Casual Winter Outfits & Accessories That Will Keep the Whole Family Stylish for the Holidays 

The winter season is here and it’s time to start thinking about your wardrobe for the colder months. While it can be tempting to throw on layers of bulky clothing to stay warm, there’s no reason why you can’t look stylish and put together even in the depths of winter. With the right winter casual outfit ideas, you can keep yourself and your family warm and cozy while still looking great.

Whether you’re planning a family Christmas vacation, a day out in the snow, or just want to look your best when you’re out and about, there are plenty of winter casual outfit ideas that are both practical and fashionable. From cozy joggers and chunky knits to stylish boots and warm jackets, there are endless options when it comes to winter fashion. So, why not take some time to plan your winter wardrobe with us at Daily Mom? We will ensure you’re ready to take on the season in style.


Ski & Snow Gear for the Family

Backcountry

For the family that loves rugged adventures and unique winter casual outfit ideas, check out Backcountry! As their name suggests, this company has all the clothing items you’ll need for hiking, camping, and exploring the most out-there places!

First, meet the Backcountry Last Chair 2L Insulated Ski Jacket for men, perfect for snowy escapades this winter season! This jacket features two-layer insulation, so you’re guaranteed full body warmth that won’t be compromised no matter how low the temperature drops. This jacket is made with waterproof, breathable material and features a helmet-compatible hood, zip-away powder skirt, thumb holes, and multiple pockets for your convenience. Its bright coloring makes it easily visible in the woods, a safety win. Lastly, this jacket’s sturdy fabric effectively resists abrasive encounters with harsh environments, extending its lifespan beyond ordinary ski clothing.

Of course, you have to keep the bottom half warm and dry, too! The Last Chair Stretch Insulated Pant is fiercely versatile comfort armor that pairs perfectly with gutsy determination when dealing with nature at its most unpredictable. These pants, which include integrated gaiters, offer superior stretch for unrestricted movement while navigating your favorite outdoor pursuits. They also feature vents and breathable fabric that is also waterproof and made with recycled materials. Enhanced by cutting-edge insulation technology, no longer will frosty weather hamper your big mountain dreams.

You are free to go wild and explore to your heart’s content when you are wrapped in Backcountry apparel. Don’t venture out unprepared – stay safe with all the clothing items you need! If you’re looking for some winter casual outfit ideas for your upcoming weekend trip to the mountains, always remember Backcountry apparel.

SHOP:
Last Chair Stretch Insulated Ski Jacket – Men’s | Last Chair Stretch Insulated Pant – Men’s
EXPLORE AND CONNECT:
Backcountry | Facebook | Instagram | Twitter | Youtube

SandMarc Snowboard Goggles

This winter shred on the slopes with SandMarc’s TriMag Snow Goggles that will allow you to hit the mountains with ease. With three magnetic, interchangeable lenses, shredding the mountain any time of day or night, no matter the conditions has never been easier. From bright sunny slopes to those after-work evenings when you just need some time in the snow, SandMarc’s multi-coated, wide-frame Toric glass lenses give you the best views. Featuring sharp, non-distorted clarity and a comfortable viewing experience when skiing or snowboarding you can ski or snowboard in sunny or cloudy conditions with optimal vision.

SHOP:
TriMag Snow Goggles
EXPLORE AND CONNECT:
SandMarc | Facebook | Instagram | Youtube

Krimson Klover

Stay warm and cozy this winter with the Stevie Fleece Jacket from Krimson Klover. Cute and trendy this sporty fleece will will be your favorite for everyday wear. The bomber-length jacket is perfect for pairing with jeans or fleece leggings but would also work as a mid layer for those colder days outdoors. The super soft berber fleece and luxurious texture and trim will keep her looking fashionable while also making sure she is warm enough to enjoy the snowy season. The full zip, soft side pockets, and high neck will also keep her warm and cozy on those nights around the fire or cold morning walks outdoors.

SHOP:
Stevie Fleece Jacket
EXPLORE AND CONNECT:
krimson klover | Facebook | Instagram | Youtube | Pinterest

Smartwool

This winter give the outdoor type a base or mid-layer they can use all day to play in the snow. With Smartwool, you will give them the gift of warmth and coziness as they head outside to ski, snowboard, or simply build a snowman. As the temperatures drop this winter and the Christmas holidays are closing in, pick up a practical and perfect gift from Smartwool. Pair the Women’s Classic Thermal Merino Base Layer Bottom and Women’s Classic Thermal Merino Base Layer Crew with a pair of cozy socks and call it a day this holiday.

Crafted of 100% Merino Wool, Smartwool’s Classic base layers fit all body types while the flatlock seam construction makes comfort a priority, no matter the number of layers you pile on. Designed in an interlock knit pattern for enhanced comfort, breathability, thermoregulation, and odor resistance, these base layers will keep anyone warm and comfy outdoors, giving them the freedom to head out in the snow and play all day all winter long.

SHOP:
Women’s Classic Thermal Merino Base Layer Crew | Women’s Classic Thermal Merino Base Layer Bottom
EXPLORE AND CONNECT:
Smartwool | Facebook | Instagram | Youtube

Chopper Mill

Casual Winter Outfits &Amp; Accessories That Will Keep The Whole Family Stylish For The Holidays  20 Daily Mom, Magazine For Families

Chopper Mill personalized mittens make the perfect stocking stuffer this Christmas! Both the adult and children’s mittens are pre-curved for exceptional dexterity, lined with 3M Thinsulate™ for incredible warmth, and are both waterproof and windproof with breathable inserts to keep hands dry, no matter the weather. Available in a variety of sizes, these goat leather mittens will keep their hands warm and dry no matter how long they spend in the snow this season! With personalization available, never lose a mitten or mistake it for someone else’s, making these a gift that will last a lifetime.

