Holiday What to Wear Guide: Our Picks for That Fancy Holiday Party

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The holiday season is filled with holiday office parties, Christmas Eve Services, and other fancy holiday events. As much as we’d love to spend all of December in our pajamas, it’s also fun to get all dressed up sometimes. For fancier holiday events, it becomes especially important to think about the logistics of the evening. Will your kids be with you, do you need to be able to bend, pick up kids and/or machine wash your holiday dress? Or is this a night on the town with your spouse, where you have a chance to be a little less wash and wear? Below are our top picks at a variety of price points and sizes for the fancy and a little less fancy holiday events this year!

  • MissMay Retro Plaid A-Line Dress – $35.99 w/ Prime Shipping – Amazon – We love this play on classic holiday plaid with a retro feel. The A-Line cut and stretchy fabric makes this holiday dress both comfortable and practical for Mamanistas who still need to be able to bend to pick up little ones at holiday parties. It comes in purple/red or navy blue/burgundy and includes free Prime shipping and returns. Plus it comes in a range of sizes from S-3X. We’d recommend pairing with simple patent heels and simple stud earrings if you have little ones to hold. If you’re feeling more daring, we’d pair this one with the Stella & Dot Harper Feather necklace and Smokey Sparkle Earrings.miss-may-retro-plaid-patchwork-a-lineharper-feather-necklace
  • Houndstooth Shift Dress – $39.99 – Target – We adore this little houndstooth shift dress for a night out at the show, your office holiday party or to wear to Christmas Eve service. We recommend letting this dress speak for itself and keep accessories to a minimum. Pair with a pair of burgundy heels and a bold pair of statement earrings like these from Kate Spade. Pull your hair up to dress it up more, or keep it down or half up to make it a little less dressy.houndstooth-dressburgundy-plaid-heel-pumps
  • Burgundy Windowpane Dress – $49.99 –Target – We love the color combination of this dress and the subtle windowpane plaid. Add a pair of patent pumps and a holiday statement necklace to dress it up for your fancy holiday party. Our picks for this dress would be the Harper Feather Statement necklace or the sparkly Gala Necklace from Stella &
  • Cape Dress – $49.99 – Target – We love the unique cape style of this dress and while we’re tempted to stick with the classic black, we do love the holiday red for those of you who are a bit more daring. We recommend keeping your pumps classic black patent and jewelry to a minimum with this one with either a necklace or big statement earrings.cape-dress cape-dress
  • Vince Camuto Jumpsuit – $160.65 – Nordstrom – Jumpsuits are a fun way to get dressed up but still stay comfortable to chase little ones around or to stay comfortable. We love the cinched waist and pleated bell sleeves on this number from Nordstrom. Black is versatile enough to wear this again out to a fancy dinner or to a wedding this winter too. Of course we’d pair this with our favorite Stella & Dot Gala necklace. We know it’s a bit of a splurge but it seriously makes every outfit this holiday season!vince-camuto-jumpsuit gala-statement-necklace-stella-dot
  • Haola Cold Shoulder Shift Dress in Green – $14.69 w/ Prime Shipping – – You really can’t beat the price of this holiday dress! Under $15 and it comes in 6 colors and includes free Prime shipping and return shipping should it not work out. The shape of this dress allows you flexibility on shoes ranging from knee high black heeled boots to black booties or your favorite pair of strappy black or rhinestone heels. We’d pair it with bold chandelier earrings like these from Stella & Dothaola-cold-shoulder-shift-dress gala-statement-chandeliers
  • Floral Bow Belted Fit-and-Flare Dress – $52.45 – Dressbarn – Yes we said Dressbarn! We can’t believe it either but we are always surprised by how many great dresses they have. It’s definitely not the Dressbarn you remember from high school. This red and black floral print is the perfect way to standout at your holiday party. The fit and flare is figure flattering and easy to move in if you happen to have kids in tow. floral-bow-fit-and-flare-dress
  • Off the Shoulder Stretch Dress – $149 – Nordstrom – We are in love with the feminine sleeves and perfect stretch of this off the shoulder dress for fancier holiday parties. It comes in classic black or a fun cobalt blue which would take the dress into spring wedding season. We honestly can’t decide which one we love more! Keep your heels simple and pair it with a great pair of sparkly chandelier earrings like these from off-the-shoulder-stretch-dress bp-crystal-teardrop-earrings
  • Off the Shoulder Velvet Swing Dress – $59 w/ Free Shipping – Nordstrom – This velvet swing dress from Nordstrom is the perfect dress if you need to dress up but want to be comfortable too!  The forgiving swing style gives this dress high marks on comfort. The velvety texture and off the shoulder neckline add just the right amount of holiday class for any dressed up holiday occasion. Pair with one of this season’s choker necklaces or a great pair of chandelier earrings and statement necklace like the Stella & Dot Gala Collection then add your favorite patent heels!off-the-shoulder-black-dress gala-statement-chandeliers gala-statement-bracelet
  • Amazon Prime Holiday Glam – – By now, I’m sure you know a little about our Amazon Prime addiction! I mean seriously have you seen some of these deals! This holiday outfit is a favorite of ours (1) because of its versatility (all of the pieces can be used worn for other occasions throughout the year); (2) because it all ships in a matter of days with Amazon Prime; (3) it’s super cute; (4) the whole outfit costs $40… yes $40! Black/White Striped Skirt ($23.88 w/ Prime Shipping , sizes S-3X); Black Cold Shoulder Top ($15.88 w/ Prime Shipping, sizes S-XL)amazon-striped-skirt


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