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The Best Work Clothes You Can Also Wear on Weekends

A woman wears a buttoned up blazer, a woman wears a halter top jumpsuit with a box, and a woman wears a striped wrap dress.
Amazon Essentials/Vince Camuto/Knox Rose

The best clothing choices are ones that serve a dual purpose. That means finding the perfect balance between professional work attire and comfortable weekend wear is key…but it can be a challenge.

To make your wardrobe choices easier, we’ve curated a collection of versatile fashion pieces that seamlessly transition from the office to your weekend adventures. These dressy casual options offer style, comfort, and the flexibility you need for both work and play.

The Classic Blazer

Models show the Amazon Essentials Relaxed Fit Blazer on different body types.
Amazon Essentials

A well-fitted blazer is a staple in any professional wardrobe thanks to its dressy casual vibes. Opt for a blazer in a neutral color like black, navy, or gray. Pair it with tailored slacks and a blouse for a polished office look, then switch to jeans and a graphic tee for a casual weekend ensemble.

Amazon Essentials Women's Relaxed Blazer

A blazer can help add class to any outfit.

Comfortable Shift Dresses

Two women wear shift dresses in black and pink.
Universal Thread

Shift dresses are the epitome of versatility. Choose a style that hits just above the knee and features clean lines. Layer it with a blazer for work and accessorize with a statement necklace. On weekends, simply swap the blazer for a denim jacket and slip on some sneakers, then viola! You have a  chic, relaxed look.

Universal Thread Women's Short Sleeve Linen Mini Shift Dress

Having a dress you can easily dress up or down for the occasion is a closet staple.

Stylish Loafers

A view of the FRANCO SARTO Carolynn Lug Sole Loafers in black.

Invest in a pair of high-quality loafers that effortlessly blend sophistication and comfort. Loafers can be paired with dress pants during the week and easily dressed down with jeans for a casual weekend brunch or a shopping trip.

Franco Sarto Carolynn Lug Sole Loafers

Loafers are a great shoe for wearing to work or out with friends.

Tailored Trousers

Model wears the ALFANI Women's Straight-Leg Pants

Tailored trousers are a must-have for any work wardrobe. Choose a versatile color such as charcoal gray, black, or navy blue. Wear them with a tucked-in blouse and pumps for the office, then switch to a tucked-in tee and sandals for a weekend outing.

Alfani Women's Straight-Leg Pants

A tailored pair of pants will carry countless outfits.

Flowy Midi Skirt

Model wears the ALFANI midi skirt with a black and white print.

Midi skirts offer a feminine and elegant look that’s perfect as work clothes but also great for weekends. Opt for a flowy style in a timeless pattern like stripes, polka dots, or florals. Pair it with a blouse and heels during the workweek, and then switch to a tucked-in tank top and wedges for a casual weekend vibe.

Alfani Women's Floral-Print Pleated Pull-On Midi Skirt

A quality midi skirt will have you feeling elegant all over town...or the office.

Classic Button-Up Shirts

Models show what the Amazon Essentials Women's Long Sleeve Button Down looks like on different body types.
Amazon Essentials

Button-up shirts are a versatile addition to your dressy casual wardrobe. Choose a crisp white or light blue shirt that can be worn with slacks and a statement necklace for the office. On weekends, roll up the sleeves and pair it with jeans and loafers for a relaxed yet put-together look.

Amazon Essentials Women's Long Sleeve Button Down

No closet is complete without a classic button down.

Stylish Wrap Dress

A woman wears a striped wrap dress, and another woman wears a solid color wrap dress.
Knox Rose

Wrap dresses are universally flattering and most can be easily dressed up or down. Opt for a conservative-colored wrap dress that you can accessorize with a belt and pumps for a business casual look. On weekends, let the dress shine on its own by pairing it with comfortable sandals.

Knox Rose Women's Short Sleeve Wrap Dress

A flattering wrap dress will keep you feeling comfortable and beautiful.

Chic Jumpsuit

Model wears the VINCE CAMUTO Women's Signature Stretch Crepe Bow-Neck Halter Jumpsuit in Brown.

Jumpsuits have become a staple for many fashion-forward professionals. Choose a jumpsuit in a solid color or subtle print. Pair it with heels and a structured bag for the office, then switch to sneakers and a crossbody bag for a weekend exploring the city.

Vince Camuto Women's Signature Stretch Crepe Bow-Neck Halter Jumpsuit

A well-fitted jumpsuit will make you feel like you can conquer the world, both in the office and out at night.

Versatile Cardigan

A model wears the Amazon Essentials Women's Lightweight Open-Front Cardigan
Amazon Essentials

Cardigans are a versatile layering piece that can elevate any outfit, be it for weekend wear or as a work outfit. Wear a lightweight cardigan over a blouse and slacks for a business casual look. On weekends, throw it over a graphic tee and jeans for a cozy yet stylish ensemble.

Amazon Essentials Women's Lightweight Open-Front Cardigan Sweater

A classic cardigan will be your go-to layering option for many seasons.

Sleek Ankle Boots

Masrinaa ankle booties in two colors, black and brown.

Ankle boots are a footwear essential that effortlessly transitions from work to weekend. Choose a classic black or brown pair that can be worn with dresses, skirts, or pants. The sleek design and comfortable heel height make them suitable for any occasion.

Style & Co Masrinaa Ankle Booties

These classic booties will keep you feeling stylish wherever you go.

Finding work clothes that can seamlessly transition into weekend wear doesn’t have to be impossible. With these dressy casual options, you’ll have a versatile wardrobe that caters to both your professional and leisure needs.

Abbey Ryan Abbey Ryan
Abbey Ryan is a storyteller, preferably of stories in written form. Across the 5 years of her professional writing career, her work has been featured in The Chicago Tribune, Amazon, The Medical News Today, and more. When she's not writing (which is rare), she's likely traveling, painting, or on the hunt for a good snack. Read Full Bio »
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