SHOP:
ADULT CHOPPER MILL® MITTENS | KIDS CHOPPER MILL® MOUNTAIN MITTENS
EXPLORE AND CONNECT:
Chopper Mill | Facebook | Instagram | Pinterest

Stonz

Stonz will keep your little one warm in the snow this winter with their Stonz Puffer Snow Suit with Hood. Made for the cold, keep your kiddos warm in the snow with three layers of puffer-filled insulation, soft polar fleece lining, and water-resistant fabric that will keep out the cold. Reflective and water resistant, you will be able to keep track of your kiddo in the snow with this easy on/off snowsuit. Get them bundled up and out the door in no time this winter with this cozy, double-zippered snowsuit from Stonz.

Pick up a pair of soft-soled shoes while you are shopping and grab the Stonz Cruiser Sneakers for your beginning walker. Comfy, lightweight, and flexible these soft-motion shoes will help your little one gain stability and traction as they work on their balance and taking those first steps. Perfect for both in and outdoors, these shoes feature a broad toe cap and wraparound design that will keep their feet safe, healthy, and developing appropriately without any tight or uncomfortable straps or ties.

SHOP:
Stonz Puffer Snowsuit with Hood | Stonz Cruiser Sneakers
EXPLORE AND CONNECT:
Stonz | Facebook | Instagram | Youtube | Pinterest

Ski Like A Girl

There’s a gem in the snowy wilderness – Ski Like A Girl! It’s not just a brand; it’s a powerful lifestyle, a powdery adventure waiting to be embraced. If you’re looking for inspiration, there are plenty of winter casual outfit ideas that only Ski Like A Girl can provide while keeping you warm and comfortable all day long. Picture this: you and your mini-me are hitting the slopes this winter season, carving through the snow, and what better way to announce your presence than with a Girls and Women’s Long Sleeve Tee? They’re not your average tees – they’re a statement, a manifesto of mountain prowess.

Soft and warm, they’re a great alternative to winter bulkiness, and the vibrant designs scream, “I own this mountain,” making you not just a skier but a trendsetter on the slopes. The Ski Like A Girl Girls Long Sleeve T-Shirt in Cotton Candy has a sweet, tie-dye effect with a large logo, and the women’s shirt makes a bigger statement with “I know I Ski Like A Girl – try to keep up” on the front.

Of course, keeping your head warm is important all day, and the Ski Like A Girl Chunk Twist Beanie is a little slice of heaven to add to your winter casual outfit ideas. The chunky twist adds a touch of whimsy, making it look like it’s been knitted with a sprinkle of mountain magic. So, whether you’re carving up the black diamond or sipping cocoa in the lodge, Ski Like A Girl has got your back – and your head – covered in style!

SHOP:
Ski Like A Girl Girls Long Sleeve T-Shirt Cotton Candy | I Know I Ski Like A Girl Try To Keep Up Womens T-Shirt – Grey | Ski Like A Girl Chunk Twist Cuffed Beanie
EXPLORE AND CONNECT:
Ski Like A Girl | Facebook | Instagram | Pinterest


Winter Casual Outfit Ideas for the Family

Rylee And Cru

No matter how much you love the holiday season, the bite of the bitter cold can take the joy out of anyone. Make this Christmas extra special, and warm, by gifting yourself or someone you love the Shearling Chore Coat and watch as their holiday spirit soars to new heights. This unique and eye-catching coat is the perfect embodiment of the magic and joy that defines this beloved season. This exquisite Shearling Chore Coat is not only stylish but also keeps you warm and snug during those chilly winter days.

With its button-up front, this adorable coat ensures a secure and playful fit, perfect for all wintertime adventures. The Shearling Chore Coat features the exclusive ‘brass checker’ all-over pattern, presenting a mesmerizing and groovy checker print that truly captures the essence of the holiday season. Imagine yourself wrapped up in this extraordinary masterpiece, spreading the holiday cheer wherever you go. Not only does it offer unparalleled style, but the Shearling Chore Coat is also crafted with the highest quality materials, ensuring durability, impeccable comfort, and warmth throughout the day.

Everyone loves to match in family photos, so match your brand-new coat with your child’s. The Shearling Chore Coat ranges from 2 years to 12 years and features the same ‘brass checker’ look. The playful checker print goes perfectly with any outfit. But this coat is not just about looks, it’s about quality too. Crafted with utmost care and attention to detail, the Shearling Chore Coat is made to withstand the test of time. It’s a gift that keeps on giving, a piece of clothing that will easily become a treasured staple in your little one’s wardrobe.

This holiday season, wrap your boys in warmth and classic style. The Collared Long Sleeve Shirt comes in four different stunning, plaid patterns. This shirt features coconut buttons down the front for easy layering and a collared look that captures a timeless sense of style. Your little boy can swiftly upgrade any outfit perfect for any holiday get-together while staying warm and cozy in this cotton Collared Long Sleeve Shirt.  

