75+ Casual Holiday Outfit Ideas for a Stylish and Comfortable

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The holidays are a time for relaxation, fun, and family gatherings, and one of the most exciting parts is choosing the right outfit. Whether you’re hosting a dinner, enjoying a cozy night in, or heading out for a celebration, it’s important to feel comfortable while still looking festive. Casual holiday outfit ideas can offer the perfect balance between style and comfort, allowing you to enjoy the season without sacrificing fashion.

Casual Holiday Outfit Ideas for a Stylish and Comfortable

Here are 75 casual holiday outfit ideas that will help you dress for every occasion while maintaining that holiday cheer. Whether you prefer a cozy look or something a little more sophisticated, we have options for every style!

Casual Holiday Outfit Ideas
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Classic Red Sweater and Jeans:

A casual holiday outfit idea that never goes out of style is pairing a classic red sweater with your favorite pair of jeans. Opt for a chunky knit to add warmth while staying comfortable, perfect for holiday shopping or cozy dinners at home.

Classic Red Sweater and Jeans
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Plaid Shirt with Black Pants:

Plaid shirts are a timeless idea for both men and women. Tuck it into black pants for a sleek yet festive look. Add a scarf and some ankle boots to complete the outfit for extra warmth and style during the chilly season.

Plaid Shirt with Black Pants
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Cozy Knit Sweater Dress:

A sweater dress is one of the most popular ideas. Choose one with a festive pattern, like snowflakes or stripes, for a chic yet comfortable vibe. Pair it with tights and knee-high boots for a perfect holiday outfit.

Cozy Knit Sweater Dress
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Casual Chambray Shirt with Red Skirt:

A casual chambray shirt paired with a red skirt is a great idea that’s both stylish and comfortable. Add a leather jacket for a trendy twist, and complete the look with ballet flats or ankle boots.

Casual Chambray Shirt with Red Skirt
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Velvet Blazer and Jeans:

For a more polished but still casual look, pair a velvet blazer with jeans. This idea can be dressed up with gold accessories or dressed down with sneakers for a versatile holiday outfit.

Velvet Blazer and Jeans
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Chunky Knit Sweater and Leather Pants:

A chunky knit sweater paired with sleek leather pants is an edgy yet cozy idea. Perfect for family gatherings or casual office holiday parties, this outfit strikes the right balance between laid-back and stylish.

Festive Sweatshirt and Leggings:

A cute, graphic idea for the holiday season is wearing a festive sweatshirt with leggings. Choose a fun holiday print or message on the sweatshirt and accessorize with a beanie and cozy socks for ultimate comfort.

Striped Long Sleeve and White Pants:

A striped long sleeve top with white pants creates a fresh idea. The light, airy color palette works beautifully for a more relaxed holiday gathering. Pair with loafers or flats for a laid-back yet festive look.

Oversized Cardigan with a Midi Skirt:

For a comfy and cute holiday look, try an oversized cardigan paired with a flowy midi skirt. This casual holiday outfit idea keeps you cozy without compromising style, perfect for a family brunch or coffee date.

Turtleneck Sweater with Trousers

A classic casual holiday outfit idea involves a turtleneck sweater paired with high-waisted trousers. This look exudes effortless elegance while keeping things casual. Choose a neutral color for versatility and accessorize with a festive scarf for added charm.

Chunky Boots and a Cozy Scarf

If you’re heading out for a walk or meeting friends for coffee, chunky boots and a cozy scarf are essential elements of a chic casual holiday outfit idea. Add a warm jacket to stay cozy as temperatures drop, and you’ll be ready for anything.

Fair Isle Sweater with Denim Skirt

A Fair Isle sweater is a staple casual holiday outfit idea for colder months. Pair it with a denim skirt and tights for a playful yet cozy ensemble. Finish the look with warm boots for a comfortable, festive vibe.

Plaid Pants and a Wool Blazer

For a stylish yet casual holiday gathering, plaid pants and a wool blazer are a perfect combo. This casual holiday outfit idea offers a tailored look while still being laid-back and easy to wear with any shoe.

Cashmere Sweater and Dark Jeans

Nothing says cozy like a cashmere sweater. Combine it with dark jeans for a casual holiday outfit idea that’s perfect for everything from a holiday movie marathon to a relaxed dinner with friends.

