elegant holiday outfit

From Office to Party: 27 Elegant Holiday Outfit Ideas

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‘Tis the season for holiday parties and gatherings, and with that comes the dilemma of finding the perfect outfit. Whether you have a work Christmas party or a fancy New Year’s Eve soirée, the pressure to look elegant and festive can be overwhelming. But don’t worry, because I have curated a list of 27 elegant holiday outfits! Say goodbye to last-minute outfit panics and hello to chic and sophisticated looks that will make you feel simply dazzling this holiday season. Let’s dive into the world of elegant holiday outfit ideas and get ready to ~sleigh~ this season’s fashion game.

1. embellished cardigan + mini skirt + tights + slingback heels + headband

elegant holiday outfit

cardigan | headband | skirt | shoes | tights

Donning an embellished cardigan is a good idea if you want to try out a festive outfit with a more casual group of friends. The embellished cardigan adds a touch of glamour to your outfit, instantly elevating your look. Whether it’s adorned with sequins, pearls, or beads, it’s a perfect statement for party season. Plus, long sleeves are always a bonus for this time of year. 

Pair it with a mini skirt in a complementary color or texture, such as velvet or metallic fabric to add a nice contrast.

To keep warm during the holiday season, add a pair of black tights to the mix. Not only will they provide extra warmth, but they’ll also create a polished and put-together look.

Complete the outfit with slingback heels, which add a touch of sophistication and elongate your legs. And don’t forget to accessorize with a headband! Whether it’s a sparkly one or a velvet one adorned with a bow, it adds an extra festive touch to your ensemble. This look is perfect for both the office holiday party and a festive New Year’s Eve gathering.

2. puff sleeve top + satin pants + pumps + statement earrings

elegant holiday outfit

top | bra | pants | shoes | earrings

When it comes to creating a holiday outfit that will also make a statement, this combination is a surefire winner. The puff sleeve top adds a touch of drama and sophistication, making it a perfect choice for the holiday season.

It gives a little bit of a vintage vibe while still being modern and stylish. Pair it with satin pants in a coordinating color to create a sleek and polished look. Satin pants are not only comfortable but also exude an air of elegance that is perfect for any holiday gathering.

To elevate this festive outfit even further, slip on a pair of classic pumps. The timeless silhouette and slender heels will add a touch of femininity and elegance to your overall look. As for the statement earrings, go all out and choose a pair that will truly make a statement! Whether it’s sparkling rhinestones or oversized hoops, the right pair of statement earrings will take your outfit to the next level. This outfit strikes the perfect balance between classic and trendy, ensuring that you’ll look effortlessly chic no matter the setting.

3. tweed jacket + pleated maxi skirt + slingback heels

elegant holiday outfit

jacket | skirt | shoes | earrings

When it comes to chic holiday outfits, you can never go wrong with incorporating a lady or tweed jacket into your ensemble. A tweed jacket is a must-have in any fashion-savvy woman’s wardrobe. Its textured fabric and tailored silhouette add an instant touch of elegance to any outfit.

Pair it with a pleated maxi skirt in a coordinating color to create a harmonious look. Plus, the combination of the structured tweed jacket and the flowing pleated skirt creates a beautiful contrast that is both visually interesting and effortlessly chic!

Complete the outfit with a pair of slingback heels, which add a touch of sophistication and femininity to the ensemble. Opt for classic black or a metallic shade to add some sparkle to your holiday look. The slingback style not only elongates your legs but also provides comfort and stability throughout the evening.

When it comes to accessorizing, opt for statement jewelry to elevate the overall look. A pair of sparkling or fabulous earrings will add that glamorous touch! Finish off your look with a sleek updo or loose curls and a swipe of red lipstick for that extra wow factor.

4. satin dress + over the knee boots + clutch + statement earrings

elegant holiday outfit

dress | boots | clutch | earrings

‘Tis the season for holiday parties and gatherings, and it’s only natural that you want to look elegant and chic! One stunning outfit option for the party season is a satin dress. Holiday dressing is all about holiday dresses after all, isn’t it?