Give the gift of holiday cheer with the Maxwell Dress. This adorable dress is a must-have for your little girl’s wardrobe. The full skirt and cuffed sleeves are perfect for twirling and swaying in while the cotton material makes this dress warm and comfortable. The stunning and classic flannel pattern is a must this holiday season. The subtle hues of blue and cream give a warm, festive feel perfect for any occasion.

Every mom will take a new outfit for her baby, so why gift her, or yourself, a Crew Neck Romper. This bubble romper is made from the softest french terry fabric, so your little one can stay cozy even on the coldest winter day. The elastic leg openings and snaps at the bottom make changing diapers swift and easy. With the ‘Melon Daisy’ all-over print in bright melon colors, this romper will make sure your littlest one looks as festive as you feel.

Giving the gift of warmth and comfort is a gift that keeps on giving for years to come, whether you splurge on yourself and your family, or your loved ones. Embrace the beauty and classic look of plaid with a chic modern look.

SHOP:
Shearling Chore Coat | Shearling Chore Coat-Kid | Collared Long Sleeve Shirt | Shearling Baby Coat | Maxwell Dress | Crew Neck Romper
EXPLORE AND CONNECT:
Rylee and Cru | Facebook | Instagram | Pinterest | Tiktok

O’Neill

This holiday season, share love with your best friend, wife, sister, or even yourself with O’Neill – a gift of comfort, warmth, and quality. O’Neill is well-known in the surf community for their trendy yet laid-back clothing that gives both men and women a sense of style for casual occasions.

Add some flair and femininity to your wardrobe, starting with the Unie Tenley Floral top by O’Neill. With its self-drawstring and eye closure, you can customize this floral top to adjust the neckline and create different looks. Moreover, this flowy woven long-sleeve top is lightweight, breathable, and wrinkle-resistant, offering a skimmer length fit, not to mention the button cuff plackets that look super cute.

On the other hand, the Dreamin Tee is an oversized tee that offers a relaxed fit to feel confident in your everyday outfits. This soft cotton tee is natural, breathable, and comfortable, featuring a garment-dye design and a high-quality screen print – that gives it a unique and vintage look.

Last but not least is a versatile and cozy top – Collins Oversized Superfleece Shacket – an ultra-soft super fleece flannel with a multi-colored stripe print that fits comfy on the body. It’s soft, durable, and easy to wash, and the front button closure with the collar gives it a classic and chic look. Not to mention how cute the dual chest pockets look, adding both functionality and flair to the design.

SHOP:
JUNIE TENLEY FLORAL TOP | DREAMIN TEE | COLLINS OVERSIZED SUPERFLEECE SHACKET
EXPLORE AND CONNECT:
O’Neill | Facebook | Instagram | Pinterest

Buffalo Jeans

There’s just something about the “jeans and a cute top” combo that withstands the test of time for every occasion. Whether it’s girls’ night out, date night, or showing up for your kid’s piano recital, you can’t go wrong with this classic combo. Add the Mavra Women’s Ribbed Turtleneck to your winter casual outfit ideas for the perfect cute top that combines statement stripes with the fit and familiarity of a comfy turtleneck.

The Mavra is not only incredibly stylish – it also has the perfect softness that makes it ideal for layering when the weather gets cool. The turndown turtleneck collar detail keeps you warm without sacrificing comfort.

For those date nights where your standard pair of jeans doesn’t cut it, you need a quality statement piece. The High Rise Flare Joplin Women’s Jeans are a nod to the 70s style we know and love. Made with ultra-comfy stretch-blend cotton, these high-waisted jeans are the perfect pair with a simple turtleneck or oversized sweater. When paired with a high-heeled boot, you’ll feel unstoppable.

It’s all in the details. From the button fly to the patch-style pocket, this pair adds a vintage flair to your look that a standard pair of jeans can’t offer. But looks aren’t the only reason why we love these jeans. Made with 90% cotton, 8% polyester, and 2% Spandex, they’re the epitome of comfort. Whether sitting or standing all day long, you don’t have to worry about feeling constrained. So, if you’re looking for some winter casual outfit ideas to stay cozy and comfortable during this chilly season, you can always count on Buffalo Jeans.

SHOP:
Mavra Ribbed Turtleneck | High Rise Flair Joplin Jeans
EXPLORE AND CONNECT:
Buffalo Jeans | Facebook | Instagram | TikTok | Youtube | Pinterest

AVI

Discover an unparalleled blend of style, durability, and comfort in Avi’s athleticwear! Designed specifically for pickleball aficionados, these high-quality clothing items are ideal for anyone who likes to move their bodies and stay active.

The Bounce-It Long Sleeve shirt is an amalgamation of fine-quality fabric and advanced garment technology. It comes in multiple shades and offers you a fantastic fusion of casual flair and athletic resilience, making it versatile enough to suit all your needs. From rigorous workouts to lounging at home or running errands, the Bounce-It Long Sleeve will definitely redefine how you perceive comfort.

For bottoms, try AVI’s bike shorts. Designed for both functionality and style, these shorts are a dream to wear! The sharp color options instantly add an air of refinement to your overall outfit, proving the point that athleisure doesn’t have to be casual or relaxed all the time. Sporting them isn’t just comfort dressing; it also reflects a lifestyle choice you make as a modern fitness enthusiast who values performance and fashion aesthetics. Step into a new realm where fashion meets functional relevance. AVI is here for you with the best winter casual outfit ideas!

