Holiday Outfits for Every Event!

It is officially Holiday season in my house! We put up our Christmas tree, hung the garland, and even already got our holiday cards put together! I am too excited for the holidays this year to wait.


Along with all the planning and plotting of gifts, I've been swept away into putting together outfits for all the holiday events! It feels like we have been busier than ever and I always love putting together fun looks for any event that comes our way.


So here are 12 Holiday Inspired looks for every event!



Solid Wool Coat by Tommy Hilfiger $219 || Plaid Slit Mini Skirt Forever 21 $13 || Mock Neck Sweater by Boohoo $10 || 4k Solid gold name necklace by Etsy $25 || Sam Edelman Wellington by Zappos $90 || Olivia Headband by Bauble Bar $48


If you haven’t gotten your holiday photos done, may I suggest a bright and preppy outfit that will look timeless throughout the year? You can coordinate this look with others in so many ways -- mix with someone wearing denim and a dark red sweater, have a partner rock all black, or go classic in red and green. These pieces are great to mix with other looks year round -- or other pieces on this list!


PAVOI 14K Gold Plated Cuff Earrings Huggie Stud by Amazon $13 || Women's Satin Slip Dress Sexy Lace Nightgown by Amazon $19 || Selowin Women's Loose Turtleneck Long Sleeve Knit Dress with Pockets from Amazon $30 || SherryDC Women's Cable Knit Long Stocking Socks from Amazon $16 || Fluffy Crochet Cable Twisted Fuzzy Slipper Booties from Amazon $19 || Rifle Paper Co. for Anthropologie Garden Party Monogram Mug by Anthropologie $14


There’s nothing cozier than decorating the tree, so you need the coziest outfit on this list! I love how chic yet effortless this sweater dress is (and it has pockets!). Plus this mug makes the perfect gift for anyone on your list, including yourself!


Lucca Couture Floral Velvet Maxi Dress from Amazon $70 || Lunaa strappy vegan-leather heeled sandals from Selfridges $51 || Double Face Wool Coat by Nordstrom $129 || Silver & Black A Wild Shore Stud Earrings by SSENSE $196 || Natasha clutch by 24S Worldwide


A date night out just feels a little more fancy around the holidays. I love a touch of velvet and this dress did it right. I love the traditional velvet holiday dress that’s been elevated by the sheer neckline and straps. Plus these shoes are perfection and are just over $50!

Naya lace-trimmed stretch-modal jumpsuit by NET-A-PORTER $128 || Yoosteel Gold Initial Layering Paperclip Necklace from Amazon $15 || Knotted Velvet Covered Headband from Madewell $22 || Faux-Fur Crossover Slipper from Banana Republic $20 || The Shacket by CottonOn $52 || Esme Glassware by Williams Sonoma $12.50


Wrapping presents is one of my favorite holiday activities. I love grabbing all my supplies, a glass of wine, and throwing on a cheesy holiday movie to make a night out of it. This jumpsuit is SO cute, perfect for sitting on the floor with bows and tape galore. Plus, this rose colored wine glass is absolutely stunning!



Ottoman Slouchy Tunic by Free People $148 || Thick Hollow Hoop Earrings by Adina's Jewels $68 || Herringbone Chain Necklace by Nordstrom $32 || Beaded Monogram Pouch by Anthropologie $48 || Averdon Coat in Insuluxe Fabric by Madewell $298 || Custom Pavé Tile Pisa Bracelet by BaubleBar $46 || Square Toe Leather Green Knee High Boots by Milanoo $81

Everyone is looking to catch up with everyone around the holidays. Believe it or not, I think trying to find an outfit for the events where you’re catching up with friends at the local bar is the hardest! I love this outfit because it’s chic and elevated with the slouchy tunic, the green knee high boots make it super trendy, and the monogram clutch gives it a punch of fun!

Bow Band Ring in White Diamond from Kendra Scott $100 || Seamless Cable Knit Bodysuit from Gilly Hicks $35 || Mom Jean by WeWoreWhat $158 || Anastasia Bootie by London Rag $55 || Belrose Shirt-Jacket by Madewell $238


Being out around the holidays, window shopping (and actual shopping!) makes my heart giddy. I love going for classic looks that are perfect for grabbing a cup of coffee and perusing all the big sales. I especially loved this Gilly Hicks sweater jumpsuit!

