21 best holiday dresses and skirts that will impress your family and fit any budget

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We’re ready to step up our outfit game this holiday season, which means it’s time to get our looks in order before we run out of time. In the same boat? Whether you’re looking for a set for Thanksgiving or planning ahead for December, we’ve got you covered.

A chic dress or skirt are always our favorite picks, and we’ve found so many different options that you’ll love as much as we do. Check out our picks below!

Short dresses

GUBERRY Women’s Ruched Velvet Wrap Dress


Our absolute favourite: This dress really has everything you could want from a vacation look! It’s made from velvet, is sultry but still modest enough for a family gathering – and it’s also flattering. The dress also comes in a number of shades that are too dreamy for the holidays – our top pick is the wine red version!

More mini dresses we love:

Midi and Maxi Dresses

xxxiticat Women's Satin Spaghetti Strap Sleeveless Dress


Our absolute favourite: We’re completely obsessed with bodycon dresses like this, which will flatter a wide range of body types! What totally sells We on this particular dress is the cowl neckline. So elegant!

More midi and maxi dresses we love:

  • Make a stylish statement in this Zalalus asymmetric dresswhich also has a nice cutout — $39 at Amazon!

  • Wear a loose sweater dress, like this cable knit versionmakes you feel comfortable and ready to snack in style — $119 in Nordstrom!

  • The square neckline and puffed sleeves of this Charles David Sweater Dress really make it look special – $89 in Nordstrom!

  • This Dress the population noon is so sleek and stylish, and we love the flutter detail on the one-shoulder style – $148 in Nordstrom!

  • Bohemian dresses in fall colors, like this maxi from Madewellare great for the season – especially if you’re looking for a Thanksgiving outfit – originally $118, now $71 in Nordstrom!

  • We love the way this dress Eliza J takes the classic tuxedo and turns it into a feminine look — $168 in Nordstrom!

Mini skirts

MANGOPOP Women's Basic Faux Suede Mini Skirt


Our absolute favorite: This faux suede skirt isn’t just fabulous for the holidays, it’s a solid staple that we can all wear all year round! We love the warmer feel of this particular material, and when paired with the right cozy sweater, this skirt is the best foundation for a party outfit.

More mini skirts who love:

Midi and Maxi Skirts

Open Edit Knitted Midi Skirt

Open Edit Knitted Midi Skirt


Our absolute favorite: We know this skirt is simple, but that’s what makes it such a fun piece to style and create yourself! It is made from a comfortable and stretchy mesh material, so you will feel relaxed while wearing it. Plus, you can create a more casual look or dress it up with different tops!

More midi and maxi dresses we love:

Still haven’t found what you’re looking for? Check out these articles on related products below:

Discover more of our choices and offers here!

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