SHOP:
Bounce-It Long Sleeve | Bike Shorts 6″
EXPLORE AND CONNECT:
AVI | Facebook | Instagram | TikTok

Altair

Casual Winter Outfits &Amp; Accessories That Will Keep The Whole Family Stylish For The Holidays  45 Daily Mom, Magazine For Families

Altair the Label offers luxury loungewear, sleepwear, and beachwear for women of all ages. From breathable long-sleeved tops and pajamas to timeless matching sets, they are loungewear for life. Matching sets are in now more than ever. Give her a matching lounge set that will make her look put together while prioritizing comfort. The Celia Set is crafted from a stretchy ribbed fabric in an earthy pink hue. This Celia long-sleeved top has a relaxed fit… has a relaxed fit with subtle bell sleeves and a slightly cropped length.

Pair it with the Celia Pant that features a drawstring waist and a wide-leg cut for a relaxed fit. Ideal for everyday comfort, the Celia Set offers versatility for any look paired together or mixed and matched.

Casual Winter Outfits &Amp; Accessories That Will Keep The Whole Family Stylish For The Holidays  46 Daily Mom, Magazine For Families

Lounge on cloud nine in the breezy Cove set. This matching set features a gorgeous canary yellow as it envelopes a slouchy and cozy fit. The Cove top has natural details like a relaxed breast pocket, simple buttons, fitted wrists, and a sophisticated collar in a whimsical canary shade. The Cove Pants have a flattering wide-legged silhouette and adjustable drawstring waistband. These lightweight pants feel as if there’s nothing there. Mix and match with other Altair items or swap for a graphic tee or jeans as you incorporate these pieces. So, if you’re looking for some winter casual outfit ideas to keep yourself warm and comfortable during the colder months, you should always shop at Altair.

SHOP:
Celia Top | Celia Pant | Cove Top | Cove Pant
EXPLORE AND CONNECT:
Altair | Facebook | Instagram

Kasper

Casual Winter Outfits &Amp; Accessories That Will Keep The Whole Family Stylish For The Holidays  47 Daily Mom, Magazine For Families

Whether she’s a working woman, busy mom, or fashion queen, everyone needs a coat for the fall and winter months that oozes fashion and style. Kasper has a collection of innovative “coatigans” that combine the function of a coat with the softness and coziness of a cardigan.

The Carlie Coatigan is the perfect combination of a cozy cardigan and a graceful tailored coat. The timeless checker pattern is a welcomed pattern for the season and pairs effortlessly with both brown and black hues. The sleek, notched lapel collar frames the neckline, while the gold double-breasted buttons complete this classic piece with an opulence finish. Kasper has unique winter casual outfit ideas, cozy jackets, and warm accessories that will keep them snug and stylish all season long!

SHOP:
Carlie Coatigan
EXPLORE AND CONNECT:
Kasper | Facebook | Instagram

Thumb United

Wrap your loved ones in warmth and kindness this holiday with Thumb United Women’s 6 Pocket Pant – the comfiest, coolest, and handiest pants you’ll ever wear! Perfect for gym time or just hanging out, they are super relaxed– made with a mix of polyester, cotton, viscose, and elastane. This pant features 2 front pockets with zippered closures, 2 back pockets, and 2 sides “cargo” pockets – the drip it offers is unreal while keeping your stuff safe. If you’re looking for inspiration, there are plenty of winter casual outfit ideas at Thumb United that will keep you warm and comfortable while still looking fashionable.

You can choose from Navy, Heather Grey, or Black to effortlessly match your style. Plus, the embroidered red exclamation mark on the back gives off a vibe that stands out subtly. Washing is easy – throw it in the machine, no bleach, and you’re good to go. But it’s not just a pair of pants; it’s a statement! THUMB, the brand behind it, gives 10% of its money to groups that help people balance their lives and spend less time on phones.

SHOP:
Women’s 6 Pocket Pant
EXPLORE AND CONNECT:
Thumb United | Facebook | Instagram | Tiktok | Pinterest

OAK Fit

If you are looking for winter casual outfit ideas for someone who loves working out, doing yoga, or just enjoys chic activewear, Oakfit is here to make them happy. Mighty Bra is your new must-have workout essential that blends support with style seamlessly. Designed for medium support, it offers the perfect balance for activities like yoga, Pilates, and weightlifting. Moreover, the flattering V neckline adds a touch of elegance, while the wide bottom band ensures a secure fit without discomfort. Plus, you can customize it with removable pads and show off the stylish keyhole back detail that enhances breathability.

Crafted from buttery, soft, and weightless fabric, the Mighty Bra offers unparalleled comfort, allowing you to move freely during your workout of choice. With exceptional flexibility, you can stretch and move in all directions, ensuring a full range of motion. Whether you’re hitting the gym or going for a jog, embrace your fitness journey confidently with a bra that adapts to your every move.

OAK 25 Leggings, on the other hand, are a must-have high-rise leggings to elevate your activewear collection. Made from luxuriously soft fabric, these leggings provide all-day comfort with a super light and unrestricted feel. In addition, OAK 25 has a curve-embracing fit, hugging and highlighting your every contour. The best part is that these leggings stay put with exceptional flexibility, giving you peace of mind to focus on what you love doing – stretching, squatting, or practicing yoga. Furthermore, its high-rise waistband adapts to your body, providing extra coverage and tummy control. Aren’t they the best?

