I love sharing my What to Wear Where posts and this month I wanted to make it extra special. We are all busy running around and trying to decide what to make for holiday dinners, what white elephant gift to purchase, and who on earth picked ours names in the grab bag. Not to mention that you’re also busy playing Santa and your kid’s list is filled with the must-have items that are sold out everywhere! What to wear is the least of your worries… until your holiday work party rolls around and you feel disheveled and uncomfortable. But don’t worry, because I am here to help!
Here are 10 looks meant to inspire your holiday attire this season and they’re all just a little quirky and unexpected!
Unexpected Holiday Looks 1 of 11
These 10 looks will have you thinking twice about how you dress this holiday season.
Lumber Gal 2 of 11
Little Black Outfit 3 of 11
Kimono Style 4 of 11
Look extremely stylish, and stay completely comfortable, as kimonos feel just like lounge wear. Try it with a fun hairstyle like this one.
Kimono available at H&M, $79.90
Tank available at Yoox, $59
Joggers available at House of Fraser, $155
Heels available at Forever 21, $36.80
Nail Polish available at Net-A-Porter, $15
Lipstick available at Etsy, $7.50
Winter Boots 5 of 11
A simple belted dress works for almost any occasion, but add fur booties and a tartan scarf and you have a fun, powerful holiday outfit.
Boots available at Forever 21, $42.80
Dress available at Forever 21, $15
Belt available at Old Navy, $10.50
Watch available at Fossil, $95
Scarf available at Amazon, $33
Short Shorts 6 of 11
Shorts in the winter? Yes, because some places (like Miami) are not cold and if you're in a climate with colder temperatures, then you can easily wear tights. This is no different than wearing a skirt. Try it out!
Sweater available at Madewell, $98
Shoes available at Opening Ceremony, $200
Shorts available at Oasis, $65
Bag available at Aldo, $35
Ring available at Aldo, $10
Lipstick available at Elizabeth Arden, $25
Inspired Glam 7 of 11
I've loved the look of a dramatic maxi skirt and sweater since I saw Jenna Lyons on the red carpet at the Met Ball. Her style is an odd, yet perfect combination and you should definitely try and put it to use this holiday season.
Sweater available at TopShop, $60
Shoes available at Macy's, $165
Skirt available at TopShop, $136
Bracelet available at 2B, $17.95
Casual Denim 8 of 11
Denim might seem too casual for the holidays, but not all parties are that elegant. Holiday attire is not necessarily required. A bold, bright-colored clutch and metallic heels dress up the look just enough to make it party worthy. Take it up a notch with an up-do and some red lipstick.
Watch available at House of Frasser, $220
Jeans available at Burlington, $19.99
Bag available at Gap, $40
Heels available at BCBG, $225
Shirt available at H&M, $29.95
Plaid Blazer 9 of 11
A plaid blazer, crushed velvet heels, and statement earrings just scream holidays. But pair them with a dark denim and the look becomes more casual, unexpected, and fierce.
Clutch available at Daily Look, $50
Shoes available at Modcloth, $45
Blazer available at Target, $34.99
Earring available at Asos, $29.40
Shell available at Piperlime, $79
Boy Meets Girl 10 of 11
A school boy blazer and a girlish mini is the perfect combination for a very feminine boyfriend-inspired look.
Shoes available at ModCloth, $40
Blazer available at J. Crew, $198
Bag available at Maggie Bags, $149
Skirt available at Forever 21, $40
Nail Polish available at Sephora, $18
Top available at H&M, $17.95
Blue Suede Shoes 11 of 11
The shoes, lips, and nail polish are bold while the outfit remains easy breezy. Surely not something one would expect during the holidays, but it will be very refreshing for all those party-goers to see you so relaxed.
Shoes available at Nordstrom, $180
Skirt available at Madewell, $98
Sweater available at Topshop, $60
Nail Polish available at Macy's, $15
Necklace available at Amazon, $79
Lipstick available at Etsy, $7.50