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It’s the most wonderful time of the year…for holiday clothing, shoes, and styles for the whole family! Ring in the holidays with new colors, styles, and trends to celebrate the season and the time spent with family and friends as we bring this year to a close with those we love. Whether you are searching for the perfect outfit for family photos, Christmas Eve Mass, the holiday party, or even pajamas for Christmas morning, we’ve rounded up some of our favorite brands for stylish and trendy holiday clothing including options that scream “very merry” and others that are more subtle and versatile for all year wear.


Holiday Clothing for Adults

Jude Connally

Holiday Clothing

Whether you are looking for the perfect holiday party outfit, or simply something classy and sophisticated for this winter season, look no further than Jude Connally for your holiday clothing. This season is all about the gatherings – holiday dinners and celebrations from Christmas to the New Year and every woman knows you’ve got to have the clothes to fit the occasion. Looking and feeling your best will ensure you enjoy this time with friends and family, celebrating the joys of the season.

Whether you are looking for the perfect Christmas Eve attire, planning for the holiday office party, or even looking for a dressy brunch ensemble for your annual holiday celebration with your girlfriends, Jude Connally has the styles and selections to wow this season, while also keeping you feeling comfortable and chic. We love the Dixie Top in Navy Holiday Tassel paired with the Trixie Wide Leg Black Velvet Pants. The top is designed using their signature Jude Cloth with a flutter sleeve detail and rounded neckline. Paired with the wide leg black velvet Trixie Pant in luxe stretch velvet, this outfit makes dressing up this holiday season comfortable and easy.

SHOP:
Dixie Top in Navy Holiday Tassel | Trixie Wide Leg Black Velvet Pants
EXPLORE AND CONNECT:
Jude Connally | Facebook | Instagram | Twitter | Pinterest

Cindy Karen

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Do you have the perfect LBD? If not, Cindy Karen has you covered this holiday season with the Del Mary Easy, Beach Casual dress.

While the Del Mar may be “casual,” it’s the perfect dress for year-round comfort and style. During the summer months, this knee-length go-to cotton classic makes the perfect dress to take you from poolside to luau. But, as the holidays roll in, it can just as easily become your favorite party dress. Just throw on your fancy jewels, a pair of high heels and hit the town! And because it’s cotton, you can throw it in the wash at the end of the night.

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SHOP:
Del Mar Easy, Beach Casual Dress
EXPLORE AND CONNECT:
Cindy Karen | Facebook | Instagram

Shinesty

Listicles/guides – Rbrawley

This holiday season, dress to the nines for all those holiday parties. Shinesty has amazing jumpsuits, dresses, and holiday clothing that really make a statement for any occasion. Their holiday clothing come in fun, stylish, and sometimes tacky patterns. Like the holly pattern on the Deck Yourself Before You Wreck Yourself Jumpsuit or the Christmas sweater pattern on the Nordic Gentleman Christmas Suit. Have a partner for “cuffing season”? Get them a matching outfit and be the talk of the party.

Listicles/guides – Rbrawley

SHOP:
Deck Yourself Before You Wreck Yourself Jumpsuit | Nordic Gentleman Christmas Suit
EXPLORE AND CONNECT:
Shinesty | Facebook | Instagram | Twitter | Youtube | Pinterest

Tipsy Elves

Tipsy Elves is an innovative company that allows everyone in the family to dress up in fun stylish attire that will attract attention this holiday season. From ugly Christmas sweaters to cozy full-body jumpsuits, you’re sure to find something to crank up the Christmas spirit! The cozy ‘Ho Ho Ho’ jumpsuit is a perfect addition to a Christmas party this season. Made with material that’s built to last, you’ll be sure to be the highlight of any party. Great for lounging around the house in, or snuggling up near the fireplace, this holiday clothing is on point.