SHOP:
OAK 25″ Leggings | Mighty Bra
EXPLORE AND CONNECT:
OAK Fit | Facebook | Twitter | | Pinterest

Decathlon

Embrace the holiday spirit with Decathlon’s exceptional outdoor gear, designed to elevate your adventures and keep you comfortable during this season of exploration. Whether you’re hitting the trails or planning a winter escapade, Decathlon has you covered. If you’re looking for inspiration for your winter wardrobe, check out these cozy and chic winter casual outfit ideas – perfect for staying warm and stylish all season.

Discover the Quechua Women’s MH100 Hiking Rain Jacket in a stylish gray shade, perfect for occasional hiking. This jacket offers optimum comfort with its versatile cut that fits all body shapes and under-arm ventilation to ensure you hike at just the right temperature. Its waterproof design, complete with 100% taped seams and a 2-layer coating that withstands a 5000 mm column of water, makes it an ideal choice for unpredictable weather.

Breathability is ensured with 20-cm side openings and a perspiration-wicking component. Even with all these remarkable features, it remains lightweight. The jacket also boasts a removable and adjustable hood, cuffs that can be tailored to your preference, and a bottom tightening cord, along with practical pockets to keep your essentials secure.

For your cold-weather excursions, look no further than the Forclaz Women’s MT100 Synthetic Puffer Jacket in a sleek Steel Gray. This padded jacket is designed to provide warmth and lightweight comfort, even in temperatures as low as 23°F, making it the perfect companion for your winter outings. What sets this jacket apart is its impressive compactness; it can be conveniently folded into its left-hand pocket, freeing up valuable space and weight in your backpack.

The jacket is also water-repellent with a PFC-free treated outer fabric, ensuring you stay dry. Despite its fantastic insulation capabilities, it’s incredibly lightweight. Plus, maintenance is a breeze, thanks to the synthetic fabric and insulation, which are both machine washable.

This holiday season, surprise your loved ones with the gift of warmth and adventure from Decathlon. Their outdoor winter casual outfit ideas ensure that you can explore the great outdoors in comfort and style. Whether you’re navigating hiking trails or immersing yourself in the beauty of winter landscapes, these products are designed to make your outdoor experiences truly memorable. So, here’s to a season filled with warmth, joy, and unforgettable adventures. Happy holidays and happy adventuring!

SHOP:
Quechua Women’s MH100 Hiking Rain Jacket | Forclaz Women’s MT100 Synthetic Puffer Jacket
EXPLORE AND CONNECT:
Decathlon | Facebook | Instagram | Twitter | Pinterest | YouTube | TikTok

Sophie & Hailee

Are you tired of the same old wardrobe choices? Shop with Sophie & Hailee for classy, sophisticated (and dare we say, sexy) pieces that won’t break the bank!

First, consider the Sweetheart Stripe Bodysuit. This stunning piece is not just a fashion statement, but a versatile addition to any closet that will elevate your style game to new heights. With its unique blend of classic stripes and modern design, this bodysuit offers a perfect balance between sophistication and trendiness. The Sweetheart Stripe Bodysuit provides endless styling possibilities, making it an essential investment for anyone who loves to mix and match their outfits.

Second, try stepping into fashion-forward elegance with the Brushed Plaid Button-Up Skirt – an essential addition to any fashionista’s collection. This stylish skirt encapsulates modern femininity while exuding an air of timeless charm. The brushed fabric gives it a luxurious feel, making it ideal for both casual outings and more formal occasions. Embrace individuality as you pair this unique skirt with your favorite top and accessories, creating a look that speaks volumes about your personal style.

Don’t settle for the ordinary when you can elevate your wardrobe with these captivating pieces from Sophie & Hailee! You are sure to love shopping with this boutique brand!

SHOP:
Sweetheart Stripe Bodysuit | Brushed Plaid Button Up Skirt
EXPLORE AND CONNECT:
Sophie & Hailee | Facebook | Instagram | TikTok | Youtube | Pinterest

Shein

Casual Winter Outfits &Amp; Accessories That Will Keep The Whole Family Stylish For The Holidays  61 Daily Mom, Magazine For Families

Shein is your one-stop shop for clothing all year long. With fast shipping and a huge selection, Shein has everything you need to dress your best! From formal events to professional workwear and weekend lounging, Shein has the styles you love at a price you can afford. This season we love a good textured blazer and the MOTF Premium Tweed Blazer is a show stopper. Crafted in gorgeous greens, this trendy two-button blazer pairs perfectly with a turtleneck and professional pants to a bodysuit and jeans. With Shein, you can check off all of your holiday looks this season.

SHOP:
MOTF Premium Tweed Blazer
EXPLORE AND CONNECT:
Shein | Facebook | Instagram | Twitter | Youtube | Pinterest

Bear the Palm

Casual Winter Outfits &Amp; Accessories That Will Keep The Whole Family Stylish For The Holidays  62 Daily Mom, Magazine For Families

If you are searching for cute and comfy golf shirts for your kiddos or matching shirts for the family, Bear the Palm has just what you need. Their kids’ polos are sensory-friendly, tagless, and super stretchy! Moisture wicking, with 4-way-stretch comfort these lightweight junior performance polos are both fun and trendy with cute patterns both te kids and mom will love. Send your kiddos out on the course in style this season with Bear the Palm polos.

