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What to Wear, Where this Holiday Season

11/21/19

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What to Wear, Where this Holiday Season (holiday fashion outfit guide 2019 - including fall/winter fashion trends for 2019/2020)

Disclosure: This post contains some affiliate links, which means that if you make a purchase using the links, I may receive a commission. This does not cost you anything additional, and helps me to keep the rest of my content free, so thank you!

This year has absolutely flown by. Doesn’t it seem like the years go by faster each year? Here we are in late November already, if you can believe it. That means it’s time for my annual What to Wear, Where outfit inspiration guide for the holidays! I’ve got you covered from Thanksgiving, to the office holiday party, to Christmas and New Years, and everything in between. In addition to shoppable links and discount codes for these outfit components, you’ll also get a great snapshot of some of the key fall/winter 2019/2020 trends in today’s post. Enjoy, and happy shopping!

What to Wear on Thanksgiving

What to wear to a Thanksgiving dinner
What to wear on Thanksgiving

For Thanksgiving I’m wearing this SHEIN Contrast Sequin Detail Colorblock Pullover with some dark jeans and the Jordanna Slouchy Boots from JustFab. This pullover is comfortable enough to handle all that food, has the season’s colorblocking and pink/red combo trends, and has a little bit of festive sparkle. Don’t forget to use my code fabeveryday315 to save 15% off your entire order at SHEIN.

What to Wear for Black Friday Shopping

What to wear black friday shopping
What to wear for black friday shopping

For Black Friday shopping, comfort is key. Here I’m wearing SHEIN’s Drop Shoulder V Neck Contrast Lace Sweater with the Mayari Heeled Slouch Boots from JustFab (though while the trendy, slouchy boots look cute with the sweater, I’d probably opt for flat or low-heeled boots or booties for a marathon shopping day). Remember to use code fabeveryday315 to save 15% off your entire order at SHEIN.

What to Wear to the Christmas Tree Farm

What to wear to the christmas tree farm
What to wear to a christmas tree farm

This Asymmetrical Fringe Hem Buffalo Plaid Wrap Cape from SHEIN is a great, warm layering piece that keeps your arms free for tree-choosing. I’ve paired it with a black turtleneck, high-waisted jeans, and my good ol’ Morgane booties from JustFab. Red buffalo plaid is a key trend this season. Don’t forget to use my code fabeveryday315 to save 15% off your entire order at SHEIN.

What to Wear to a Tree Lighting

What to wear to a Christmas tree lighting
What to wear to a Christmas tree lighting

Wear some festive green, like this Tie Front Ribbed Knit Jumper from SHEIN, for your city’s tree lighting ceremony and event. I’ve worn it with with JustFab’s Morgane booties again. Use code fabeveryday315 for 15% off your order at SHEIN.

What to Wear to the Office Holiday Party

what to wear to a work holiday party
what to wear to your work holiday party

You’ll be classy and trendy at your work’s holiday party in SHEIN’s Neon Two Tone Tie Side Wrap Asymmetrical Cami Dress. The color combo of red and pink is uber-trendy right now, so you’ll definitely make a statement in this budget-friendly dress. And don’t forget to use code fabeveryday315 to save even more with 15% off your order when you shop at SHEIN.

What to Wear to a Friends Holiday Party

What to Wear to a Friends Holiday Party
What to Wear to a Friends Holiday Party

When you get together with your friends to celebrate the holidays, combine the season’s trends of faux leather (with these faux leather skinny pants from SHEIN) and sherpa (with this Sherpa Cocoon Cardigan from Express). For some extra festivity, I wore a Sequin V-Neck Cami from Express (in color Cabernet) and Mayari Heeled Slouch Boots from JustFab.

What to Wear on Christmas Eve

what to wear on christmas eve

I’m seeing a lot of red plaid for Christmas decor and style this year, so I am opting for this Express Red Plaid Sash Tie Utility Shirt Dress for Christmas Eve. The light lumberjack feel of the plaid works well with a boot like the Keltie Lace-up Bootie from JustFab.

What to Wear on Christmas Day

what to wear on christmas day
what to wear on christmas day

Pearl embellishments are all the rage right now, so I brought them in two ways for my Christmas Day look. First, with this Drop Shoulder Pearl Beaded Sweater Dress from SHEIN (in a festive green), and second with a beaded headband. My boots are the Cassidy Western Booties from JustFab. Don’t forget to use my code fabeveryday315 to save 15% off your entire order at SHEIN.

What to Wear on New Years Eve

what to wear on new years eve
what to wear on new years eve

When my husband first saw this arrive in the mail, he wasn’t sure what was going on. But if there’s anytime when metallic gold pants are appropriate, it’s NYE. My New Years Eve outfit this year is this Leg-Of-Mutton Sleeve Fitted Sweater (dramatic sleeves are still very much a thing) with Belted Metallic Capri Pants, both from SHEIN. The neutral color of the sweater balances out the drama of the metallic pants. There’s only one way to ring in the next decade, and that’s with something shiny! Remember to use code fabeveryday315 to save 15% off your order at SHEIN.

What to Wear for New Years Day Brunch

what to wear on new years day
what to wear on new years day brunch

For your New Years Day brunch, get back to neutrals with this Express Asymmetrical Cut-Out Mock Neck Boucle Sweater and JustFab’s Keke Blocked Heel Bootie. The sweater is subtly dramatic with its asymmetry and voluminous sleeves, and it works great with a pair of jeans or black faux leather leggings.

That’s all for this year’s holiday fashion guide! Wishing you a fabulous holiday season and a fashionable new year. Xoxo – Ramona

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Filed Under: Christmas, fall fashion, fashion, holiday parties, holidays and events, new year, Thanksgiving, winter fashion

Comments

  1. Crystal says

    November 21, 2019 at 10:54 am

    New Years outfit!!! 👌👌👌 Love then all but that one is my favorite.

    Reply
    • Ramona Cruz-Peters says

      December 16, 2019 at 8:58 am

      Thank you!

      Reply

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