Beneath, a soft velvet black shirt adds a hint of luxury. Black patent shoes polish the look with class. A glossy pocket square finishes off this festive yet elegant appearance.
Top: Gold metallic blazer, velvet black shirt, glossy pocket square
Bottom: Sleek dark trousers, black patent shoes
12. Snowbound Sophistication
Imagine a sophisticated yet practical look, featuring a long, charcoal trench coat. Beneath, a turtleneck sweater in deep navy ensures warmth while staying sleek. Black chinos bring an element of casual chic, complemented by polished leather boots.
Top: Charcoal trench coat, deep navy turtleneck, burgundy scarf
Bottom: Black chinos, polished leather boots
13. Refined Retro Vibes
A nod to retro holiday fashion, a fitted red wool blazer gets paired with crisp white trousers. The blazer’s lapels are sleek, and a vintage brooch adds a quirky touch. Underneath, a light cream-colored cashmere sweater keeps the look comfortable.
Top: Red wool blazer, vintage brooch, cream cashmere sweater
Bottom: White trousers, black leather dress shoes
14. Comfy Casual Christmas
Casual Christmas doesn’t mean sacrificing style. A deep green crewneck sweatshirt, adorned with subtle embroidery, feels cozy yet chic. Pair it with well-fitted, distressed jeans for an effortless look. Black high-top sneakers bring in a modern edge.
Top: Deep green crewneck sweatshirt, plaid shirt tied around waist
Bottom: Distressed jeans, black high-top sneakers
15. The Midnight Blazer
Late-night holiday parties call for something sleek and intriguing. A midnight blue blazer offers mystery and style, paired with black skinny jeans. Underneath, a charcoal gray dress shirt provides contrast, making the jacket stand out. Black Chelsea boots add height and sophistication.
Top: Midnight blue blazer, charcoal gray dress shirt
Bottom: Black skinny jeans, black Chelsea boots
16. Mountain Lodge Elegance
For a refined, outdoorsy look, a deep burgundy quilted vest layered over a soft cashmere sweater offers both warmth and style. Pair this with dark denim jeans and sturdy boots, ready for snow-covered trails. A wool scarf draped loosely around the neck provides a cozy touch, while leather gloves ensure practicality. The combination of textures creates a rich, layered aesthetic, balancing luxury and ruggedness.
Top: Deep burgundy quilted vest, soft cashmere sweater, wool scarf
Bottom: Dark denim jeans, sturdy boots
17. Sleek Holiday Noir
A monochromatic look perfect for those who prefer dark, understated sophistication. A tailored black coat with sleek black trousers sets the tone. Underneath, a matte black turtleneck brings quiet elegance, while keeping warmth close. Black leather boots add a polished edge, and a slim black leather bag enhances the ensemble with functionality.
Top: Tailored black coat, matte black turtleneck
Bottom: Black trousers, black leather boots
18. Festive Knit Bomber
A fresh take on the traditional Christmas sweater, this bomber jacket features a subtle holiday print. The knit design brings warmth while the bomber jacket silhouette keeps things fresh and modern. Pair it with tapered cargo pants for an unexpected twist and comfortable sneakers for that street-style edge.
Top: Holiday print knit bomber jacket, wool beanie
Bottom: Tapered cargo pants, comfortable sneakers
19. Merry Modish Minimalist
When less is more, this minimalist look proves that simplicity shines. A cream-colored cashmere sweater provides understated elegance, paired with gray wool trousers that flow effortlessly. Black leather loafers ground the outfit, while a sleek, tailored trench coat adds refinement.
Top: Cream-colored cashmere sweater, black scarf
Bottom: Gray wool trousers, black leather loafers
20. Playful Plaid Casual
A relaxed yet stylish look, the key piece here is a plaid shirt jacket that effortlessly brings together holiday spirit and practicality. Beneath, a soft fleece-lined hoodie adds warmth without overwhelming the style. Slim-fit chinos in a neutral shade balance the vibrant plaid while remaining versatile. White sneakers keep the outfit youthful and energetic, perfect for an afternoon gathering with friends.
Top: Plaid shirt jacket, wool beanie
Bottom: Slim-fit chinos, white sneakers
21. Vintage Christmas Elegance
For those with a penchant for vintage style, a well-tailored, double-breasted red blazer makes a statement. The gold buttons add a touch of old-world charm, while a deep green velvet tie adds depth. Pair this with sharp, tailored black pants and sleek, polished oxford shoes.
Top: Red double-breasted blazer, deep velvet tie
Bottom: Black tailored pants, polished oxford shoes
22. Frosty Green Casual Chic
A rich forest green cardigan layered over a white button-up shirt combines a relaxed vibe with holiday charm. Dark denim jeans in a slim cut bring balance to the outfit’s top half, while comfortable boots provide a rugged yet polished finish.