SHOP:
The Blue Crab – Kids Golf Polo
EXPLORE AND CONNECT:
Bear the Palm | Instagram

Hungover AF

Don’t let the fear of tomorrow’s hangover steal the joy of tonight’s fun. The OG Hungovr Cap’s got your back – ensuring the only thing heavy in the morning is your dance moves from the night before! 

With OG Hungovr Cap, party hard this holiday season, as it’s your go-to solution for post-party blues! It’s affordable and purposeful, making it a smart choice to match all your winter casual outfit ideas. Why buy it? Think of it like your own temperature controller for your head – cools or warms all around. No annoying light or sound will bother you, as this cap’s got it covered. Not to mention how amazingly it fits – super stretchy and comfy – you might forget you’re wearing it. Moreover, it is made from 100% natural fabric, like a breath of fresh air for your head. There are no synthetics, just pure comfort.

SHOP:
OG HUNGOVR CAP
EXPLORE AND CONNECT:
Hungover AF | Facebook | Instagram | Tiktok

PatPat

Active kiddos need clothes that not only move with them but also get the job done without breaking the bank, and that is why we love PatPat. Quality kid’s clothes at prices mom loves! This holiday season, stock up on closet staples that look good and wear well. A good coat is a must going into the winter; this cotton-padded coat is a winner due to its warmth, hood, and length to cover the bum, and it is available in toddler-to-kid sizes. Pair it with a super cute color block sweater that will look great on all skin tones. The colors are bright for winter and perfect to carry you into the spring.

This ruffled ribbed long-sleeve top is so great you will want to snag it in all five colors for winter casual outfit ideas with a bit of pizazz. It is cute, comfortable, and great for any occasion for the holiday season and beyond. For the little sweetheart in your life, she will love this trendy heart print lightweight sweater. Great for school, play dates, and anywhere else, she will want to stand out.

Pairing with leggings is always a good idea, even better when they come in a 3 pack! From toddler to little kid sizes, you will want to snag a few of these for backups as these will become their new favorite go-to pants with room to roam and play. Finally, grab your little one some tights so she can keep rocking the dresses and skirts year-round. We love these ones because they are comfortable, durable, and have built-in grips to reduce slippage.

SHOP:
Hooded Button Design Cotton-Padded Coat | Colorblock Bright Sweater | Casual Solid Ribbed Long-Sleeve Top | Sweet Heart-Shaped Pullover | 3-Pack Solid Color Elasticized Leggings
EXPLORE AND CONNECT:
PatPat | Facebook | Instagram | Twitter | Youtube | Pinterest

United Skulls of America

With so many options, choosing the right Christmas present can be exhausting. We got your back! So, if you’re looking for winter casual outfit ideas, check out the cool shirts by United Skulls – wearable statements that scream cool, comfort, and edgy charm.

The best part? You get designs for everyone. Whether someone’s into classic skulls, something more modern, or anything different, United Skulls has got it covered. You can style them in many ways – casual with jeans or dipped up with a jacket. It’s a gift that keeps on giving because it fits any occasion – a laid-back hangout or a fancy event. Moreover, there’s a design available for all 50 states. So, if you know someone with home-state pride or maybe even a state alumni, they will love these tees.

SHOP:
Skull State Tees
EXPLORE AND CONNECT:
United Skulls of America | Facebook | Instagram


Shoes for the Family

dr. Liza Shoes

Casual Winter Outfits &Amp; Accessories That Will Keep The Whole Family Stylish For The Holidays  72 Daily Mom, Magazine For Families

Comfortable and supportive heels are hard to find, but this season dr LIZA has just the shoes she needs for all occasions. Perfect for the professional but just as great for the lady striding around the city for a date night with her beau, dr. LIZA’s heels and booties offer the signature dr LIZA orthotic insole but with added reinforcement and support for the most cushioned steps she’ll take this season. The dr. LIZA Closed Toe Sandal is a classic and timeless style that offers versatility and seamlessly fits into any wardrobe, bold or neutral capsule-oriented. A mix between a pump and a sandal, this gorgeous heel provides an ankle strap, roomy toe box, and stacked style for just the right height with the ideal amount of comfort. Crafted of Brazilian leather, these versatile heels give her the stability and comfort she desires with a look she will love this holiday.

SHOP:
dr. LIZA Closed Toe Sandal
EXPLORE AND CONNECT:
dr. LIZA | Facebook | Instagram

See Kai Run

See Kai Run has all the shoes for your kiddos – seriously! They have boots, sneakers, sandals, and everything in between! If you need footwear for your baby or older child, make sure to check out this company! Their options are endless!

For example, the Gilman and Atlas styles are both insulated and waterproof, great for the cold, wet months of the year that we’re experiencing now. They both feature a wide opening for pulling on easily, and they are designed to be lightweight, durable, flexible, and warm.

The Stevie sneaker is great for baby girls on the go! It’s designed specifically for our little ones who are learning to walk. In fact, it was awarded the Seal of Acceptance from the American Podiatric Medical Association. This shoe comes in multiple colors, but all feature a rubber toe cap for protection, a large toe box for growth, and vegan and recycled materials for sustainability purposes. These shoes are breathable, flexible, durable, and super cute!

Other designated “first walker” shoes include the Susie, a dress flat, and the Casey, a winter bootie. These are so handy, using the best materials and convenient Velcro fasteners.

