50+ Simple Holiday Outfit Ideas to Keep You Stylish

Looking for Simple Holiday Outfit Ideas that are stylish yet comfortable? You don’t need to overthink it! A cozy sweater paired with tailored jeans and ankle boots creates a chic, effortless look. For a more festive vibe, try a red or green dress with minimal accessories for a pop of color. Layering a cozy scarf with a classic trench coat can elevate your outfit, especially when paired with leggings or leggings-style trousers. Don’t forget a pair of comfortable flats or booties to keep you moving throughout the day. With these Simple Holiday Outfit Ideas, you’ll look great without the stress!

Simple Holiday Outfit Ideas to Keep You Stylish and Comfortable

The holiday season brings a blend of joy, celebration, and plenty of opportunities to show off your style. Whether you’re attending a family dinner, a casual holiday gathering, or a festive office party, finding the perfect outfit can be challenging. To help you dress effortlessly this season, we’ve compiled 50 simple holiday outfit ideas that strike the perfect balance between comfort and style. From cozy knits to festive dresses, these looks will ensure you’re dressed for any occasion.

1. Cozy Knit Sweater and Jeans

A simple holiday outfit idea for both comfort and style is pairing a cozy knit sweater with your favorite pair of jeans. Choose a sweater in classic holiday colors like red, green, or white for a festive vibe. This combination is perfect for a relaxed family gathering or casual get-together. Add a scarf and ankle boots to complete the look. With this simple holiday outfit idea, you’ll stay warm while looking effortlessly chic.

2. Velvet Dress and Heels

Velvet is a luxurious fabric that brings holiday vibes to any outfit. A velvet dress in rich colors like deep red, navy, or emerald green can make a statement without being too over the top. Pair it with simple heels or flats to keep the look comfortable yet polished. This simple holiday outfit idea is perfect for cocktail parties or dinner dates. Add subtle jewelry for a refined touch to this festive and simple holiday outfit idea.

3. Plaid Skirt and Turtleneck

For a chic and timeless holiday look, opt for a plaid skirt paired with a cozy turtleneck sweater. The plaid pattern adds a festive touch, while the turtleneck keeps you warm. This simple holiday outfit idea is perfect for a day out or a casual holiday brunch. Pair it with knee-high boots or ballet flats for an effortlessly stylish look that is both comfortable and practical.

4. Cashmere Sweater and Leather Pants

If you’re looking for a sleek yet simple holiday outfit idea, a cashmere sweater paired with leather pants is the way to go. The soft texture of the cashmere sweater provides comfort, while the leather pants add a modern, edgy twist to your holiday look. Pair this ensemble with heeled boots or classic pumps. This simple holiday outfit idea is perfect for a night out with friends or a stylish holiday dinner.

5. Sequin Top and Black Skirt

Add some sparkle to your holiday wardrobe with a sequin top paired with a simple black skirt. This festive combination will give you a dazzling look without being overly formal. The simple black skirt keeps the outfit grounded, while the sequin top brings the holiday spirit. This simple holiday outfit idea works well for office parties, family gatherings, or a night out on the town.

6. Sweater Dress and Tall Boots

A sweater dress is a perfect piece for a cozy, stylish holiday outfit. Choose one in neutral tones or holiday colors like burgundy or forest green. Pair it with tall boots to add a touch of sophistication to the look. This simple holiday outfit idea is ideal for outdoor festivities, holiday shopping trips, or casual get-togethers. The dress will keep you warm, while the boots provide a chic and practical touch.

7. Flannel Shirt and Denim Jeans

For a laid-back, casual holiday gathering, a flannel shirt paired with denim jeans is a fantastic choice. Choose a plaid flannel in festive hues like red and green, and tuck it into high-waisted jeans for a trendy look. This simple holiday outfit idea is perfect for casual holiday activities like ice skating, Christmas tree shopping, or a relaxed family dinner. Add cozy boots or sneakers to complete the look.