Top: Forest green cardigan, white button-up shirt, knitted scarf
Bottom: Dark denim jeans, comfortable boots
23. Timeless Tartan Twist
A classic Christmas pattern takes a contemporary turn in this tartan jacket. The red, green, and gold plaid are timeless, but the slim-fit cut keeps things modern. Pair with dark, straight-leg jeans to create a balanced silhouette that doesn’t compete with the bold pattern. Black leather sneakers ground the look in casual chic, while a slim black scarf adds an elegant finish.
Top: Red, green, or gold tartan jacket,
Bottom: Dark straight-leg jeans, black leather sneakers
24. Snow Day Street Swagger
This street-ready look turns winter fashion into an art form. A chunky knit sweater in neutral tones layered under a faux-fur-lined parka offers warmth without compromising on style. Paired with distressed jeans and combat boots, this outfit radiates effortless cool. Add a beanie with a playful pom-pom for extra flair, and a sleek, minimalistic backpack for functionality.
Top: Chunky knit sweater, faux-fur-lined parka, pom-pom beanie
Bottom: Distressed jeans, combat boots
25. Gatsby-esque Holiday Formal
Embrace the rugged side of Christmas with this woodland-inspired look. A forest green wool sweater featuring a deer motif brings the outdoors to you. Pair it with fitted cargo pants and insulated boots, ensuring comfort and style against the elements. A classic plaid flannel shirt adds extra layers of warmth and texture, while a beanie rounds out the look.
Top: Forest green wool sweater, plaid flannel shirt, wool beanie
Bottom: Fitted cargo pants, insulated boots
26. Woodland Winter Wear
For a sharp, aristocratic touch this season, opt for a gray wool coat, tailored to perfection. A fine-knit merino wool sweater in a rich navy hue complements the sophisticated vibe. Pair with dark brown leather gloves and brown corduroy pants to strike the right balance of class and comfort. Polished brown leather boots elevate the entire look. Add a wool scarf in a neutral shade to tie it all together.
Top: Gray wool coat, fine-knit merino wool sweater, wool scarf
Bottom: Brown corduroy pants, polished brown leather boots
27. Dashing Winter Aristocrat
A bold twist on Christmas tradition, this look incorporates stripes to give a dynamic visual appeal. A fitted navy and white striped blazer contrasts beautifully with the dark red sweater worn underneath. Slim-fit, black jeans keep the outfit grounded, allowing the blazer to take center stage.
Top: Navy and white striped blazer, dark red sweater
Bottom: Black jeans, black Chelsea boots
28. Sharp Festive Stripes
The crispness of winter calls for a pristine white ensemble. A tailored white wool coat layered over a sleek, light gray cashmere sweater brings sophistication and warmth in one. Dark charcoal trousers contrast nicely, grounding the light tones of the top half.
Top: White wool coat, light gray cashmere sweater, gray wool scarf
Bottom: Dark charcoal trousers, white leather boots
29. Crisp Winter Whites
Bring Santa’s traditional red into the modern era with a deep crimson, slim-cut jacket. Pair it with black leather pants for a daring twist on the classic holiday look. Underneath, a white henley shirt keeps things comfortable and casual. Black combat boots ground the ensemble in rugged sophistication, while a bold black watch adds a modern edge.
Top: Deep crimson slim-cut jacket, white henley shirt, black watch
Bottom: Black leather pants, black combat boots
30. Santa’s Modern Twin
For those who love a more refined, outdoorsy look, this ensemble combines classic holiday motifs with rugged outdoor charm. A rich green tweed jacket with brown leather elbow patches sets the tone. Underneath, a cashmere sweater in a warm shade of mustard yellow adds depth. Paired with dark wool trousers and polished oxford shoes, the look exudes rustic sophistication.
Top: A mustard yellow cashmere sweater, tweed cap
Bottom: Dark wool trousers, polished oxford shoes
31. Elegant Holiday Hunter
A cozy yet cool weekend look, this outfit balances comfort and style effortlessly. A bright red knit sweater, embellished with subtle snowflakes, adds a playful holiday touch. Pair it with dark denim jeans for a clean, polished silhouette. Brown leather boots offer warmth and durability, perfect for a weekend hike or a
Top: Bright red knit sweater, wool beanie
Bottom: Dark denim jeans, brown leather boots
32. Casual Festive Weekend
For a truly elevated holiday look, go for a sleek, tailored suit in midnight black. The sharp, tailored jacket hugs the body perfectly, while a white silk shirt underneath exudes quiet luxury. A velvet black bow tie adds a touch of old-Hollywood glamour, and black leather dress shoes complete the look with refinement.