When we said this company had it all, we meant it! Shop with See Kai Run for all your kid’s shoes, and trust that they will be well-made and incredibly stylish! When putting together modern winter casual outfit ideas for your kids, pay attention to the importance of choosing the right shoes – See Kai Run can help you find the perfect pair.

SHOP:
Gilman Waterproof/Insulated Gray/Orange | Atlas Waterproof/Insulated Black | Stevie (First Walker) Peach/Gold | Stevie (First Walker) Purple Shimmer | Susie (First Walker) Red Metallic | Casey (First Walker) Peach/Gold
EXPLORE AND CONNECT:
See Kai Run | Facebook | Instagram | Twitter | Pinterest

Just Shoes for Kids

Casual Winter Outfits &Amp; Accessories That Will Keep The Whole Family Stylish For The Holidays  82 Daily Mom, Magazine For Families

If you like options when you’re shopping, then make sure to check out Just Shoes for Kids. They have hundreds of footwear options for kids in every size, shape, color, and style!

This winter check out this shining shoe – the Old Soles Boys & Girls Parade Casual Shoes in Gold Glam. These shoes are not your average run-of-the-mill footwear; they exude sophistication and flair while providing the ultimate support for your little one’s feet. Whether it’s a special occasion or just a casual day out, these shoes will elevate any outfit and have heads turning with envy. Your superstar will enjoy the premium leather feel and the faux laces that won’t trip them up.

The Naturino Carex Sneakers are another great option to match your kids’ winter casual outfit ideas – a fusion of fashion and function crafted specifically for boys and girls! Designed with attention to detail and constructed from high-quality materials, these sneakers are more than just an accessory – they’re a statement piece that keeps kids comfortable and secure throughout all their activities. These sleek and durable sneakers match a variety of clothing styles and are easy for kiddos to take on and off.

The Old Soles Boys & Girls Star Tracker Casual Shoes are also stylish and comfortable shoes, perfect for active kiddos. Whether they’re running around on the playground or heading to a family event, these shoes will keep them looking cool and feeling great. With their unique design and high-quality construction, these Old Soles shoes are sure to turn heads and become an instant favorite in your child’s wardrobe. They will feel extra comfy with the faux laces, breathable fabric, and removable footbed.

Casual Winter Outfits &Amp; Accessories That Will Keep The Whole Family Stylish For The Holidays  89 Daily Mom, Magazine For Families

You can also order toys, too! One great example is the Dena Neon Rainbow, a whimsical toy that encourages boundless imagination and vibrant playtime! This item can be used for all kinds of games and activities, from building towering structures with rainbow-hued blocks to creating intricate designs with vibrant puzzle pieces. It’s a delightful blend of entertainment and education. If you’re looking for the perfect pair of shoes to complete your child’s winter casual outfit ideas, check out Just for Shoes for Kids for all things stylish.

SHOP:
Old Soles Boys & Girls Parade Casual Shoes in Gold Glam | Naturino Boys & Girls Carex Sneakers | Old Soles Boys & Girls Star Tracker Casual Shoes | Dena Neon Rainbow
EXPLORE AND CONNECT:
Just Shoes for Kids| Facebook | Instagram

TYR

Lightweight, sleek, and breathable, the Men’s Techknit RNR-1 Trainer from TYR is the ideal running and training shoe for him. Providing all day comfort, this versatile sneaker features SurgeNRG+ enhanced with supercritical foam for ultimate all day comfort and durable support for any movement. The 3D knit upper hugs his foot in all the right places while the carbon rubber outsole and secure engineered lacing system offers maximum traction, durability and stability for all movement. With a beveled heel to assist in landings and a molded sockliner for ultimate security, this easy to wear sneaker is both functional and fashionable for him this holiday season.

SHOP:
Men’s Techknit RNR-1 Trainer
EXPLORE AND CONNECT:
TYR | Facebook | Instagram | Twitter | Youtube | Pinterest

Kindthing

This season, Kindthing has adorable accessories for everyone in the family! First, let’s talk about the kids. When it comes to kids’ play products, safety is always a top concern for parents. That’s why Kindthing has created their Non-Toxic Jelly Sandals, ensuring that your child can have fun without exposing their little feet to harmful chemicals. Made from high-quality materials that are free from phthalates, these sandals offer the perfect balance of comfort and durability.

These shoes are available in two different colors, and they are easy to slip on and off, allowing little ones to practice more independence. The soft jelly material provides ample support for growing feet while still allowing natural movement. This means that your child can run, jump, and play freely without any restrictions or discomfort. Plus, they are water-resistant, making them perfect for trips to the beach or pool. Invest in a pair of Kindthing’s Non-Toxic Jelly Sandals today and give your child the gift of safe and stylish footwear!

You deserve a fun new accessory, too! The Messenger Bag from Kindthing is crafted from high-quality materials; this bag effortlessly combines durability with a sleek design. Its spacious interior provides ample room for all your essentials, making it perfect for work, travel, or daily use. It even works as a diaper bag!

Moreover, the thoughtful design features extend to the exterior of the bag. The adjustable shoulder strap ensures comfortable wear while on the move, allowing you to go hands-free with ease. This bag will be a trusty companion that combines practicality with sophisticated style. Shop with Kindthing to find affordable, chic accessories that elevate your winter casual outfit ideas for you and all your loved ones!