Start with a satin dress in a beautiful jewel tone, like emerald green or deep purple. Or go the classic route and choose black. Look for a dress with long sleeves for added warmth and sophistication. The satin fabric will give your outfit a luxurious feel, perfect for the holiday season.

Pair your dress with a pair of over-the-knee boots in a complementary color. Whether you choose classic black or a daring burgundy, the boots will add a touch of edginess to your ensemble. They’ll also keep your legs warm while making a fashion statement.

Complete your outfit with a chic clutch in a sparkle or metallic finish. Opt for gold or silver to add some sparkle to your look. Choose a statement earring to complete the ensemble. Whether you go for bold studs or an elegant drop earring, let your personal style shine with your accessories. (And everything, really!)

5. sweater + satin skirt + mules + earrings

elegant holiday outfit

sweater | skirt | shoes | earrings

The holiday season is the perfect time of year to show off your festive spirit with a stylish and elegant outfit. One combination that is both comfortable and chic is a cozy sweater paired with a satin skirt, mules, and statement earrings. This ensemble is versatile enough to wear to a casual holiday gathering or it can be dressed up for a more formal event.

Start with a cozy sweater and pair it with a satin skirt. The satin fabric adds a touch of luxury to your outfit, making it perfect for any holiday occasion.

For footwear, opt for a pair of mules in a metallic or suede finish. Mules are not only trendy but also comfortable, allowing you to dance the night away without any discomfort. Complete your look with statement earrings; these will add some extra flair and draw attention to your face.

6. sweater + sequin pants + earrings + mules

elegant holiday outfit

sweater | pants | earrings | shoes

This outfit combination is perfect for those who want to add a touch of glamour to their holiday wardrobe while still feeling comfortable and chic.

Start with a cozy sweater in a neutral color like gray or cream. Look for a sweater with interesting details like a cable knit or a mock neck to add some visual interest. Pair it with sequin pants in a complementary color, such as black or silver. The sequins will add a festive touch and instantly elevate your outfit.

To complete the look, opt for statement earrings that complement the colors of your sweater and sequin pants. These will add an extra touch of glamour to your ensemble.

Finish off your outfit with a pair of shoes in a metallic finish. Mules are not only more comfortable than traditional heels but also on-trend, making them the perfect choice for any holiday gathering.

7. velvet dress + tights + hair clip + pumps + earrings

elegant holiday outfit

dress | hair clip | shoes | earrings

The holiday season is the perfect time to bring out your most elegant and sophisticated outfits, and a little black dress is just the item you’ll want to add to your holiday party circuit.

Velvet dresses are a classic choice for holiday gatherings, as they exude luxury and opulence. Plus, the soft and plush texture of velvet will make you feel comfortable enough for family dinner.

To keep warm during those chilly winter nights, pair your velvet dress with a pair of tights in a coordinating color. Not only will they add an extra layer of warmth, but they will also create a sleek and polished look. Add a touch of sparkle to your hairstyle with a hair clip. Whether it’s a jeweled clip or a metallic one, it will add an extra festive touch to your ensemble.

Complete your outfit with a pair of pumps in a complementary color. Choose a classic black or a metallic shade to add some shimmer to your look. As for earrings, go for a pair that matches the outfit feeling you want to achieve – whether it’s feminine and sweet or edgy and bold.

8. turtleneck + sequin pants + flats + statement earrings

elegant holiday outfit

sweater | pants | earrings | shoes

Staying in to decorate the Christmas tree? Who said you still can’t look elegant for that? Festive holiday outfits don’t always have to mean donning red and green. You can still look festive through your textures and accessories. This outfit is perfect for those who want to feel elegant and festive while still maintaining comfort and versatility.