Puffer Vest and Leggings

A puffer vest paired with leggings is a warm and functional casual holiday outfit idea. Add a thermal top or a holiday-themed graphic tee for a cute, layered look. This outfit is ideal for outdoor winter activities or casual gatherings.

Mock Neck Sweater and Slim Pants

A mock neck sweater combined with slim pants creates an effortlessly chic casual holiday outfit idea. You can layer this look with a denim jacket or a soft cardigan and accessorize with statement earrings for a holiday-ready look.

Flannel Shirt and Corduroy Pants

A flannel shirt with corduroy pants offers a warm, cozy casual holiday outfit idea. Ideal for a low-key holiday dinner or casual family celebration, it’s a perfect look to stay comfy while still festive.

Beaded Top with Skinny Jeans

A sparkling beaded top paired with skinny jeans creates a stylish casual holiday outfit idea. This outfit is easy to dress up or down depending on the occasion, making it perfect for both family gatherings and casual holiday nights out.

Cashmere Cardigan with Wide-Legged Trousers

Pair a luxurious cashmere cardigan with wide-legged trousers for a chic yet casual holiday look. This is a perfect casual holiday outfit idea for a relaxed holiday dinner or brunch with loved ones.

Sherpa Pullover and Bootcut Jeans

A Sherpa pullover paired with bootcut jeans creates a cozy and casual holiday outfit idea. This look works beautifully for holiday shopping or casual weekend outings, offering a balance of comfort and festive style.

Denim Jacket with a Cozy Knit Scarf

A classic casual holiday outfit idea that exudes timeless style is a denim jacket paired with a cozy knit scarf. This combo is perfect for chilly winter days when you need warmth and flexibility. Add a pair of skinny jeans and ankle boots to complete the look.

Wool Poncho and Leather Leggings

A wool poncho over a turtleneck sweater paired with leather leggings is an ultra-cozy casual holiday outfit idea. This look is chic and comfortable, perfect for any festive occasion. Pair with knee-high boots for extra warmth and style.

Cable Knit Sweater and Skater Skirt

For a feminine yet laid-back look, opt for a cable knit sweater and a skater skirt. This casual holiday outfit idea works well for family gatherings or holiday parties. Pair with tights and ankle boots to stay warm while looking fashionable.

Mock Turtleneck Dress with Sneakers

A mock turtleneck dress paired with comfortable sneakers is a great casual holiday outfit idea for a relaxed but stylish approach to the season. This look is perfect for running errands or a casual lunch date, combining comfort with an effortlessly chic vibe.

Oversized Flannel Shirt and Skinny Jeans

A comfy oversized flannel shirt with skinny jeans creates the perfect casual holiday outfit idea. This ensemble gives off a cozy, laid-back vibe, perfect for holiday gatherings or weekend outings. Pair it with boots or casual sneakers for maximum comfort.

Ribbed Sweater with Midi Skirt

A ribbed sweater and midi skirt combination is a warm and stylish casual holiday outfit idea for those chillier days. Choose a sweater in a festive color like emerald green or red to add a seasonal touch, and pair with your favorite flats or ankle boots.

Cropped Knit Sweater and High-Waisted Jeans

For a trendy yet comfortable look, try a cropped knit sweater with high-waisted jeans. This casual holiday outfit idea is ideal for holiday meetups, where you can stay comfortable while looking stylish. Add statement earrings to elevate the look.

Sweater Vest and Button-Up Shirt

Layer a sweater vest over a button-up shirt for a chic but casual holiday outfit idea. This look combines the cozy warmth of knitwear with the crispness of a shirt, perfect for a holiday brunch or casual get-together with friends and family.

Wide-Brim Hat and Wool Sweater

A wide-brim hat paired with a soft wool sweater makes for a stylish yet comfortable casual holiday outfit idea. Add slim jeans and ankle boots to complete the look. Perfect for walking around the holiday markets or attending a casual holiday event.

Holiday-Patterned Cardigan and Leggings

A cardigan with a fun holiday pattern like reindeer or snowflakes is a great casual holiday outfit idea. Pair it with leggings for a cozy yet festive look. This outfit is perfect for lounging at home or for a low-key holiday gathering with family.