8. Jumpsuit and Statement Necklace

A jumpsuit can be a unique yet simple holiday outfit idea. Opt for a black or metallic jumpsuit for an effortless and sleek look. Add a statement necklace or chunky earrings to elevate the outfit. This simple holiday outfit idea is great for cocktail parties or elegant holiday events. Pair with strappy heels or ankle boots for added sophistication. The jumpsuit is easy to wear and will ensure you feel stylish and comfortable all night long.

9. Oversized Sweater and Leggings

For ultimate comfort during the holiday season, pair an oversized sweater with leggings. This simple holiday outfit idea allows you to stay cozy while still looking fashionable. Choose a sweater in a festive color like red, silver, or gold for a holiday-inspired look. Add statement boots or chunky scarves to complete your outfit. Whether you’re lounging at home or meeting friends for coffee, this simple holiday outfit idea will ensure you stay comfy and chic.

10. Long-Sleeve Shirt Dress and Belt

A long-sleeve shirt dress paired with a belt can create a polished yet easygoing look for the holidays. Choose a shirt dress in a festive print or rich fabric like corduroy for extra warmth. This simple holiday outfit idea is versatile enough to wear to a casual holiday lunch or dinner. Complete the look with ankle boots or loafers, and you’ll be ready for any occasion. This outfit is an excellent option for those who prefer a simple holiday outfit idea with a touch of sophistication.

11. Chic Midi Skirt and Sweater

A chic midi skirt paired with a simple sweater is a stylish, easy-to-put-together look for the holidays. Opt for a pleated or wrap midi skirt in a festive color and combine it with a cozy knit sweater. This simple holiday outfit idea is perfect for office parties or casual family gatherings. Add a pair of ankle boots or ballet flats to complete the outfit. The midi skirt brings sophistication, while the sweater keeps the look grounded and comfortable.

12. Puffer Jacket and Skinny Jeans

A puffer jacket paired with skinny jeans is a simple yet fashionable holiday outfit idea for cold weather. Choose a puffer jacket in neutral tones or jewel hues like emerald or burgundy for a festive touch. Skinny jeans balance out the bulkiness of the jacket while offering comfort and warmth. This simple holiday outfit idea is perfect for outdoor activities, like winter walks or holiday shopping, and can be dressed up or down with boots or sneakers.

13. Teddy Coat and Wide-Leg Trousers

For a stylish and cozy holiday outfit, try a teddy coat with wide-leg trousers. The soft texture of the teddy coat makes for a comfortable yet fashionable outerwear option. Pair it with wide-leg trousers for a relaxed yet chic vibe. This simple holiday outfit idea works well for a casual brunch or holiday outing. Add sleek heels or flats to complete the look, and you’ll be ready for a day of holiday fun in style.

14. Bodysuit and High-Waisted Pants

A fitted bodysuit combined with high-waisted pants creates a simple holiday outfit idea that is both flattering and chic. Choose a bodysuit with lace details or a festive print for added elegance. High-waisted pants elongate the legs and create a polished silhouette. This simple holiday outfit idea is ideal for an elegant dinner party or a night out with friends. Pair it with pointed-toe heels and a clutch to finish the look.

15. A-Line Dress and Cardigan

An A-line dress paired with a cardigan is a versatile and simple holiday outfit idea for any occasion. Opt for a dress with a holiday-inspired print or in a rich color like deep red or forest green. Layer it with a cozy cardigan to keep warm during the cooler months. This simple holiday outfit idea is perfect for everything from casual family gatherings to office parties. Pair it with ankle boots or loafers for added comfort and style.

16. Turtleneck and Pleated Skirt

Pairing a turtleneck with a pleated skirt is a timeless and simple holiday outfit idea. The fitted turtleneck keeps you warm and polished, while the pleated skirt adds movement and elegance. Choose a metallic or floral pleated skirt to add a festive flair. This simple holiday outfit idea works well for both formal and casual events. Pair with ankle boots or block heels, and you’re ready to impress at any holiday celebration.