Start with a cozy turtleneck in a neutral color like black or gray. Look for one with a chunky knit or interesting texture to add some visual interest. Pair it with sequin pants in a complementary color, such as silver or gold. The sequins will add a touch of sparkle and shine, perfect for any holiday gathering.

For footwear, opt for a pair of flats- perfect for your casual activity. Lastly, choose a statement earring to complete the look. This outfit is equal parts casual look and stylish look, ideal for those who want to make a stylish statement without sacrificing comfort.

9. halter top + wide-leg satin pants + ankle boots + earrings

elegant holiday outfit

top | pants | clutch | boots | earrings

This outfit strikes the right balance between elegant and fashionable, perfect for making a chic and sophisticated statement this holiday season.

Start with a sleek halter top in a festive color like deep red or emerald green. The halter neckline adds a touch of glamour, while the flowy silhouette keeps it elegant and classy. Pair it with wide-leg satin pants in a coordinating color. The satin fabric adds a luxurious and elegant touch to your outfit, perfect for any holiday event.

For footwear, opt for ankle boots in a leather or faux leather finish to add an edgy and fashion-forward element to your ensemble. Complete the look with a pair of statement earrings that complement the colors of your outfit.

10. turtleneck + beaded skirt + statement earrings + heels

elegant holiday outfit

sweater | skirt | earrings | shoes

The turtleneck adds a touch of coziness and warmth to your look while maintaining an air of sophistication. Pair it with a beaded skirt in a complementary color, such as silver or gold, for a festive touch. The intricate beadwork on the skirt will catch the light and make you shine bright like a diamond at any holiday event!

To complete the outfit, opt for a pair of statement earrings that complement the colors of your outfit. Finish off your look with a pair of heels – these can elongate your legs, add a touch of elegance, and elevate your overall look.

11. white coat + midi skirt + headband + heels

elegant holiday outfit

coat | skirt | headband | shoes

For an elegant and timeless holiday outfit, incorporate a beautiful coat into your look. Not only is it perfect for chillier evenings, but the white coat adds a touch of sophistication and class to any look.

By pairing your coat with a knit skirt, you won’t sacrifice comfort and you’ll be wrapped up in cozy fabrics all day. (The dream!) And thanks to the classic pencil skirt silhouette, the midi skirt adds a feminine and elegant touch. Choose a midi skirt in a festive color or pattern, such as a sparkly silver or a hint of metallic, to really embrace the holiday spirit.

To accessorize, add a headband in a complementary color or texture. Whether it’s a velvet headband adorned with a bow or a sparkly one with rhinestones, it will add a festive touch to your ensemble.

12. velvet blazer + sequin pants + boots + statement earrings

elegant holiday outfit

blazer | pants | earrings | boots

This outfit exudes elegance and sophistication while also allowing you to showcase your unique style and personality. Start with a luxurious velvet blazer in a rich color or classic neutral. The soft and plush texture of velvet adds a luxe touch to any look.

As far as what to wear underneath? Anything goes. A velvet blazer can even dress up a white t-shirt!

Pair your pieces with dazzling sequin pants that will catch the light and make you sparkle like a twinkling Christmas light. For footwear, opt for a pair of sleek and stylish boots. The boots will add an edgy and fashionable element to your ensemble. For that extra sparkle, complete the outfit with a pair of statement earrings.

13. white coat + red dress + heels + hair clip

elegant holiday outfit

white coat | red dress | pumps | hair clip

This outfit is the epitome of elegance and timelessness. Start with a vibrant red dress to truly embrace the holiday spirit. Whether you choose a sleek bodycon dress or a flowing midi dress, the red hue will make you feel festive and bold.

For cold winter nights, add a classic white coat to your look for a touch of sophistication. Complete the outfit with a pair of pumps to add that extra touch of elegance. Opt for a classic black or a metallic shade to complement the festive look.

For the finishing touch, add a hair clip in a coordinating color or texture. Whether it’s a jeweled clip, a flower, or a velvet one adorned with a bow, it will add a festive touch to your ensemble and make you feel ready to celebrate!