Hooded Sweatshirt and Joggers

A hooded sweatshirt and joggers make for an ultra-comfortable casual holiday outfit idea. Opt for one with a festive design, like snowflakes or Christmas trees, to add a holiday touch. This look is great for a casual day of gift wrapping or relaxing at home.

Sweater Dress with Tall Boots

A sweater dress paired with tall boots is an easy casual holiday outfit idea that combines style and comfort. Choose a sweater dress in a neutral color like beige or gray, and pair it with over-the-knee boots for a look that’s both warm and chic.

Peacoat and Bootcut Jeans

For a timeless winter look, try pairing a classic peacoat with bootcut jeans. This casual holiday outfit idea exudes sophistication while still feeling relaxed. Add a wool scarf and leather gloves to stay warm and stylish during the colder months.

Plaid Skirt and Cable Knit Sweater

A plaid skirt paired with a cable knit sweater is a festive casual holiday outfit idea. This combination offers the right balance of comfort and style, perfect for a casual dinner or holiday event. Pair it with tights and flats to keep warm.

Shacket and Denim Shorts

For warmer holiday destinations, a shacket (shirt jacket) paired with denim shorts offers a laid-back yet stylish casual holiday outfit idea. This outfit is perfect for a sunny holiday destination, keeping you cool while still giving off festive vibes.

Teddy Coat and Skinny Jeans

A teddy coat is the ultimate winter outerwear choice, and when paired with skinny jeans, it creates a cozy yet chic casual holiday outfit idea. Layer over a sweater or blouse for warmth, and finish the look with stylish boots.

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    Basic Tee with a Holiday Cardigan

    A simple, neutral tee paired with a festive holiday cardigan creates an easy casual holiday outfit idea. Whether it’s a snowman pattern or a more subtle festive design, this look can be dressed up or down depending on the occasion.

    Cashmere Sweater and Plaid Scarf

    A soft cashmere sweater combined with a plaid scarf is an elegant yet casual holiday outfit idea for the colder months. Pair with black pants or leggings for a chic look that’s perfect for everything from casual holiday parties to cozy family evenings.

    Chunky Cardigan and Denim Midi Skirt

    A chunky cardigan layered over a denim midi skirt makes for a stylish casual holiday outfit idea. This look is perfect for more relaxed holiday gatherings or casual dinners. Pair with knee-high boots to keep warm while looking fashionable.

    Turtleneck Sweater and Pleated Skirt

    A fitted turtleneck sweater paired with a pleated skirt is an ideal casual holiday outfit idea for the festive season. Add a wide belt to accentuate the waist and finish the look with stylish ankle boots for an easy, elegant holiday outfit.

    Christmas-Themed Sweater with Jeans

    A Christmas-themed sweater, such as one featuring Santa or reindeer, paired with your favorite jeans is a fun and easy casual holiday outfit idea. It’s perfect for family gatherings, holiday shopping, or casual get-togethers, keeping you in the holiday spirit while staying comfortable.

    Longline Coat and Chunky Boots

    A longline coat paired with chunky boots is a stylish casual holiday outfit idea for when you need warmth and a touch of elegance. Opt for a neutral-colored coat that complements your outfit, and layer with scarves and hats for extra coziness.

    Festive Romper with Tights

    A holiday-themed romper, like one with a snowflake print or plaid design, creates a playful yet comfy casual holiday outfit idea. Pair with tights and ankle boots for a fun and functional look that works for a holiday gathering or dinner.

    Cashmere Cardigan with Skinny Jeans

    A luxurious cashmere cardigan paired with skinny jeans offers a cozy and chic casual holiday outfit idea. This combo is perfect for low-key holiday dinners or brunches, adding an element of sophistication without feeling too formal.

    Chunky Knit Pullover and Leather Skirt

    A chunky knit pullover paired with a leather skirt is a bold casual holiday outfit idea that’s still comfortable and festive. This outfit is perfect for an afternoon holiday gathering, and pairing with heels or boots adds to its appeal.

    Trench Coat and Knit Dress

    A classic trench coat layered over a knit dress is a polished casual holiday outfit idea. Choose a dress in a festive color like red or emerald, and add stylish heels or flats for a look that’s perfect for any casual holiday event.