17. Cropped Sweater and High-Waisted Skirt

For a trendy holiday look, try pairing a cropped sweater with a high-waisted skirt. The cropped sweater gives a fun, playful vibe, while the high-waisted skirt creates a flattering silhouette. Choose a skirt in a festive fabric like velvet or satin for added holiday spirit. This simple holiday outfit idea is perfect for a cocktail party or a holiday date night. Pair with tights and heeled booties to stay warm and stylish.

18. Wrap Dress and Heeled Boots

A wrap dress is a classic choice for a simple holiday outfit idea that is both flattering and elegant. The wrap style accentuates the waist, while the dress itself can be dressed up or down depending on the occasion. Pair with heeled boots to add height and sophistication to your look. This simple holiday outfit idea is perfect for a holiday dinner or party. Add a statement necklace or earrings for extra flair.

19. Knitted Cardigan and Leather Skirt

A knitted cardigan paired with a leather skirt is a perfect blend of cozy and edgy for a simple holiday outfit idea. The softness of the cardigan contrasts nicely with the boldness of the leather skirt, creating an effortlessly chic look. Choose a neutral or jewel-toned cardigan and pair it with a black leather skirt for versatility. This simple holiday outfit idea is great for both casual and semi-formal occasions. Complete the outfit with ankle boots or a pair of chic heels.

20. Sweater Vest and Button-Up Shirt

A sweater vest over a button-up shirt is a stylish yet simple holiday outfit idea that can be dressed up or down. Choose a sweater vest in festive hues like red or green, and pair it with a crisp white or plaid button-up shirt. This layered look is perfect for a holiday brunch or a casual family gathering. Complete the outfit with jeans or chinos, and add loafers or ankle boots for a polished finish.

21. Cashmere Sweater and Plaid Scarf

A cashmere sweater paired with a plaid scarf is a classic and simple holiday outfit idea for staying warm and stylish. The soft cashmere keeps you cozy while the plaid scarf adds a touch of festive pattern to your look. This simple holiday outfit idea is ideal for casual outings or holiday shopping trips. Pair it with jeans or leggings for ultimate comfort, and finish the look with winter boots or sneakers.

22. Peacoat and Knit Skirt

A peacoat paired with a knit skirt is an elegant yet cozy choice for a simple holiday outfit idea. The double-breasted peacoat adds a layer of sophistication, while the knit skirt provides warmth and comfort. Opt for a midi or knee-length skirt in a neutral or festive color, and pair it with tights or knee-high boots. This simple holiday outfit idea works well for everything from family dinners to winter outings in the city.

23. Holiday Pajamas and Slippers

For a super cozy and laid-back holiday look, opt for holiday-themed pajamas paired with slippers. This simple holiday outfit idea is perfect for a Christmas morning or a cozy night in. Choose pajamas with festive prints like snowflakes or reindeer, and pair with comfy slippers for ultimate relaxation. While this look is casual, it’s the perfect choice for anyone who wants to enjoy the holiday spirit without sacrificing comfort.

24. Mini Skirt and Sweater

A mini skirt paired with a chunky sweater is a fun and flirty simple holiday outfit idea. The mini skirt gives a youthful vibe, while the chunky sweater balances it out with warmth and comfort. Opt for a knitted sweater or one with festive embellishments to add holiday cheer. This simple holiday outfit idea works well for casual get-togethers or holiday parties. Complete the look with tights and ankle boots for a trendy, chic ensemble.

25. Shirt Dress and Combat Boots

A shirt dress paired with combat boots is a cool, edgy twist on the typical holiday outfit. The shirt dress is easy to wear and can be styled with festive accessories. Combat boots add a tough, stylish element to the outfit, making it perfect for a holiday gathering with a more casual dress code. This simple holiday outfit idea is great for those looking for something a little different but still stylish and comfortable.

