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As the holiday season quickly approaches, many of us are starting to plan out our festive outfits for all the upcoming parties and gatherings. While it can be fun to dress up in glamorous and sparkly ensembles, sometimes it’s nice to have a more casual and relaxed option. That’s why in this post, I’ll be sharing 20 casual holiday outfit ideas that are perfect for a stress-free and comfortable holiday season. From cozy sweaters to leggings, these casual holiday outfits will have you looking stylish and feeling comfortable all season long!
1. fluffy knit dress + flats + earrings
Though a dress might sound like it’s more of a dressier look, the key to wearing a dress in a casual way is finding the right material. That’s where a sweater dress comes in. A cozy fabric like a knit or boucle is perfect for snuggling this time of year. The dress silhouette adds a touch of elegance (and is perfect if you need any dressier looks), but the cozy material keeps it from feeling overdone.
Paired with flats, the ensemble is casual and easy to wear. To add that holiday touch, pair it with some statement earrings to add a little sparkle to your look. This outfit is perfect for holiday parties, Christmas cocktails, a movie night, or even a casual dinner party with friends and family. It’s a great alternative to the more dressy and formal holiday outfits, allowing you to feel comfortable and relaxed while still looking festive and put together.Â
2. cardigan + flared leggings + flats
cardigan | leggings | flats | phone case | earrings
​Looking for a cozy yet stylish holiday outfit? This outfit is perfect for achieving a casual yet put-together look. Flared leggings can offer a comfortable and flattering fit while elongating your legs. The cardigan keeps you warm and stylish. Add a touch of sophistication with a pair of classic flats.Â
Wondering what the right place to wear this more casual look is? This outfit is great for holiday shopping, grabbing a coffee with friends, or even attending a low-key holiday party.
With the legging style and necklace phone case (a top trend in Paris), not only is this outfit trendy (if you care about that sort of thing), but it’s also versatile. You can easily dress it up or down with different accessories. Add a fun beanie to dress it down even more and add a festive touch.
Whether it’s flared leggings or velvet leggings, incorporating them into your outfit is one of the easiest ways to achieve a casual look without sacrificing comfort.Â
3. striped shirt + jeans + socks + clogs + beanie
shirt | jeans | socks | shoes | hat
File this under casual looks to try this season. This ensemble is the epitome of casual chic and is perfect for a laid-back holiday gathering. Start with a cozy striped shirt as the base. Striped shirts are one of the most classic choices for your wardrobe – and bonus points if it has a winter theme!
Pair your top with your favorite jeans for a comfortable and timeless look. Add a pair of cute socks and clogs for a touch of vintage flair. And don’t forget the beanie to keep you warm and stylish! This outfit is perfect for a casual holiday party, a cozy night in decorating Christmas trees with loved ones, or hanging up your Christmas lights. It’s one of those fun outfits that instantly gives off an effortlessly cool vibe.Â
4. cable knit sweater + jeans + socks + clogs + earrings
sweater | jeans | socks | clogs | earrings
Wearing a cable knit sweater is a classic choice for casual holiday outfit ideas. This time of year calls for cozy and comfortable looks, and this outfit idea delivers. Pair your sweater with your favorite pair of jeans for a relaxed and timeless look. Add some cute socks and clogs to keep your feet warm – and stylish. Complete the outfit with a pair of statement earrings to add a touch of elegance.
This holiday outfit is perfect for a casual holiday party or even a cozy night in by the fireplace. It strikes the perfect balance between comfort and style, allowing you to enjoy the holiday festivities while looking effortlessly put together.
5. plaid shirt + velvet pants + sweater vest + socks + slippers
shirt | vest | pants | socks | slippers
Looking to lean into the festive prints this season? This plaid shirt outfit combo is the perfect solution! This ensemble effortlessly combines comfort and style, making it a go-to option for any casual holiday gathering.
Start with a cozy plaid shirt as it adds a touch of festive flair. Pair it with luxurious velvet pants for an elegant look that still feels relaxed.
