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Daily seasonal styles to inspire your own timeless wardrobe

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15 Autumnal Dresses I’m Loving


Nothing evokes the romance of autumn like an elegant yet cozy dress.  From tonal silks to nubby knits, autumnal-hued plaids and florals, this season’s dresses play well with luxurious leather and suede accessories. Whether you’re shopping for a Saturday spent apple picking, hosting a cozy dinner party at home or going to a fabulous fête, I’ve got you covered.  Shop my favorite autumnal dress style edit below!

  • I love a flannel shirtdress this time of year and this one from Kiel James Patrick is autumnal perfection. Made of 100% cotton and super soft, it looks great in the pumpkin patch or at school events. While it’s called a maxi, It was definitely midi length on me, but I loved the length!
  • The feathered print on this silk dress is just beautiful, and I love the gathered neckline and tiered skirt. Perfect for everything from a Saturday wandering a museum to date nights, or maybe even Thanksgiving, it’s beautifully made in small batches in NYC. (You can also get 15% off with “Stacie15” – worn in England here!)
  • This dress has been one of your favorite things I’ve shared – EVER! The warm-hued floral is very versatile, and could work year round – just swap your accessories to suit the season. (Last seen here!)
  • The shape of this is so flattering and forgiving, plus I love the chain link print! (The red and black are chic as well.)
  • I have a red velvet dress I wear every Christmas, and while mine is very old this one is a beautiful option for your upcoming holiday parties!
  • The cascading ruffles on this autumnal Ralph Lauren number flutter beautifully as you walk. Dress it down with boots a belt and blazer, or up for an autumn or winter wedding! (Bonus, it’s on sale!)
  • Cable knit sweater dresses are as comfy as your jammies yet infinitely more chic. This cream version is only $160 and a timeless style you’ll reach for again and again.
  • I have this dress in two spring-y colors already but as I have a major thing for blackwatch plaid I might need this version for the holidays! The shape looks amazing on everyone, whether you opt for a plaid or solid it deserves a spot in every woman’s wardrobe.
  • A tweed mini is a chic and unexpected option for the seasons cocktail parties and I’d wear this one with black tights and a pointy toe pump!
  • I’m obsessed with anything oxblood this autumn after buying these shoes and wish this dress was still available in my size.
  • Olive is one of my favorite shades to wear and this turtleneck dress with a pleated skirt has the look of separates without the fuss of making sure things stay tucked un. I especially love styling it with gold accessories, and would pair with my gold pendant necklace.
  • This elegant black wool midi dress with big gold buttons has vintage flair while still being totally contemporary. Grace Kelly would totally add to cart!
  • Similarly, this shimmering black boat neck gown has an unexpected cream chiffon flounce that Audrey Hepburn would love. (Can you tell I’m getting excited for event dressing this holiday season?!)
  • This super luxurious cashmere polo dress has a swingy mod shape that I love – pair with strappy heels or heeled knee high boots. I ordered it in both colors and can’t decide which to keep – but it runs small so definitely size up! (Plus, you can get 15% off with code “FAMILY”)


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Stacie Flinner
By Stacie Flinner
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