14. satin top + satin pants + flats + statement earrings

elegant holiday outfit

top | shoes | pants | earrings

If sequins and sparkles aren’t your thing, then incorporating a holiday color is an easy way to feel dressed appropriately while partaking in the holiday festivities.

Start with a luxurious satin top in a neutral color. The smooth and silky fabric will add a touch of luxury to your look, perfect for any holiday gathering. Pair it with matching satin pants for a coordinated and polished appearance. The flowing silhouette of the pants will give you an elegant and elongated look. For that festive touch, choose pants in a festive color, such as red or green.

Complete the outfit with a pair of flats for added comfort and practicality – perfect for keeping you comfortable and stylish throughout the evening.

15. blazer dress + brooch + tights + heels

elegant holiday outfit

dress | brooch | shoes | tights

Blazer dresses are a stylish and modern alternative to traditional holiday dresses, offering a polished yet current look. Choose a blazer dress in a festive color like deep red or emerald green to embrace the holiday spirit, or choose classic black for a sophisticated look.

Add a touch of elegance to your ensemble with a brooch pinned to the dress. Whether it’s a sparkling rhinestone brooch or an heirloom, it will add a hint of glamour to your outfit and showcase your personal style!

Complete the look with a pair of opaque tights in a complementary color. Not only will tights keep you warm for a chilly winter evening, but they will also create a sleek and streamlined look. Finish off the outfit with a pair of heels to add a touch of sophistication and get in the party mode. What time is it? Party time!

16. satin dress + coat + knee-high boots + handbag + earrings

elegant holiday outfit

coat | dress | boots | bag | earrings

If you want to make a low-key yet sophisticated statement at your next holiday party, why not opt for a stunning satin dress paired with a chic coat, knee-high boots, a stylish handbag, and some eye-catching earrings? This ensemble exudes elegance and sophistication.

Start with a beautiful satin dress in a luxurious fabric and a flattering silhouette. The satin fabric will catch the light and give you a radiant glow, while the knee-high boots add a touch of drama and edginess to your look. Top it off with a stylish coat that not only keeps you warm but also adds a polished and put-together touch.

Complete the outfit with a handbag that complements the colors and textures of your ensemble, and don’t forget to add some dazzling earrings for that extra wow factor!

17. black dress + pearl necklace + block heels + tights

elegant holiday outfit

dress | shoes | necklace | tights

For a timeless and elegant holiday look, consider pairing a classic black dress with a stunning pearl necklace, block heels, and tights. The black dress is a staple in every woman’s wardrobe and can be dressed up or down for any occasion. Opt for a dress in a flattering silhouette and pair it with a sophisticated pearl necklace. The pearls will add a touch of elegance and sophistication to your outfit, making you look effortlessly chic.

Complete the look with a pair of block heels, which offer both comfort and style. Block heels are easier to walk in than traditional heels, making you feel confident and empowered! Don’t forget to add a pair of tights for extra warmth and a polished finish. Whether they’re sheer or opaque, tights will create a sleek and streamlined look while keeping you cozy during those snowy winter nights.

Want a list of the clothes you should have in your wardrobe? I created a resource for you that will help you build your wardrobe from scratch!

18. lady jacket + velvet pants + earrings + cap toe heels

elegant holiday outfit

jacket | pants | earrings | shoes

When it comes to elegant holiday outfits, this combination is a winning choice. The lady jacket adds a touch of sophistication and elegance to any look, instantly elevating your style. Pair it with wide-leg trousers in a complementary color, such as deep burgundy, black, or navy blue, to create a luxurious and polished ensemble. The soft and plush texture of velvet adds a touch of opulence to your outfit, perfect for any holiday event.

Complete the look with a pair of statement earrings that complement the colors and textures of your outfit. Finish off your outfit with a pair of cap-toe heels, which add a sophisticated Chanel-inspired touch.