26. Puffy Sleeved Dress and Ballet Flats

For a simple holiday outfit idea that is both elegant and playful, opt for a puffy-sleeved dress paired with ballet flats. The puffy sleeves add a touch of drama, while the simple silhouette keeps the outfit comfortable and stylish. Choose a dress in a festive color like metallic gold or red for the perfect holiday touch. This simple holiday outfit idea is ideal for casual holiday gatherings, brunches, or family dinners. Complete the look with minimal jewelry for an effortlessly chic style.

27. Striped Sweater and White Jeans

A striped sweater paired with white jeans is a casual yet trendy simple holiday outfit idea. The stripes add a bit of fun to the sweater, while the white jeans keep the look fresh and clean. This simple holiday outfit idea is perfect for holiday shopping, casual family gatherings, or coffee dates. Add a scarf in holiday colors like red or green for extra warmth and festive charm. Pair with ankle boots or sneakers for an easy, comfortable finish.

28. Shirtdress and Cozy Cardigan

A shirtdress layered with a cozy cardigan is the perfect balance of comfort and style for a simple holiday outfit idea. The shirtdress is easy to wear and can be styled with a festive cardigan for a cozy, yet chic, vibe. This simple holiday outfit idea works for everything from casual gatherings to holiday shopping trips. Pair it with knee-high boots or loafers for added warmth and sophistication. The layering effect keeps you cozy without sacrificing style.

29. Chunky Knit Sweater and Leather Leggings

For an ultra-cozy and chic look, pair a chunky knit sweater with leather leggings. The chunky knit provides warmth and texture, while the leather leggings add an edgy element to the look. This simple holiday outfit idea is perfect for a casual holiday lunch or family get-together. Opt for neutral tones or jewel colors for a festive touch, and pair with ankle boots or sneakers for a polished yet comfortable look.

30. Jacket and Midi Dress

Pairing a jacket with a midi dress is an easy and stylish way to create a simple holiday outfit idea. A tailored jacket, such as a denim or blazer style, works beautifully with a flowy midi dress. This combination offers a sophisticated yet laid-back vibe, perfect for a variety of holiday events. Whether you’re attending a dinner party or a casual gathering, this simple holiday outfit idea can be dressed up with heels or dressed down with flats.

31. Culottes and Fitted Turtleneck

Culottes paired with a fitted turtleneck create a chic and modern simple holiday outfit idea. The wide-leg culottes offer comfort and style, while the fitted turtleneck provides a sleek and flattering silhouette. This combination works well for a casual holiday outing or a family gathering. For a festive touch, choose culottes in metallic or jewel tones. Complete the look with heels or ankle boots for a stylish finish.

32. Long Cardigan and Button-Down Shirt

A long cardigan worn over a button-down shirt is a great way to achieve a simple holiday outfit idea that is both cozy and chic. The long cardigan adds warmth and texture, while the button-down shirt gives the look a sophisticated touch. This simple holiday outfit idea is perfect for holiday brunches or cozy family dinners. Add a scarf or holiday-themed accessories to complete the look. Pair with skinny jeans or leggings for a comfortable yet stylish ensemble.

33. Satin Skirt and Cozy Jumper

A satin skirt paired with a cozy jumper is a perfect simple holiday outfit idea for those who want to combine comfort and elegance. The satin skirt adds a touch of luxury, while the jumper keeps things relaxed and cozy. Choose a jumper in neutral or festive colors like red or gold to match the holiday spirit. This simple holiday outfit idea is great for a relaxed dinner party or holiday get-together. Pair with ankle boots for a comfortable finish.

34. Sweater Tunic and Leggings

A sweater tunic paired with leggings is a super comfortable yet stylish simple holiday outfit idea. The sweater tunic offers extra warmth and can be worn oversized for a relaxed, cozy look. Pair it with sleek leggings for a streamlined silhouette. This simple holiday outfit idea is perfect for lounging around the house or running errands during the busy holiday season. Add some statement jewelry or a festive scarf to elevate the look.