Add a cozy sweater vest for extra warmth and layering. Complete the outfit with a pair of cute socks and comfortable slippers. This combination not only keeps you cozy and comfortable but also exudes holiday cheer. Wear this look to your next holiday movie night!
6. fair isle sweater + jeans + socks + loafers + bag
sweater | jeans | socks | shoes | bag
When it comes to holiday party outfits that are festive without being too dressy, you can’t go wrong with wearing a Fair Isle sweater. It gives the cozy and festive feeling of an ugly Christmas sweater – just way better!
Pair your sweater with your favorite jeans for a casual and comfortable look that still feels put together. To keep your feet warm and stylish, add some cute socks and loafers. The loafers give the outfit a polished touch while ensuring your feet stay cozy.
Complete the look with a fun bag that can hold all your essentials. This outfit is perfect for casual holiday gatherings, shopping trips, or even a laid-back Christmas brunch.
7. sweater + denim skirt + loafers + bag
sweater | skirt | shoes | bag | watch
When it comes to creating a casual holiday outfit that is both stylish and comfortable, a sweater and denim skirt combo is a perfect choice. Start with a cozy and chunky sweater that not only keeps you warm but also adds a touch of holiday cheer to your look.
Pair it with a denim skirt for a laid-back and casual vibe. The denim skirt adds a trendy element to the outfit and can easily be dressed up or down depending on the occasion.
For your footwear, opt for a pair of loafers. Loafers are not only comfortable but also give your outfit a polished and sophisticated touch. Complete the look with a stylish bag! This outfit is perfect for a casual holiday party, a day of Christmas shopping, or even a festive lunch with friends.
8. coat + oversized sweater + leggings + scarf + flats
coat | sweater | leggings | scarf | shoes
To create a casual holiday outfit that you won’t feel sloppy in, start with a warm and chic coat that not only keeps you protected from the winter chill but also adds a touch of sophistication to your look.
Pair it with an oversized sweater for a relaxed and comfortable fit that still looks stylish and put together. Opt for leggings to keep your legs warm and to add a sleek and flattering silhouette to the outfit. Wrap a scarf around your neck for an extra layer of warmth – even better if you add a pop of color or pattern!
Complete the look with a pair of comfortable flats that allow you to walk and enjoy the holiday festivities with ease. This outfit is perfect for a casual holiday shopping trip, a visit to a Christmas market, or even a festive stroll in the park.
9. lady jacket cardigan + knit pants + flats + earrings
jacket | pants | shoes | earrings
Perfect casual holiday outfits have this one thing in common: comfy fabrics. That’s why incorporating lounge pants into your look is always a good idea. This ensemble exudes effortless elegance and is perfect for any casual holiday gathering or event.
Start with a lady jacket cardigan, which adds a touch of refinement and structure to your look. Pair it with comfortable knit pants for a relaxed fit that still looks polished and put together. Opt for a pair of classic flats for a comfortable and stylish shoe choice.
Complete the outfit with a pair of statement earrings to add a touch of sparkle and sophistication. This outfit is perfect for a holiday brunch, a casual dinner party, or even a festive shopping trip!
10. sweater cardigan + wide-leg jeans + clogs + bag
Looking to create a casual holiday outfit that exudes effortless style and comfort? This combo is the perfect choice. Start with a cozy sweater cardigan that adds warmth and a touch of sophistication to your look. Bonus points for pretty detailing to elevate your look.
Pair it with wide-leg jeans for a relaxed and on-trend vibe. The wide-leg silhouette elongates your legs and adds a stylish element to the outfit. As for your footwear choice? Opt for comfortable clogs. Not only are they a current style, but they’re more comfortable than you may think.
Complete the look with a stylish bag that can hold all your holiday essentials. This outfit is perfect for a casual holiday gathering, a lunch with friends, or last-minute shopping.