Holiday Guide 2019

Want to stand out and get many laughs this year at your holiday party? Pick up this ‘Get Lit’ ugly Christmas sweater and stay stylish all night long. Tipsy Elves offers a wide variety of ugly Christmas sweaters to choose from.

SHOP:
Men’s Christmas Onesie Pajamas – Red HoHoHo Holiday Spirit Adult Jumpsuit | Men’s and Women’s Unisex Black & Red Fair Isle Reindeer Jumpsuit – Ugly Christmas Sweater Party Adult Onesie | Men’s Light Up Christmas Sweater – Black Lit Funny Ugly Christmas Sweater
EXPLORE AND CONNECT:
Tipsy Elves | Facebook | Instagram | Twitter

Origamei

For the woman who is always on-the-go, here’s a clever and stylish travel dress by Origamei. The Yuri layered dress is so versatile it can easily transition from office to weekend just by changing up your shoes and accessories. Available in 5 classic colors, the Yuri is lightweight, machine-washable and just the kind of dress you’ll want to pack for a weekend holiday adventure or vacay.

In Japanese, “ori” means to fold, and the Origamei Yuri Dress is not only foldable, but packable, too! By folding the dress along the seamlines and with a few tucks on the corners, this wrinkle-resistant dress becomes a compact little pouch. It’s just about the perfect size to throw into a Christmas stocking, purse, or weekender for an after-hours or overnight adventure. As the saying goes, good things come in small packages, and Origamei is proof that is true.

SHOP:
Yuri Layered Dress
EXPLORE AND CONNECT:
Origamei | Facebook | Instagram | Twitter | Youtube | Pinterest


Holiday Clothing for Kids

Tooby Doo

Holiday Clothing

Holiday clothing for kids doesn’t have to be all about the red and green, rather selecting a variety of versatile, comfy, casual outfits, pants, shirts and sweaters is a better bet when it comes to your little ones. Don’t spend a fortune on an outfit they will wear once for Christmas Eve (and probably complain about wearing) and instead choose cute and trendy styles that can be worn all year long.

Holiday Clothing
Holiday Clothing

This holiday season we love the Phoenix Shirt paired with Toobydoo’s cool fit chino in either fern or navy. The plaid pattern of greens and blues is ideal for a timeless and classic holiday photo session, Christmas dinner, and will even be able to be worn well into the spring and summer months. This long sleeve cotton shirt will keep your boys cool and comfortable while dressed up and still able to play (as we know they will) while the contrasting chambray lined collar and cuffs will keep them looking dapper at all times. When paired with the cool fit chinos that feature a slimmer look, adjustable waistband and 100% cotton construction, your kids will be able to enjoy the holiday season with no complaints about wearing uncomfortable pants.

Holiday Clothing

For more casual winter wear, our long-time favorite children’s jeans are those from Toobydoo. These premium children’s jeans are soft to the touch, comfortable to wear, and never stiff or uncomfortable. Available in light, medium and dark wash with an adjustable waistband, these jeans feature a streamlined, trendy yet classic style making them a must for kids during the fall and winter season. Paired with the uber-soft Porter Flannel in shades of navy, red and white plaid with chambray lined collar and cuffs, your little one will be able to run, jump and play in style while staying cozy and warm.

Holiday Clothing

Finally, finish off their holiday clothing with super stylish and trendy Parker Parka in Navy. Every child needs a good coat this season and this parka is sure to keep them warm and cozy with its super soft fleece-lined interior and attached hood with faux fur trim. The stand-up snap collar will not only keep them warm, but also won’t irritate sensitive skin with the soft inner lining. Finally, the contrasting ribbed elastic cuffs will keep the sleeves nice and tight around their wrists to keep out the cold.

