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Classy Office Outfits for Fall

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No need to sacrifice your style as temperatures fall. Here's how to make a great capsule wardrobe and keep on top of your fashion game all throughout the cooler months.
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Tops & Outerwear

Keep your cool (or warmth as the case may be) with layers that complement your outfit. 

 
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Bell sleeves take this cardigan from plain to chic.
Eames Organic Cotton-Wool Button Cardigan
 
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A tailored look is undeniably a hallmark of a classy fit.
Italian Wool Tailored Blazer in Navy
 
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Grey is such an underrated color for Fall. I think wearing different shades of it paired with black makes for a stunning monochromatic look that you can never go wrong with
Women's Wool-Blend Blazer
 
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A gorgeous staple piece
The Kline Blazer | Madewell
 
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This blend of Tencel and merino wool is so flattering, drapes well and is incredibly soft.
The Must-Have Shirt in Butterluxe
 
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Fall for the luscious drape of this modern desk-to-dinner top elevated in virgin wool.
Róhe Drape Virgin Wool Top
 
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Blouse in airy woven cotton with pintucks and lace insets. Ruffle collar, keyhole opening at back of neck with a concealed button, and a yoke at back with gathers. Long balloon sleeves with narrow elastic at cuffs. Gently flared hem.
Pintucked Cotton Blouse
 
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A cozy yet elevated essential, this sweater features a beautifully textured stitch that adds rich dimension. Crafted from chunky cotton blend yarn, it offers the perfect balance of warmth and breathability — ideal for those in-between seasons when la...
Textured Pullover Sweater | Banana Republic Factory

Dresses

Nothing says feminine and sexy like a good classy dress.

 
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Did you say day to night? This Italian Wool Short Sleeve Dress can do it. Crafted from a special Italian wool that brings the next level of breathability, temperature regulation, and moisture-wicking, this dress is super wearable and easy to dress up...
Italian Wool Sleeveless Dress in Coal Melange
 
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This knit dress has subtle details that take it to the next level like the boat neckline and wide short sleeves. The fitted waist and belt ensure a classy but sleek silhouette
BELTED KNIT MIDI DRESS
 
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This all-in-one outfit means you never have to worry about your bra straps showing.
Washable Knit Bra Dress
 
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When you want that effortless look with an extra side of luxe. This dress pulls it off with a cotton-cashmere blend that's light, breathable, and ribbed knit for touchable softness.
Cotton Cashmere Ribbed Sleeveless Midi Dress in Heather Oatmeal
 
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Featuring a chic wrap-style bodice with a soft shawl collar neckline, this dress flatters the figure while exuding timeless elegance.
Womens Cashmere Wrap Dress Long Sleeve Elegant A-Line Midi Dress
 
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Made from a cotton-blend knit, this fabric is designed to keep you warm and comfortable in cooler weather, offering excellent insulation with a rich texture that adds a touch of luxury to your wardrobe.
Mockneck Tucks Midi Dress
 
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This premium Ponte fabric blends sustainable bamboo fiber, nylon, and spandex for a soft yet structured feel. Bamboo’s microporous structure wicks moisture and regulates temperature, keeping you cool and dry. Perfect for rainy days.
Boatneck Bamboo Ponte Brami Midi Dress with Pockets
 
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Tips on how to wear your work dresses for maximum style points
Fall Office Wear Dress Guide: Stylish 9-to-5 Outfits for Women - Adrianna Papell

Bottoms

With a few well fitting and comfortable pants and skirts, I honestly feel like I can take on the world.

 
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Another tailored look for that chic feel.
Tailored Midi Skirt | Banana Republic Factory
 
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This style has a high rise that's perfect for tucking in your favorite T-shirt and a long, full-length leg that's straight all the way through.
Carolina Pant In Four-season Stretch For Women
 
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Contouring jersey fabric with a warm, brushed feel.
Brushed Jersey Wide Pants | UNIQLO US
 
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Flexible and comfortable
Halara Flex™ High Waisted Pocket Work Flare Pants
 
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This water repellent fabric is perfect for those wet days, keeping you dry and comfortable.
Water Repellent Mid High Waisted Zipper Pocket Straight Leg Work Pants
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Mid-rise midi skirt with elastic waistband. Side hidden in-seam zip closure.
PLEATED MIDI SKIRT
 
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A gorgeous skirt with stylish details to elevate your work look without being overly dramatic.
Linen-blend Linen-blend Mid Rise Solid Midi Skirt With Belt For Daily Casual Work

Shoes

One thing with me, when I get a good pair of loafers or boots, I will wear them down to the ground. This is an area where comfort and functionality are more important to me than having new shoes for every outfit.

 
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These loafers have the perfect shades of brown and tan and the most versatile shape.
Cara Dark Brown Leather Loafer
 
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These croc embosses loafers add texture and visual interest to any outfit.
Classic Loafers For Women
 
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A go to pair of  boots is absolutely non negotiable for Fall - December. Here are the perfect knee length ones for work.
Mia Hadley Boot - Free Shipping
 
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Chelsea boots are another vintage Fall staple.
Crown Vintage Allie Chelsea Boot
 
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Here's a super visual guide to choosing the right pairs of shoes for Fall.
The HOTTEST Fall Shoe Trends for 2025