19. sweater + sequin skirt + earrings + heels

elegant holiday outfit

sweater | skirt | earrings | shoes

When it comes to creating an elegant holiday outfit that is both chic and glamorous, one combination that never fails is a cozy sweater paired with a sequin skirt, statement earrings, and heels. This ensemble is perfect for those who want to make a stylish statement while still feeling comfortable and festive.

Start with a cozy sweater in a neutral color like gray or cream. Pair it with a dazzling sequin skirt in a complementary color, such as black or silver. Complete the look with a pair of statement earrings that complement the colors of your outfit. Finish off your outfit with a pair of heels to add a touch of elegance.

With this stunning holiday outfit, you’ll be sure to make a lasting impression and feel ready to celebrate at any festive event!

20. faux fur coat + cashmere sweater + maxi slip skirt + heels

elegant holiday outfits

skirt | coat | sweater | heels | bag | earrings

A slip dress is a great wardrobe piece to have, but this season, why not try a slip skirt? It’s perfect for creating an elegant look and works for a variety of special holiday occasions. The flowy and ethereal silhouette of the skirt creates a stunning visual impact. For a feminine and graceful touch, opt for a maxi slip skirt that skims the floor as you walk.

To add the cozy factor, pair your skirt with a cashmere sweater and faux fur coat. The cozy cashmere sweater exudes warmth and comfort while still looking effortlessly chic, though imagine wrapping yourself in the luxurious softness of a faux fur coat! As a bonus, it adds a touch of glamour to any outfit.

The combination is the epitome of elegance and sophistication for the holiday season!

21. tailored coat + tailored pants + turtleneck + wrap + slingback heels

elegant holiday outfits

coat | turtleneck | pants | shoes | wrap

Planning for your upcoming office party? Plan to go with this look. Chic and sophisticated, this outfit is perfect for those who want to make a stylish statement while maintaining a polished and put-together look. Start with a tailored coat in a classic color like black or camel. The structured silhouette adds a touch of sophistication to any outfit.

Pair it with tailored pants in a complementary color for a sleek and streamlined look. The combination of the tailored coat and pants creates a sophisticated and polished ensemble. To keep warm and add an extra layer of style, opt for a cozy turtleneck in a neutral color like gray or cream. The turtleneck adds a touch of coziness and elegance to the outfit.

Complete the look with a wrap. Whether it’s a cashmere wrap or a sleek silk scarf, it adds a stylish element to your ensemble. Lastly, finish off the outfit with a pair of slingback heels in a fun festive color or texture to add that holiday touch!

22. halter top + maxi skirt + flats + earrings + handbag

elegant holiday outfits

top | skirt | bag | shoes | earrings

Thanks to the classic color palette and flowy fabrics, this outfit is all kinds of elegant and classic. The halter top adds a touch of glamour and femininity, while the maxi skirt adds elegance and grace to your ensemble. Opt for a flowing maxi skirt in a luxurious fabric like silk, satin, or chiffon to create a visually stunning look. A chiffon skirt is perfect because it can highlight your waist, and then flow in all the right places.

To keep things comfortable yet chic, pair your outfit with flats. As for accessories, choose statement earrings that match the colors and style of your outfit. Finish off your elegant holiday outfit with a stylish handbag that not only coordinates with your look but also makes a statement. Whether it’s a sleek clutch or a small crossbody bag, the right handbag will add the perfect finishing touch. With this stylish and sophisticated outfit, you’ll be ready to dazzle at any holiday event!

23. tweed jacket + button-up + tweed skirt + tights + heels

elegant holiday outfits

jacket | skirt | top | heels

This combination is perfect for holiday work party or work event. Start with a classic tweed jacket in a neutral color like black or gray. The textured fabric adds a touch of sophistication, while the tailored silhouette keeps the look polished and refined.