35. Printed Holiday Skirt and Knit Top

A printed holiday skirt paired with a simple knit top is a fun and festive simple holiday outfit idea. Choose a skirt with holiday-themed prints like snowflakes or reindeer to bring in the spirit of the season. Pair it with a simple, solid-colored knit top to balance the look. This simple holiday outfit idea is great for casual holiday parties or outdoor activities. Finish the outfit with ankle boots or flats for comfort and style.

36. Ribbed Dress and Booties

For a sleek and modern look, try pairing a ribbed dress with booties for a simple holiday outfit idea. The ribbed texture adds depth to the dress, while the booties keep the look trendy and functional. This simple holiday outfit idea is perfect for a dinner date or a holiday gathering with friends. Choose a ribbed dress in neutral or metallic tones for a more festive touch, and pair with minimal accessories to keep the look chic and effortless.

37. Wide-Legged Pants and Sweater Vest

Wide-legged pants paired with a sweater vest is an on-trend and comfortable simple holiday outfit idea. The wide-legged pants offer a relaxed yet stylish look, while the sweater vest adds warmth without being too bulky. This combination is perfect for those looking for a unique and laid-back holiday outfit. Whether you’re going out for a casual dinner or running holiday errands, this simple holiday outfit idea will keep you both comfortable and fashionable.

38. Tartan Skirt and Wool Sweater

A tartan skirt paired with a wool sweater is a classic, cozy simple holiday outfit idea that never goes out of style. The tartan print adds a traditional holiday touch, while the wool sweater keeps you warm during chilly winter days. This simple holiday outfit idea works for everything from family dinners to holiday events. Pair it with tights and boots for added warmth, and complete the look with simple jewelry or a festive scarf.

39. Graphic Tee and Skirt

For a casual yet stylish holiday look, pair a graphic tee with a skirt. Choose a graphic tee with a holiday-themed design or a fun slogan to add a personal touch to your outfit. Pair it with a flared skirt or A-line skirt for a fun, feminine silhouette. This simple holiday outfit idea is great for a relaxed holiday gathering or a festive brunch. Add sneakers or ankle boots for comfort and a casual, trendy vibe.

40. Holiday-Themed Sweatshirt and Joggers

If you’re looking for ultimate comfort during the holidays, a holiday-themed sweatshirt paired with joggers is the way to go. The sweatshirt adds festive cheer with prints like snowflakes, reindeer, or Santa, while the joggers keep the look relaxed and cozy. This simple holiday outfit idea is perfect for a laid-back holiday movie night or a casual holiday brunch. Complete the look with warm slippers or cozy socks to stay extra comfortable.

41. Tailored Coat and Midi Skirt

A tailored coat paired with a midi skirt creates an effortlessly chic simple holiday outfit idea. The tailored coat offers sophistication, while the midi skirt provides a flattering silhouette. Choose a midi skirt in a festive fabric like velvet or satin to add a holiday touch. This simple holiday outfit idea is perfect for a holiday dinner or an outdoor winter event. Complete the look with knee-high boots and a scarf for warmth and style.

42. Monochrome Look with a Sweater and Skirt

A monochrome look with a sweater and skirt is a simple holiday outfit idea that offers a polished, stylish appearance. Opt for a sweater and skirt in the same color family for a clean, cohesive look. Choose colors like red, green, or gold for a festive touch. This simple holiday outfit idea is perfect for any holiday event, from family dinners to office parties. Add a pair of ankle boots or heels to complete this sleek and sophisticated look.