SHOP:
Phoenix Shirt | Fern Cool Fit Chino | Navy Cool Fit Chino | Toobydoo Jeans | Porter Flannel | Parker Parka in Navy
EXPLORE AND CONNECT:
Toobydoo | Facebook | Instagram | Twitter | Pinterest

nununu

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Who says Christmas has to be all red and green? We think it may more black and white (with a touch of red), like the holiday clothing from nununu. Forget the hustle and bustle of the holidays and slow down a little. Try a more minimalistic approach this holiday season with nununu.

For the boys, we love the red embroidered festive skull t-shirt. This funky little duo comes in a cheery red to complement the black embroidered skull. Special touches like the layered-sleeves and drawn-on look of the skull, plus the lived-in softness make this shirt extra special.

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Add on to the look with the dyed black dress riding pants for a dressy but still comfortable look. Who says kids need to be in dress slacks for the holidays? These pants have woven fabric blocks, back flaps, tight cuffs, and drawstrings at the waist to clean up the look.

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For the leading lady, the white star tulle dress will make her feel like the star that she is. This snow-white dress with nununu’s signature star print puts a fun twist on classic holiday clothing. The skirt is made of tulle with a band of sparkly sequins for the perfect finish to a beautiful dress.

SHOP:
red embroidered festive skull t-shirt | black dress riding pants | white star tulle dress
EXPLORE AND CONNECT:
nununu | Facebook | Instagram | Pinterest

JoJo Maman Bebe

Write Up Templates

Adorable kiddos require adorable clothes. This holiday season, dress your kids in head to toe cuteness with JoJo Maman Bebe. With 25 years of experience JoJo clothing knows the best materials, designs, and cuts for absolutely adorable kid clothing.

The Mustard Dotty Print Cord Baby Overalls will quickly become a winter favorite. The well made soft cotton can be dressed up or down for any occasion. It is complete with adjustable straps to grow with as your does. Adorable frilled shoulder straps add delicacy to the look.

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The Berry Mouse Baby Overalls are another adorable look for your littlest love this holiday season. The sweet berry color with the darling mouse and flower embroidery makes this holiday clothing a season staple.

Write Up Templates
Read More: Christmas Traditions from Around the World

Details help to complete any look. We love the Pretty Yellow Ditsy Peter Pan Baby Bodysuit to accompany both overall pieces. It adds a touch of girly delight to each outfit. This shirt is versatile, spicing up any outfit. Another adorable accessory to battle the cold this season is the Faux Fur Llama Hat. This cute plush white hat features an adorable llama face and beautiful crochet flowers.

For the big brother anxiously awaiting Santa’s arrival, we highly recommend Navy Treerex Sweater. Made from a cozy cashmere mix this sweater is the best combination of fancy and comfort. The playful dinosaur will please your little man this holiday season.

SHOP:
Mustard Dotty Print Cord Baby Overalls | Berry Mouse Baby Overalls | Pretty Yellow Ditsy Peter Pan Baby Bodysuit | Faux Fur Llama Hat | Navy Treerex Sweater
EXPLORE AND CONNECT:
JoJo Maman Bebe | Facebook | Instagram | Pinterest | Twitter | YouTube

Castaway Clothing

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Boys can be difficult to dress for the holidays once they get beyond the cuteness of toddler Jon-Jons. While it can be adorable to dress your son like a mini-version of their father, don’t we all want to keep our little ones little for as long as possible? Castaway Clothing lets us do just that with embroidered holiday pants!

Inspired by Dad’s super comfortable corduroy pants, your little guy can dress up or play in the stretch corduroy Beachcomber Pant featuring Santa on seasonal dark green. Paired with a red polo, white shirt, and suspenders or red check, we don’t know how much more Christmas you’d want!

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If you prefer your kids to wear red, these red Christmas Holiday corduroy pants capture the essence of the season. Embroidered with Rudolph, candy canes and presents to complete the look, your little one will be ready to take on whatever the holiday season throws at him.