11. metallic long sleeve shirt + sweater vest + velvet pants + flats
top | vest | pants | shoes | earrings
Looking to add a touch of glamour to your casual holiday outfit? This outfit will do it. Effortlessly combining comfort and style, it’s a go-to option for any casual holiday gathering.
Start with a metallic long-sleeve shirt for a festive and eye-catching look. Pair it with a cozy sweater vest to add warmth and dimension to the outfit. Opt for luxurious black velvet pants for a touch of elegance and texture.
Lastly, complete the look with a pair of comfortable flats that you can keep on your feet all night long. This outfit is perfect for a casual holiday party, a night out with friends, or even a festive dinner at home!
12. turtleneck + wide-leg pants + shearling sandals
sweater | pants | shoes | socks | bag
This is one of those holiday looks that you might just find yourself falling asleep in! This outfit combines cozy comfort with a touch of elegance, making it ideal for any laid-back holiday gathering or event.
Start with a warm and chic turtleneck that not only keeps you protected from the winter chill but also adds a sophisticated element to your look. Pair it with wide-leg pants for a relaxed and trendy vibe. The wide-leg silhouette adds a fashionable twist to the outfit and allows for easy movement and comfort. Complete the look with shearling sandals, which not only keep your feet cozy but also give your outfit a relaxed touch.
This outfit will help you achieve a stylish and comfortable holiday look that allows you to enjoy the festivities with ease!
13. red lady jacket + velvet pants + flats
jacket | pants | shoes | earrings
A red sweater or cardigan is the epitome of Christmas, and this outfit idea is the perfect way to combine Christmas cheer, cozy comforts, and effortless elegance.
Start with a vibrant red lady jacket that instantly catches the eye and adds a pop of color to your look. Pair it with luxurious velvet pants for a touch of elegance and texture. The combination of the red jacket and velvet pants creates a festive and chic aesthetic that’s perfect for holiday gatherings and parties.
Complete the outfit with a pair of comfortable flats to keep your feet happy while you mingle the night away. The flats also add a touch of practicality to the outfit, ensuring that you can navigate any holiday event with ease.
14. buffalo plaid jacket + jeans + boots + beanie
jacket | boots | jeans | hat | bag
If your style leans more adventurous, then this is the outfit idea to try. This ensemble exudes warmth, comfort, and a touch of rustic charm, while embodying the spirit of Christmas.
Start with a classic buffalo plaid jacket that instantly brings the holiday cheer with its vibrant red and black pattern. Pair it with your favorite jeans for a casual and relaxed look. The jeans provide a timeless base that allows the jacket to take center stage.
Slip on a pair of stylish boots to keep your feet warm and add a rugged and outdoor-inspired touch. Whether you choose ankle or knee-high boots, brown or black boots, you can never go wrong with this fall and winter staple.
Complete the outfit with a cozy beanie to keep your head warm and complete the laid-back vibe. This outfit is perfect for visiting the Christmas tree farm or even a winter hike.
15. turtleneck + cardigan + lounge pants + flats + scarf
turtleneck | cardigan | shoes | pants | scarf | earrings
This casual holiday outfit combines comfort and style effortlessly, making it a go-to option for any laid-back holiday gathering! Start with a warm and cozy turtleneck as the base, which not only keeps you protected from the winter chill but also adds a touch of sophistication to your look.
Layer a long cardigan over the turtleneck for an extra layer of warmth and coziness. Pair them with comfortable lounge pants for a relaxed fit that still looks put together. Opt for classic flats to keep your feet happy all day long.
Lastly, complete the outfit with a cozy scarf to add a pop of color and texture. This outfit is perfect for a casual holiday brunch, a cozy movie night at home, or even a relaxed holiday shopping trip.
Related: How to Wear and Style a Long Cardigan (+ Outfit Ideas!)
16. sweater + knit skirt + scarf + shearling shoes
sweater | skirt | scarf | shoes | tumbler | bag
Have a casual holiday gathering on your calendar? Start with a cozy sweater and pair it with a knit skirt for a relaxed yet polished look. The knit skirt adds texture and visual interest to the outfit, while the sweater keeps you warm and cozy. Wrap a scarf around your neck for added warmth.