SHOP:
Nontoxic Jelly Sandals | Do-It-All Diaper Messenger Bag
EXPLORE AND CONNECT:
Kindthing | Facebook | Instagram | TikTok


Accessories To Complete Your Look

Enso Rings

Casual Winter Outfits &Amp; Accessories That Will Keep The Whole Family Stylish For The Holidays  97 Daily Mom, Magazine For Families

Thinking holiday gifts? Choose the Hybrid Ring from Enso Rings – an exquisite jewelry piece that’s all about combining the best of both worlds. It features a cool titanium metal outer ring and a comfy platinum silicone inner ring that you can switch between. Need to dress up? Pop on the metal ring. Going casual? Go for the silicone. Easy, right?

Plus, it comes in two amazing options: Titanium + Platinum Silicone or Black Zirconium + Black Pearl Silicone. Both look fancy with a brushed metal finish and a super comfy silicone inner ring. Wear it whenever you want, fancy dinner or a jog in the park. Stack the metal for a classy look, or go without for an active vibe – keep it stylish on the move.

It even comes with a lifetime warranty and free shipping for that extra peace of mind. If you want to spruce up your winter casual outfit ideas, don’t forget to check out the cool accessories only Enso Rings has. Grab this gift now and present someone with the perfect blend of style and function!

SHOP:
Hybrid Ring – Titanium Metal and Platinum
EXPLORE AND CONNECT:
Enso Rings | Facebook | Instagram | Twitter | Pinterest

Taylor Gray

Casual Winter Outfits &Amp; Accessories That Will Keep The Whole Family Stylish For The Holidays  101 Daily Mom, Magazine For Families

Your search for a thoughtful holiday present comes to an end with Jeanne Large Neoprene Tote – where style meets practicality! The Jeanne Neoprene Tote by Taylor Gray rocks the vibe of animal print linen but feels super smooth, thanks to the neoprene magic: a perfect blend of style and practicality. Moreover, the splash of neutral colors with rich mocha and coffee tones make it an eye candy that effortlessly elevates your outfits. You can take this tote to work, kids’ games, school events, malls, or anywhere you want – it will look iconic.

 But wait, that’s not it – there’s a handy neoprene pocket inside for your phone or sunglasses. And the rubber Taylor Gray logo on the pocket adds a touch of class. In addition, it features an extra privacy pouch, which keeps you organized on the move; you can put your keys, cards, etc. 

Casual Winter Outfits &Amp; Accessories That Will Keep The Whole Family Stylish For The Holidays  102 Daily Mom, Magazine For Families

Now, let’s talk about the Ann Large Carryall bag – making your life easy and organized on the go! With shiny gold, stormy blue, white, and navy stripes up front, it adds a chic touch that transforms any ordinary outfit into something amazing! Furthermore, its inside is black, making it simple to find your stuff, and it has a mesh pocket to keep things neat. It’s versatile for travel, makeup, accessories, school supplies, you name it! Easy to zip, easy to organize, and just plain easy. If you’re looking for accessories to complement your winter casual outfit ideas, Taylor Gray has got you covered!

SHOP:
Jeanne Neoprene Tote | The Ann Large Carryall
EXPLORE AND CONNECT:
Taylor Gray | Facebook | Instagram | Pinterest

Citymouse

Whether you’re into styling fits, like being organized, or just looking for a cute gift for your girl – the Citymouse® Sling Diaper bag is the answer – offering a hassle-free, organized life on the move. What sets this bag apart is the chance to make it uniquely yours. Choose from various designer straps to customize your citymouse® sling diaper bag, reflecting your taste and style. City Mouse has the best suggestions for those who love to dress up their winter casual outfit ideas with the perfect finishing touches.

This bag features a compact design and is water and stain-resistant – making it durable for all life’s adventures. Not only that, it’s easily washable – just lay it flat to dry. Plus, It is a dream bag with all the features you can think of – a key lanyard for quick access, an elastic drink holder for bottles or sippy cups, a magnetic close pocket for valuables, a mesh pocket for diapers, credit card slots, and a convenient back zipper pocket. Make your outings fun, stay organized, and elevate your fashion game – all with the citymouse® sling diaper bag.

SHOP:
City Mini Sling Diaper Bag
EXPLORE AND CONNECT:
Citymouse


Our guide has countless winter casual outfit ideas that can help you and your family stay warm and stylish throughout the season. From layering up with cozy sweaters and jackets to accessorizing with hats and cute handbags, there’s no reason why you can’t look your best, even in the winter months. Whether you’re spending time with loved ones, exploring the great outdoors, or just running errands, the right winter wardrobe can make all the difference. So, get creative, have fun with your outfits, and make this winter your most fashionable one yet!

You might also be interested in…

If you’re looking for unique winter casual outfit ideas? Check out 23 Excellent Gifts For Him For Christmas

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Casual Winter Outfits &Amp; Accessories That Will Keep The Whole Family Stylish For The Holidays  105 Daily Mom, Magazine For Families

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Parveen Duggal
Parveen Duggal
Parveen is a former healthcare professional who lives in Canada on Lake Huron with her husband and three gorgeous daughters. She loves fashion, jewelry, sunglasses, scrapbooking, cooking, enjoys whipping around town in her Tesla, and watching movies with her handsome husband. She is religious and loves to raise money for charities around the world. Parveen loves traveling especially going to Disney World with her entire family.

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