SHOP:
Saint Nick Cordoroy Pants | Christmas Delivery Cordoroy Pants
EXPLORE AND CONNECT:
Castaway Clothing | Facebook | Instagram | Twitter | Pinterest

Lanoosh

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If you’re looking for the IT holiday dress for your little girl, look no further. Lanoosh’s Dove Karmir Dress in red is EVERYTHING she needs to celebrate the season! This sleeveless, A-line dress features a round neck and scallop details. Dressed up or down, this dress looks great with just about any pair of shoes or hair accessories. And it’s so comfortable – pictures really don’t do it justice! Add a long-sleeve shirt under or a cardigan over if you’re worried about the weather. We absolutely love it!

SHOP:
Dove Karmir Dress
EXPLORE AND CONNECT:
Lanoosh | Facebook | Instagram | Twitter | Youtube | Pinterest

Pink Princess

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Holiday dresses shouldn’t be limited to red and green. In fact, if you want to stretch your dress budget a little bit, consider something metallic for your little girl. The Ivory Glitter Polka Dot Mesh Dress Sold By Pink Princess is the absolute perfect dress for all your upcoming holiday festivities.

She’ll be the belle of the ball in this tea-length gold glitter polka dot mesh cap sleeve dress featuring satin trim at the neckline and a satin sash and bow at the waist. Perfect for family portraits, holiday parties, school recitals, New Year’s Eve or her first Daddy/Daughter dance, it also has a crinoline layer and lining within for comfort. All she’ll need is a sweet pair of gold ballet flats and she’ll be set!

Pink Princess has hundreds of holiday and Christmas dresses to choose from. And if you’re looking for something for the handsome little man in your life – they’ve got holiday outfits for him too! Get in the holiday spirit – and your little ones in the perfect holiday clothing!

SHOP:
Ivory Glitter Polka Dot Mesh Dress
EXPLORE AND CONNECT:
Pink PrincessFacebook | Twitter | Pinterest | Instagram

PBJ Montgomery

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If you’re looking for the perfect casual top that your son can wear throughout the holiday season, look no further than PBJ Montgomery.

Read More: Christmas Gift Ideas for Kids Who Have Everything

PBJ Montgomery has an incredible collection of soft-knit Pima cotton pieces that are perfect for your children any time of year, but we particularly love these 1/4 zipped striped pullovers. The lightweight, soft feeling cotton is the perfect layering piece for cooler days and is absolutely adorable on little boys and girls.

PBJ offers custom made children’s clothing for boys and girls from 6 months up to size 8 boys and up to size 10 girls.  The pullover is available in eight different colors. Add a monogram and he’ll stay comfortable while looking stylish all season long.

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SHOP:
Red Pullover | Colbalt Blue Pullover
EXPLORE AND CONNECT:
PBJ Montgomery | Facebook | Instagram

Pineapple Sunshine

More Holiday Write Ups

Honestly, little babes really only need love, attention, and maybe a diaper change or two for Christmas. But if you are looking to spoil the little sweetie in your life, look no further than Pineapple Sunshine.

For the budding Fashionista, check out the Coco Print Footie with Ruffle. This Coco Chanel inspired print with tiny lipsticks and sunglasses will have your little one stepping out in style. Made of the softest Pima cotton, this will quickly become one of your favorites.

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Bows, flowers, and a girlish flair adorn the adorable Madison Floral Romper. This little romper adds a pop of color to your babe’s holiday clothing with tiny red bows and picot trim. Extra soft, extra comfy, and extra adorable.

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What little love doesn’t look cute in white? The Alexa the Alpaca Smocked Dress is one for the books. Hand smocked with alpaca details and picot trims, this dress is sure to become a favorite.

More Holiday Write Ups

Bonus most pieces come in a variety of styles including dresses, rompers, blankets, and headbands. Extra bonus they even have matching mom options. You won’t regret adding Pineapple Sunshine to your must-haves in holiday clothing.