Pillow Talk Lip Secrets Set by Nordstrom $45 || Polka Dot Tights from Nordstrom $35 || Jem Vegan Leather Mini Dress from Shopbop $330 || Name Hairpin from Etsy $68 || Annie Stacked Heel Booties by Saks Off 5th || Payton medium dome satchel by Kate Spade $129


There’s something about a hidden detail that makes this girl’s heart giddy. I love the contrast of the leather with a puff sleeve on this stunning dress and the polka dot tights bring it home for me. This look takes your old outfit details of college and gives them an elevated feel.

Plaid-polkadot Mini Wrap Dress in Brick from Versihop $99 || PAVOI 14K Gold Plated Cuff Earrings Huggie Stud by Amazon $13 || Elora Western Bootie by TechStyle $46 || Averdon Coat in Insuluxe Fabric by Madewell $298


You simply can not go through the holiday season without wearing a plaid dress. I adore this one for it’s wrap detailing, leaving lots of room for being comfortable when eating too many Christmas Cookies. The Western Booties gives it a 2021 feel (and they’re under $50!).

Hooded Oversized Belted Trench Coat by Nasty Gal $89 || Freshwater pearl Huggie hoop earrings from J.Crew $39 || Betsy & Adam Asymmetrical One-Shoulder Sheath Dress from Macy's $90 || Z&L Fashion Women's Big Bow Pumps from Amazon $39 || Olga Berg Lia Facetted Clutch With Tassel in Black from Revolve $90


Work cocktail parties are a tricky event. Work attire is not required, but you certainly want to be conscientious of the look you’re putting together. I love this dress because it’s work wear after work, with the fun cutout, one sleeve, and longer hemline. Add some fun pearl earrings and bow heels and you’re set!

Strapless Satin High Low Dress with Pockets from Verishop $242 || Elonna Bow Pointed Toe Mule from Nordstrom $89 || nvlt Faux Fur Notch-Lapel Coat by Saks Fifth Ave $70 || Silver-tone, crystal and faux pearl earrings by The Outnet $87 || Megan Crystal Beaded Clutch from Bloomingdale's $88


Believe it or not, we’re actually going through a few month stretch of no weddings in our house! But, if we were going to a winter wedding, this is totally what I’d wear. I love, love, love these stunning earrings and bow detailed shoes. Plus this red high low dress feels festive and modern!

'Kayla' Pom-pom Knitted Cardigan from Goodnight Macaroon $128 || Long-Sleeve Deep-V Sweater Bodysuit by Abercrombie & Fitch $69 || Hailey Culotte in Maya by Verishop $158 || Flight Block Heel Bootie by Nordstrom $160 || Thick Hollow Hoop Earrings by Adina's Jewels $68


You guys, this sweater has stolen my heart. I love the cute colors and fun pom poms! This outfit screams cool aunt to me, and it’s not just the culottes. I love that this look is totally on themed for the holidays while playing into other festive colors in the season.

Merry Sweatshirt from Etsy $28 || MYK Silk 100% Mulberry Silk Small Scrunchies Skinnies from Amazon $30 || Holiday Snowman Stoneware Mug 20 oz. from Amazon $20 || Pom-Pom Soft Cozy Winter Home Slippers from Etsy $10 || Flannel pajama short set in Good Tidings plaid by J.Crew $98


Last but not least, we’re bringing it home on Christmas morning. Opening presents under the tree, drinking a coffee, surrounded by family is truly what the season is all about. I love this cute and festive look for Christmas morning with these red flannel pjs (currently 40% off by making a login to J.Crew’s website and using code FAMILY at checkout!), cozy puff slippers, and adorable mug! Plus, this merry sweatshirt makes the look extra cozy!


Am I missing any looks or events? Which one is your favorite?


Let me know down below!


Your internet bff,


kylee


p.s, this post has links that may offer affiliate commission, meaning I may earn a small percentage of the sale price at no cost to you. That helps power the content I create! Thank you for your support!

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