43. Plaid Pants and Solid Sweater

Plaid pants paired with a solid sweater is a simple holiday outfit idea that exudes effortless style. The plaid pattern adds visual interest, while the solid sweater grounds the outfit and provides warmth. This combination is perfect for a holiday lunch or casual evening get-together. Pair it with loafers or boots to finish the look. This simple holiday outfit idea allows you to stay festive and comfortable while making a fashionable statement.

44. Tailored Jumpsuit and Heeled Sandals

A tailored jumpsuit is a simple yet striking holiday outfit idea. Choose one with a flattering silhouette and festive details like metallic accents or subtle sequins. Pair with heeled sandals for a more formal look or wedges for a more casual style. This simple holiday outfit idea is great for a cocktail party, New Year’s Eve event, or fancy dinner gathering. Add statement jewelry for a touch of sparkle and elevate your holiday look.

45. Off-the-Shoulder Top and High-Waisted Jeans

An off-the-shoulder top paired with high-waisted jeans creates a chic and relaxed simple holiday outfit idea. The off-the-shoulder detail adds a touch of sophistication, while the high-waisted jeans offer a flattering and comfortable fit. This simple holiday outfit idea is perfect for casual gatherings, holiday shopping trips, or cozy nights at home. Pair with ankle boots or heeled sandals and add a festive scarf or jewelry for a subtle holiday touch.

46. Faux Fur Vest and Skinny Jeans

A faux fur vest paired with skinny jeans is a stylish yet simple holiday outfit idea that works for both day and evening events. The faux fur adds texture and warmth, while the skinny jeans keep the look streamlined and sleek. This simple holiday outfit idea is perfect for outdoor gatherings or a holiday dinner. Add a pair of boots or flats to complete the look, and accessorize with gold jewelry for a sophisticated finish.

47. Flannel Shirt and Leather Skirt

A flannel shirt paired with a leather skirt creates an edgy and chic simple holiday outfit idea. The flannel shirt adds a relaxed, cozy vibe, while the leather skirt gives the outfit a bold and polished touch. This simple holiday outfit idea works for casual holiday parties, get-togethers, or even a cozy night out. Pair with knee-high boots or ankle boots to complete the look, and opt for a festive red or green flannel for a touch of holiday spirit.

48. Blazer and Sequin Skirt

A blazer paired with a sequin skirt is a glamorous yet simple holiday outfit idea that’s perfect for festive parties or New Year’s Eve celebrations. The blazer adds a structured and polished look, while the sequin skirt provides a playful and festive touch. This simple holiday outfit idea allows you to stand out at any celebration without being over-the-top. Pair with high heels or ankle boots, and complete the look with minimal jewelry for an effortlessly chic style.

49. Chunky Cardigan and Midi Dress

A chunky cardigan worn over a midi dress is an ideal simple holiday outfit idea for both warmth and style. The chunky cardigan adds an extra layer of coziness, while the midi dress offers a flattering and feminine silhouette. Choose a midi dress with a holiday-inspired print or in a festive color like emerald green or ruby red. This simple holiday outfit idea works for everything from casual brunches to cozy family gatherings. Add knee-high boots to complete the look.

50. Peacoat and Plaid Scarf

A peacoat paired with a plaid scarf is a classic and timeless simple holiday outfit idea. The peacoat provides warmth and structure, while the plaid scarf adds a festive pop of color and pattern. This simple holiday outfit idea is perfect for outdoor activities or a winter walk. Choose a peacoat in a neutral color like navy or black, and pair it with a plaid scarf in traditional red or green tones. Complete the look with cozy gloves and knee-high boots for extra warmth.

These 50 simple holiday outfit ideas cover a wide range of styles, from cozy sweaters and leggings to elegant dresses and tailored coats. Whether you’re looking for something casual or dressy, there’s a simple holiday outfit idea for every occasion. With the right combination of accessories, festive colors, and comfortable fabrics, you can look chic, stylish, and ready to enjoy the holiday season in comfort. These simple holiday outfit ideas ensure that you’ll always have the perfect look for any festive gathering or celebration.