    Faux Fur Jacket and Cropped Jeans

    A faux fur jacket paired with cropped jeans creates a trendy and warm casual holiday outfit idea. This stylish outfit is great for informal gatherings or shopping trips, offering both comfort and style with just the right amount of festive flair.

    Sherpa Jacket and Jogging Pants

    If comfort is your priority, a sherpa jacket paired with jogging pants is a relaxed casual holiday outfit idea. This ensemble is great for cozy holiday nights in or for running errands, ensuring you stay warm and chic all season long.

    Waffle Knit Top and Leather Leggings

    A waffle knit top combined with leather leggings is a comfortable and edgy casual holiday outfit idea. This is ideal for casual holiday parties or a night out with friends, offering style and warmth in a simple yet fashionable look.

    Knit Poncho and Skinny Jeans

    A knit poncho paired with skinny jeans offers a stylish casual holiday outfit idea. Layer with a scarf and boots for a chic, cozy look that’s perfect for a variety of holiday events, whether it’s a family dinner or a holiday party.

    Plaid Blazer with a Simple Tee

    A plaid blazer paired with a simple tee is a sophisticated yet casual holiday outfit idea. It strikes the perfect balance between comfort and style, making it ideal for a relaxed holiday dinner or a casual work party. Pair with dark jeans and ankle boots to complete the look.

    Velvet Top and Skinny Black Jeans

    A velvet top adds a touch of elegance to any outfit, making it a fantastic idea when combined with skinny black jeans. This look is both comfortable and stylish, perfect for a festive dinner or a night out with friends during the holiday season.

    Quilted Vest and Chunky Knit Sweater

    Layering a quilted vest over a chunky knit sweater is a warm and cozy idea. This look is ideal for outdoor holiday activities like visiting a Christmas market or ice skating. Pair with jeans and winter boots to keep the outfit practical and stylish.

    Denim Shirt with a Pencil Skirt

    A classic denim shirt paired with a pencil skirt offers a chic yet relaxed idea. This outfit is perfect for a holiday lunch or semi-formal gathering. Choose a festive-colored skirt to add a seasonal touch, and pair with ankle boots or loafers.

    Long-Sleeve Maxi Dress and Ankle Boots

    A long-sleeve maxi dress paired with ankle boots is a comfortable yet stylish idea. Opt for a dress in a wintery pattern or a bold color to make a statement, and accessorize with simple jewelry for a polished look.

    Floral Dress with a Denim Jacket

    For a warmer climate or indoor event, a floral dress layered with a denim jacket makes a lovely idea. This outfit is comfortable and festive, especially when paired with booties or flats. Choose a floral pattern with wintery hues for a seasonal feel.

    Cable-Knit Cardigan with a Flowy Dress

    A cable-knit cardigan layered over a flowy dress creates a charming idea. This look is both feminine and cozy, perfect for holiday dinners or family gatherings. Pair with tights and ankle boots to keep the look both comfortable and stylish.

    Holiday-Themed Sweatshirt and Corduroy Pants

    A holiday-themed sweatshirt paired with corduroy pants is a fun and playful casual holiday outfit idea. Perfect for decorating the Christmas tree or a casual get-together, this outfit keeps you warm and comfortable while celebrating the season.

    Leather Jacket with a Plaid Scarf

    A classic leather jacket paired with a cozy plaid scarf is a stylish casual holiday outfit idea that combines edginess with comfort. This look is perfect for outdoor holiday festivities, offering warmth and style. Pair with jeans and combat boots for a complete ensemble.

    Sweater Dress and Fleece Lined Tights

    For those chilly winter days, a sweater dress paired with fleece-lined tights is an excellent idea. This look is warm and stylish, making it ideal for a family gathering or holiday outing. Add knee-high boots to complete the cozy ensemble.

    Fitted Turtleneck with Palazzo Pants

    A fitted turtleneck tucked into wide-legged palazzo pants creates an elegant yet comfortable casual holiday outfit idea. This outfit is perfect for holiday parties or dinners, offering a sophisticated silhouette while remaining relaxed. Accessorize with statement earrings for a polished look.