SHOP:
Coco Print Footie with Ruffle | Madison Floral Romper | Alexa the Alpaca Smocked Dress
EXPLORE AND CONNECT:
Pineapple Sunshine | Facebook | Instagram

Smockingbird Kids

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If you’re one of those families who loves to wear matching pajamas on Christmas morning, you’re our kind of people. Matching pajamas are not only super cute for holiday cards and Christmas morning photos, but they create a lasting memory for your children.

If you’re not sold on getting pajamas for the whole family, at least get the kids matching (or coordinating) pajamas. For one, they probably need new pajamas (so why not get matching ones) and two – matching pajamas are cute. We particularly love the Santa Applique Red Stripe Pajamas by Smockingbird Kids. Santa’s face can be monogrammed for added adorability.

If the kids have matching pajamas, you might as well buy something new for yourself. We firmly believe that kids are only little once and that window of time in which they’ll be excited to match mom and/or dad only lasts so long. YOLO, so take advantage of it while you can. For Mom, we love this Red Striped Knit Gown.

Dad, we’re talking to you too. We promise that you won’t regret doing something for the sake of embracing the magic of childhood – for Christmas, or otherwise. Tell him to wear this Red Striped Knit Loungewear set for photos. He can ditch the top and throw on his comfy white t-shirt later, but the kids will go wild to see their dad wearing coordinating pajamas for the holidays.

Read More: Why You Should Always Go Home for the Holidays
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SHOP:
Santa Applique Red Striped Knit Loungewear | Red Striped Knit Gown For Women | Red Striped Knit Loungewear For Men
EXPLORE AND CONNECT:
Smockingbird | Facebook | Instagram | Pinterest

Primary

Holiday

Who says matching family pajamas can only be enjoyed during the holidays? Now families can match while they snuggle all year long. Primary has made their 100% cotton, gender-neutral, pint-sized PJs big enough for grown-ups in a wide range of colors and stripes. You can go the holiday route by choosing the grass green and white or cherry red and white striped pajamas. Or you could go with their rainbow navy or rainbow ivory striped pajama sets for a little more color at night. And do not forget about their gray and white striped PJs for those who want to match, but like to keep things a little more simple.

What we really love about Primary’s PJs is that they are sold separately. Not every kid or parent is built the same. You may wear a large top and small bottoms, while your kid may need larger bottoms with a smaller top. With Primary, you can pick and choose the sizes of holiday clothing that fit your family best.

This holiday season buy your family matching pajamas from Primary that can be used long past the holiday season. Snuggle sessions on your sofa are now worth of Instagram all year long!

SHOP:
Grass Green & White Striped Family Pajamas | Cherry Red & White Striped Family Pajamas | Rainbow Navy Striped Family Pajamas | Rainbow Ivory Striped Family Pajamas | Gray & White Striped Family Pajamas

EXPLORE AND CONNECT:
Primary | Facebook | Instagram | Twitter | Pinterest


Holiday Shoes for the Family

Naturalizer

Kristin Holiday

For most of us holiday clothing is not just about the dresses it’s also about the shiny shoes! Here to meet all of your holiday and stylish winter footwear needs is Naturalizer. With everything from professional to holiday styles available, including a brand new selection of fall and winter boots, Naturalizer is your one-stop shop for trendy, comfortable styles for women. No one wants to be out and about wearing a pair of uncomfortable shoes while holiday shopping or dancing the night away this season, so make sure you update your shoe collection so it can keep up with your busy life.

Ideal for your holiday parties, the Hart gold metallic leather boots from Naturalizer will keep you comfortable and oh so stylish this season. Whether you’re headed out to Christmas parties or planning for New Year’s Eve, these metallic gold boots match any outfit and look great with skirts and pants alike. Bring on the glitz and the glam this holiday season, or make your shoes your statement piece with the Hart booties from Naturalizer. Plan to dance the night away or be the life of the party with these shiny gold booties.