Top: Midnight black tailored suit, white silk shirt, velvet black bow tie
Bottom: Black leather dress shoes, dark green pocket square
33. Chic Holiday Couture
For a playful and festive approach to Christmas attire, a chunky knit sweater featuring a quirky reindeer design steals the spotlight. Pair it with dark denim jeans and slip-on leather shoes for a relaxed, yet stylish vibe. The bold pattern on the sweater ensures you stand out in a crowd, while the relaxed fit offers comfort all day long.
Top: Chunky knit sweater with reindeer design, red knit beanie
Bottom: Dark denim jeans, slip-on leather shoes
34. Jolly Joyful Jumper
For a crisp, military-inspired look with holiday flair, a structured green coat with brass buttons serves as the centerpiece. Underneath, a high-neck, ribbed sweater in ivory adds softness to the look. Pair with slim black trousers to keep the ensemble sleek and streamlined. Polished black leather boots provide a sharp contrast to the cozy knit layers.
Top: Structured green coat, ivory high-neck ribbed sweater
Bottom: Slim black trousers, polished black leather boots
35. Crisp Christmas Commander
Picture an elegant getaway with a look that balances sophistication with practicality. A camel-colored wool coat offers warmth without sacrificing style. Underneath, a beige turtleneck sweater provides layers of comfort. Tailored gray trousers bring everything together with sleek, modern lines.
Top: Camel-colored wool coat, beige turtleneck sweater, gray scarf
Bottom: Tailored gray trousers, dark brown leather boots
36. Elegant Winter Escape
A perfect mix of fashion-forward and functional, this outfit plays with silhouette and shape. A slim-cut, deep burgundy coat is paired with fitted black trousers that elongate the legs. A soft cashmere sweater in cream adds warmth while providing a sleek contrast to the dark tones. Black leather gloves and boots provide the perfect balance between practicality and luxury.
Top: Burgundy slim-cut coat, cream cashmere sweater, patterned scarf
Bottom: Black fitted trousers, black leather gloves and boots
37. Sculpted Winter Silhouette
Nothing beats the cozy comfort of a lodge-inspired holiday ensemble. A chunky, knitted sweater in a deep navy blue sets the tone for warmth and style. Pair it with a pair of woolen plaid pants that bring a rustic, holiday vibe. Sturdy leather boots ensure you’re ready for any outdoor adventures.
Top: Navy blue chunky knit sweater, thick cable-knit scarf, wool beanie
Bottom: Woolen plaid pants, sturdy leather boots
38. Luxe Lodge Look
An ensemble of winter swagger and bold confidence starts with a sharp, charcoal-gray trench coat. Layer it over a deep red sweater for a pop of color. Dark, slim-cut jeans keep the look sleek and modern, while black combat boots give it an edge.
Top: Charcoal-gray trench coat, deep red sweater, silver chain necklace
Bottom: Dark slim-cut jeans, black combat boots
39. Timeless Tailored Perfection
This outfit epitomizes timeless Christmas elegance. A charcoal-gray wool suit, impeccably tailored, offers a flattering and sleek fit. Underneath, a rich crimson silk tie adds a bold yet refined touch. A white dress shirt provides a crisp contrast, and polished leather oxford shoes finish the look with sophistication.
Top: Charcoal-gray wool suit, crimson silk tie, white dress shirt
Bottom: Black leather oxford shoes, light gray pocket square
40. Coastal Winter Cool
A more relaxed, coastal-inspired look for winter, this ensemble plays with soft, warm neutrals. A cream-colored wool sweater adds just enough warmth while remaining lightweight. Pair it with khaki chinos for a relaxed yet polished look. Suede desert boots ground the outfit with casual elegance, perfect for an easy-going holiday.
Top: Cream-colored wool sweater, cashmere scarf
Bottom: Khaki chinos, suede desert boots
41. Rugged Mountain Man
For those who prefer a more rugged, outdoorsy approach to holiday fashion, this outfit blends functionality with holiday charm. A thick, wool cardigan in forest green features a striking Nordic pattern that nods to winter traditions.
Top: Green wool cardigan with Nordic pattern, wool beanie
Bottom: Weather-resistant cargo pants, hiking boots
42. Sharp Winter Swagger
An ensemble of winter swagger and bold confidence starts with a sharp, charcoal-gray trench coat. Layer it over a deep red sweater for a pop of color. Dark, slim-cut jeans keep the look sleek and modern, while black combat boots give it an edge. A silver chain necklace and a subtle ring offer a hint of rebelliousness.
Top: Charcoal-gray trench coat, deep red sweater, silver chain necklace
Bottom: Dark slim-cut jeans, black combat boots
43. Sleek Midnight Holiday
A dark, elegant look perfect for a chic, late-night holiday affair. A midnight blue suit, slim-cut and impeccably tailored, exudes sophistication. Underneath, a simple black shirt keeps the ensemble sleek, allowing the suit to stand out. Black patent leather shoes complete the look with grace.
Top: Midnight blue slim-cut suit, black shirt, metallic tie or pocket square
Bottom: Black patent leather shoes