    Checked Shirt and Sherpa Jacket

    A checked shirt layered with a cozy sherpa jacket is a laid-back casual holiday outfit idea that’s perfect for winter outings. This ensemble is comfortable and warm, making it great for a casual holiday walk or a coffee date with friends. Pair with jeans and boots.

    Chunky Cardigan with a Slip Dress

    A chunky cardigan layered over a sleek slip dress is a stylish and cozy casual holiday outfit idea. This look is great for a relaxed holiday party, blending comfort with a touch of elegance. Pair with ankle boots or ballet flats for a chic appearance.

    Wrap Blouse and High-Waisted Trousers

    A wrap blouse paired with high-waisted trousers is a polished yet comfortable casual holiday outfit idea. This look is ideal for a holiday dinner or an office party, offering a sophisticated vibe while keeping you comfortable. Add delicate jewelry for a finishing touch.

    Tunic Sweater with Faux Leather Pants

    A tunic sweater combined with faux leather pants is a trendy and edgy idea. This look is perfect for holiday shopping or meeting friends for a festive drink, giving off a stylish yet relaxed vibe. Complete the look with combat boots.

    Striped Turtleneck and Culottes

    A striped turtleneck tucked into culottes offers a modern and chic idea. This ensemble is perfect for a holiday lunch or a day out shopping, blending comfort with a touch of sophistication. Pair with loafers or ankle boots for a stylish finish.

    Fluffy Sweater with Denim Overalls

    A fluffy sweater layered under denim overalls creates a cozy and cute casual holiday outfit idea. This look is perfect for a casual family day or a cozy winter outing, offering warmth and comfort with a playful touch. Pair with sneakers or ankle boots.

    Knit Turtleneck with Wide-Leg Jeans

    A knit turtleneck paired with wide-leg jeans is a stylish casual holiday outfit idea that’s both comfortable and chic. This look works well for casual gatherings, offering a relaxed yet fashionable vibe. Add a belt and boots to complete the ensemble.

    Polka Dot Blouse and Denim Skirt

    A polka dot blouse paired with a denim skirt is a cute and feminine casual holiday outfit idea. This outfit is perfect for a daytime holiday gathering or brunch, giving off a festive and playful feel. Pair with tights and flats for added warmth.

    Sweater and Jogger Pants Combo

    A cozy sweater paired with jogger pants is the ultimate casual holiday outfit idea for lounging at home or a low-key gathering. This look combines comfort and style, ideal for holiday movie marathons or a casual day with family. Complete with cozy socks or slippers.

    Boho Dress with Ankle Boots

    A boho dress paired with ankle boots creates a relaxed yet stylish casual holiday outfit idea. This look is perfect for a laid-back holiday gathering or a festive dinner with friends. Add a wide-brim hat and layered necklaces for a chic bohemian vibe.

    Denim Jacket with Sweater and Skirt

    A denim jacket layered over a cozy sweater and skirt is a classic casual holiday outfit idea. This ensemble is comfortable and versatile, perfect for a casual holiday party or dinner. Pair with tights and ankle boots to keep warm and stylish.

    Cozy Hoodie with a Quilted Skirt

    A cozy hoodie paired with a quilted skirt is a playful and comfortable casual holiday outfit idea. This outfit is great for a low-key holiday gathering or relaxing with family, offering warmth and style in one simple look. Add casual sneakers to finish the ensemble.

    Cable Knit Sweater with a Mini Skirt

    A cable knit sweater worn with a mini skirt creates a fun and festive casual holiday outfit idea. This look is perfect for a cozy holiday dinner or party, combining warmth with a touch of elegance. Add tights and ankle boots for a stylish finish.

    Blazer Dress with Over-the-Knee Boots

    A blazer dress paired with over-the-knee boots is a bold yet sophisticated casual holiday outfit idea. This ensemble is perfect for a chic holiday event, offering style and comfort. Add a simple clutch and minimal jewelry to keep the focus on the outfit.

    These casual holiday outfit ideas offer a mix of comfort, style, and seasonal flair to help you look your best during the festive season. From cozy knits and stylish dresses to playful accessories, there’s something for everyone to feel both comfortable and fashionable during the holidays. Enjoy mixing and matching these looks to create your perfect holiday wardrobe!

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