Complete the look with a pair of warm boots for a cozy and stylish touch. The shearling lining not only keeps your feet warm, but makes it feel like you’re wearing slippers.
This comfortable yet stylish look is perfect for last-minute errands and being on the go.
17. sweater dress + scarf + loafers
You can never go wrong with a warm and soft sweater dress – it not only keeps you snug but also adds an element of elegance to your look. Pair it with a stylish scarf for added warmth and outfit interest. The scarf not only keeps you cozy but also adds a fashionable touch to the outfit.
Complete the look with a pair of comfortable loafers, which give the outfit a polished and sophisticated finish. They’re not only comfortable but practical too! With this outfit, you’ll be able to achieve a laid-back and effortlessly stylish holiday look.
A sweater dress is just one of the things I recommend for a fall and winter capsule wardrobe. Need help building the rest of your closet? I created a free wardrobe shopping list for you that you can get by signing up here!
18. turtleneck + plaid pants + shearling sandals + vest
turtleneck | pants | shoes | vest
Looking for a unique and stylish holiday outfit? This one is certainly unique! This ensemble is all about mixing patterns and textures to create an eye-catching look.
Start with a bold striped turtleneck and pair it with stylish plaid pants for a fun and festive vibe. The combination of stripes and plaids creates a visually interesting outfit that’s perfect for any casual holiday gathering.
Complete the look with shearling sandals for a cozy and unexpected touch. The shearling lining adds a luxurious and winter-ready element to the ensemble. Finally, layer on a vest for added warmth and style.
19. fair isle sweater dress + socks + boots + coat
When it comes to creating a cozy and stylish holiday outfit, the Fair Isle sweater dress is a go-to choice. The Fair Isle sweater dress instantly adds a festive and charming touch to your look, with its intricate patterns and cozy material.
Pair it with a cute pair of socks that peek out from your boots for added warmth and interest. Speaking of boots, opt for a comfortable and stylish pair that complements the sweater dress, whether it’s ankle boots, knee-high boots, or even snow boots, depending on the weather.
To complete the outfit, layer on a stylish coat that not only keeps you warm but also adds a touch of sophistication. The coat can be a classic trench coat, a cozy puffer coat, or even a trendy teddy coat. This outfit is perfect for a winter holiday gathering, a trip to see Christmas lights, or even a festive day out!
20. cardigan + corduroy pants + clogs + bag
cardigan | pants | shoes | bag
Do you like color and want to wear something other than red and green this season? This outfit is perfect for you! With the different colors, it’s a fresh take on a winter look, yet it still feels festive.
And since it effortlessly combines warmth, texture, and fashion, it’s the perfect choice for any laid-back holiday gathering. Start with a printed cardigan in a soft and luxurious fabric, such as cashmere, cotton, or wool, for added coziness.
Pair it with corduroy pants for a trendy and retro-inspired look that adds texture to your outfit. Corduroy not only keeps you warm but also adds a touch of vintage charm.
Slip on a pair of comfortable clogs for a stylish and practical footwear option. Finally, complete the look with a stylish bag that can hold all your essentials while adding a touch of sophistication. This outfit is perfect for a casual holiday brunch, a day of shopping, or even a festive lunch with friends!
Picking Your Casual Holiday Outfits
While the holiday season is generally a time to dress up, sometimes you just want a more relaxed and casual option. Now you have a variety of outfit ideas that combine comfort, style, and a touch of festive flair.
From boucle dresses paired with flats and earrings to cozy cardigans with flared leggings and flats, there is a casual holiday outfit option for everyone. Whether you prefer a classic striped shirt with jeans and clogs or a trendy sweater dress with shearling sandals, these outfit ideas are perfect for holiday parties, gatherings, and even cozy nights in.
You figured out what you’re going to wear, now you need to check everyone off your shopping list! We have gift guides to help you out, no matter who you’re shopping for.