Kristin Holiday

If you’re heading out holiday shopping, or simply looking for a cute slip-on pair of booties, look no further than the Rosetta, Naturalizer’s snake print on-trend booties this season. Pair with skinny jeans and a sweater for a day of holiday shopping, or slip on with tights and a cute dress for a night out with the girls. No matter where your holiday season is taking you these comfortable booties from Naturalizer will keep you on the move and feeling good all day and night long.

Kristin Holiday

Finally, if you’re a professional and planning on going from day to night time holiday parties this season, a pair of black wedges from Naturalizer will be your new best friend. A great pair of black wedges is a must in every woman’s closet, and this season we love the Pilar classic black leather wedge from Naturalizer. Dressed up or down with a 1 3/4 inch heel, this classic black shoe will keep you both stylish and chic this season.

SHOP:
Hart | Rosetta | Pilar
EXPLORE AND CONNECT:
Naturalizer | Facebook | Instagram | Twitter | Pinterest

Birdies

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Just in time for the holidays, Birdies has taken their best-selling Starling silhouette and created four limited-edition mini-me styles. These Little Birdies were dreamed up by co-founders, Bianca Gates and Marisa Sharkey with a little help from their own kids and customer feedback. Finally, Birdies is bringing the ultimate festive flat to kids’ feet!

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Available in black, two glitter shades and cheetah, these mini-me styles look just like mom’s pair for a picture-perfect mini + me moment. These easy to slide on-and-off shoes skip the laces and buckles, making Birdies’ mini-me styles perfect for kids ages five to twelve (sizes 13 – 4). Prices range from $40 – $60 for kids and $95 – $140 for the corresponding women’s styles.

SHOP:
Starling | Little Starlings
EXPLORE AND CONNECT:
Birdies | Facebook | Instagram | Twitter | Pinterest

Livie & Luca

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Metallic is IN for the holidays! As such, every little girl needs a sweet pair of silver or gold ballet flats to wear with their favorite holiday clothing this season. The Aurora Gold Glitter Ballet Flat by Livie and Luca is an adorable ballet flat for little girls that will bring out the dancer and dreamer in every child. And, it doesn’t have to just be worn on special occasions! This versatile shoe can be worn daily or with her favorite outfits. Soft synthetic upper and natural leather lining make for a shoe that’s as comfortable (and durable) as it is cute!

SHOP:
Aurora Gold Glitter Ballet Flat
EXPLORE AND CONNECT:
Livie and Luca| Facebook | Twitter | Pinterest | Instagram

JCPenney

A woman can never have too many pairs of shoes. With winter bringing frigid cold weather, women need to refresh their bootie collection. Give her something she really wants this Christmas from JCPenney.

Whether she is hanging out with her besties, going to a Christmas party or working at the office, finish her holiday clothing look with these fashionable shoes from JCPenney. Animal print is all the craze this season, so make sure you stay up with the trends and grab a pair of the Arizona Galen Block Heel Zip Booties with snakeskin leather. These shoes are so comfortable with a 1.5-inch heel and are perfectly paired with jeans and dresses. The Journee Collection Livvy Booties are also the ideal booties for this winter season. They come in four different colors and patterns, including leopard print. JCPenney is the one-stop-shop for affordable yet stylish accessories perfect for any occasion.

SHOP:
Arizona Galen Block Heel Zip Booties | Journee Collection Livvy Booties
EXPLORE AND CONNECT:
JCPenney | Facebook | Pinterest | Instagram | Twitter | YouTube


With the holiday shopping season upon us there’s no need to spend time battling lines in the actual stores, just grab your laptop, a cup of coffee (or glass of wine, your choice) and shop online from the comfort of your very own home. Keep this season cheery, bright and joyous with any of these excellent holiday clothing and shoe selections for the whole family, grab the camera, and make sure to capture these memories for the years to come.

WANT TO READ MORE?
Check out this article on Teaching Your Child About December Holidays Different Than Your Own.

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Holiday Clothing