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Preppy Holiday Outfits

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Outfit 1 // Blazer: J.Crew Factory Plaid Patterned Schoolboy Blazer | Shirt: J.Crew Factory Long Sleeve Stripe Boatneck Tee | Pants: J.Crew Factory Gigi Pant with Pockets | Necklace: J.Crew Factory Multistrand Pearl Necklace | Shoes: J.Crew Factory Lana Calf Hair d’Orsay Pumps | Similar Clutch: J.Crew Factory Lock Envelope Clutch

Outfit 2 // Turtleneck: J.Crew Factory Turtleneck Sweater | Jacket: J.Crew Factory Vail Parka | Skirt: J.Crew Factory Pleated Mini Skirt in Plaid | Necklace: J.Crew Factory Multistrand Pearl Necklace | Shoes: J.Crew Factory Lana Calf Hair d’Orsay Pumps | Similar Clutch: J.Crew Factory Lock Envelope Clutch

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Photography by Erin Trimble Photography.

I love some great preppy holiday outfits for this upcoming holiday season, and J.Crew Factory has it all for you to conquer those cocktail parties.  J.Crew Factory has the cutest plaid items, like this plaid skirt featured above, as well as this plaid schoolboy blazer — both of which are on sale for a flash sale today — 50% off + extra 40% off clearance + free shipping w/ code ‘WHOAGIFTLIST’!

I’m a sucker for plaid this time of year and I love pattern mixing it to create an ultimate combo.  I’ve also had this J.Crew Factory vail parka for a few years now and absolutely adore it.  It’s so warm, cozy, and stylish, and creates the perfect preppy holiday outfits.  The quality is on point too, and it looks just the same as when I first purchased it!

There are always tons of holiday office parties this time of year, and this plaid blazer is also a great item to take from work to play! All you have to do is add some fun pumps, like these calf hair ones and call it a day {or night, should I say!}.  I’m also loving this plaid skirt and turtleneck combo for a fun holiday party look.  Just add champagne, am I right?!

J.Crew Factory has so many great preppy holiday outfits available AND the perfect holiday gifts for friends, family, and/or that special someone, just make sure to check out their holiday gift guide over here!

A big thank you to J.Crew Factory for sponsoring this post.  As always, all opinions are my own.

  1. Kim says:

    I absolutely love that plaid skirt! Great outfits!

    Kim

    http://trendkeeper.me/ .. My FAVORITE oversized sweater!

  2. LOVE a good pattern mix! These are FAB!

    xx -Annie
    http://www.successonstilettos.com

  3. Obsessed with both of these outfits… Totally on point for the holidays! That wrapping paper is fabulous 🙂

    Brittany 🙂
    http://www.kingdomofsequins.com

  4. Southern & Style says:

    I am loving all the touches of plaid! That’s the one pattern that always makes me think of Christmas and the entire holiday season 🙂

    xoxo, SS

    Southern And Style

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