Pair it with a button-up in a complementary color or pattern to create a visually interesting and cohesive look. The combination of the tweed jacket and button-up creates a very stylish and put-together ensemble.

Complete the outfit with a tweed skirt in a matching color or texture. The tweed fabric adds depth and visual interest to the look, while the skirt silhouette adds a feminine touch. To keep warm during those chilly winter nights, add a pair of tights in a coordinating color. Finish off the outfit with a pair of classic heels in a complementary shade.

24. tuxedo blazer + mini skirt + statement earrings + heels

elegant holiday outfits

blazer | skirt | heels | earrings

This outfit exudes elegance and glamour, perfect for any holiday party or event! Start with a sleek tuxedo blazer in a classic black or white color – or both. The tailored silhouette adds a touch of sophistication and instantly elevates your look. Pair it with a mini skirt in a fun texture, such as velvet, satin, or leather for a stylish and trendy touch. And the feather hem? Just a bonus to your party look!

The contrast between the structured blazer and the flirty skirt creates a visually stunning ensemble. To add some extra flair, opt for statement earrings that match the colors and style of your outfit to complete your glamorous look.

25. lady jacket + tulle skirt + statement earrings + heels

elegant holiday outfits

jacket | skirt | earrings | heels

There’s nothing like a bold red to add a touch of holiday cheer to your outfit! Not only is this look festive and fun but there’s a touch of class as well. The lady jacket adds a touch of sophistication and structure to your ensemble, while the tulle skirt adds a romantic and whimsical element.

To add some extra sparkle, choose a pair of statement earrings that complement the colors of your outfit. Lastly, finish off your outfit with a pair of heels to complete your sophisticated and chic holiday ensemble. Carrie Bradshaw meets holiday season!

26. feather top + pants + heels + bag

elegant holiday outfits

shirt | pants | shoes | bag

This festive look can’t wait to be worn to your next holiday event, whether it’s a girl’s Christmas party or NYE event.

Start with a feather top. The feathers add a touch of drama and texture to your look, making it eye-catching. Pair it with tailored pants in a complementary color or pattern to create a sleek and polished silhouette.

Complete the outfit with a pair of heels that match the colors of your ensemble. The heels will add height and sophistication to your overall look. Finish off the outfit with a stylish bag that complements your outfit. And why not choose more feathers? After all, when else do you get a chance to look this chic and glamorous!

27. midi dress + jacket + bag + heels + earrings

elegant holiday outfits

dress | jacket | bag | earrings

When it comes to Christmas outfit ideas, save this one for later. Whether you have a fancy dinner or plans to see the Nutcracker or attend the symphony, you can’t go wrong with this elegant holiday outfit.

A midi dress is not only chic and sophisticated but also versatile enough to take you from the office to your holiday event. Pair it with a tailored jacket to add a touch of structure and polish to your look. The jacket also provides warmth and coverage when you need it.

Slip on a pair of heels to elevate your look and add a touch of elegance. Lastly, don’t forget the earrings!

Choosing Your Elegant Holiday Outfit

When it comes to choosing your elegant holiday outfit, there are a few key factors to consider. First, think about the dress code of the event you will be attending. If it’s a more formal affair, opt for the maxi skirt, tailored pants, or midi dress look. If it’s a casual gathering, you can go for the cozy turtlenecks or sequin pants.

Though it goes without saying, I’ll say it anyway – the best elegant holiday outfit for you is the one that you feel most confident and comfortable in!

Do you have plans to host this year? I have a Glamorous (Yet Comfortable) Hostess Outfit Ideas For Your Next Holiday Party

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Founder and editor of My Chic Obsession, Carolyn is your trusted fashion maven. Carolyn's drive to help others achieve a classic and timeless wardrobe fuels her posts, making mychicobsession.com a go-to resource for style seekers worldwide. Beyond the wardrobe, she resides in the heartland of the Midwest, dreaming up new ideas and raising her two lively boys, her biggest fashion critics.