From slimming frocks to flattering cuts, here are the most stylish dresses to wear no matter the season.
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Gone are the days when being a woman of a certain age meant being relegated to ho-hum fashion. Nowadays women over 50, 60, 70, and beyond have plenty of sartorial space to flaunt their bodies and their vibrant characters—after all, you've spent decades honing your fashion sense, why shouldn't you make the most of it. Whether it's finding a flattering and feminine option for the office, picking out a mother of the bride look that's anything but mumsy, or just picking out an everyday dress to wear on repeat in the season ahead, we've rounded up some of the most stylish, functional dresses to highlight the best in women of every age.
Strategic shirring at the waist brings out the hourglass in any figure, while a blue geometric print proves that dresses with coverage need not be boring. The maxi is also available in seasonal textures like eyelet and velvet, which just so happens to be .
Size Range: XS-3X
Colors: 8+
Material: Cotton
The fitted top of this breezy dress highlights your arms and shows off your waist without constricting your movement: ideal for a night of drinks and dancing.
Size Range: XXS-XXL
Colors: 16
Materials: 95% Polyester, 5% Spandex
The maximalist's version of the modest co*cktail dress. Need we say more?
Size Range: 0-12
Colors: Black
Material: 100% Polyester
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A folded neckline adds visual interest and a hint of allure to an otherwise classic sheath style.
Size Range: 0-14
Colors: 4
Materials: 95% Polyester, 5% Spandex
More: The Best Work Dresses for Women
Enter your goddess era with the flowing shape and bold pattern of this kaftan style dress.
Size Range: XXS-XXL
Colors: 3
Materials: 100% silk
Lace adds instant sex appeal, proving a knee-length dress can be just as sultry as a mini.
Size Range: S-XL
Colors: 15+
Materials: 65% Rayon, 35% Polyester
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Diane von Furstenberg made her name on her signature wrap dress, and for good reason—it's timelessly stylish and looks great on practically everybody.
Size Range: 00-16
Color: Black & White
Material: 100% Silk
A wrap-style sweater dress is a great anytime option—style it with pair of slouchy boots or loafers for a casual look that's still stylish, or pair it with heels for a night out.
Size Range: XXS-XL
Colors: Black, Green
Materials: 65% Viscose, 35% Recycled Nylon
Ruching all the way down the sides of this one-shoulder dress allows it to hug your curves perfectly while also disguising any areas you'd rather not highlight.
Size Range: XXS-XL
Colors: 25+
Materials: 95% Polyester, 5% Spandex
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This blue and white striped number puts a modern spin on the classic shirt dress with gathering that nips in the waist and offset buttons that show a cheeky sliver of leg.
Size Range: 00-18
Material: 50% Cotton, 46% Lyocell, 3% Rayon, 1% Spandex
The perfect knee-length dress doesn't exi... Oh wait, it actually does. Featuring 3/4 sleeves and an A-line fit that nips at the waist, Spanx's dress is made of a smoothing fabric that looks beyond flattering on all body shapes and can transition effortlessy from work to play.
Size Range: XS-3X
Colors: Black, Navy
Material: Ponte Fabric
A leopard print is a fun fashion "do" at any age.
More: Stylish Leopard Print Coats to Be Spotted in This Season
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Add some dimension to your look with Brochu Walker's puff-sleeved maxi shirt dress. It comes in a rainbow of colors for all seasons, like this burnt siena, and a great year-round layering piece. T&C Associate Shopping Editor Sophie Dweck calls it "the most versatile wardrobe staple you'll ever own." Wear it with a belt for a figure-flattering look or loose to keep things easy breezy—you'll look chic either way.
Size Range: XS-L
Colors: 15+
Materials: 65% Polyester, 35% Cotton
For formal affairs, the portrait neckline is uber sophisticated. A show-stopping dress if we do say so ourselves.
Size Range: 0-18
Colors: Emerald
Material: 100% Polyester
The mossy hue on this mid-length asymmetrical dress makes for a nice change from the usual black and navy.
Size Range: XXS-XXL
Colors: 3
Material: 86% Viscose Rayon, 14% Polyester.
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Take the tweed trend for a spin this season with a timeless Jackie O-inspired mini.
Size Range: XXS-XXXL
Colors: 10+
Material: 100% Polyester
Work, weekend, wedding invites—whatever you schedule throws at you, this figure-friendly sheath dress has your back.
Size Range: 2-18
Colors: Black, Purple
Material: Acetate/Polyester
An easy, breezy denim shirt dress is guaranteed to be something you reach for all the time once the weather starts heating up.
Size Range: XXS-XL
Washes: 6
Material: 100% Italian Cotton
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When in doubt, go Lilly. Her prints are perfect for summer.
Size Range: 00-16
Material: 100% Rayon
A mock neck dress is the kind of dress you can wear everywhere, no matter the season.
Size Range: XS-XL
Colors: 4
Materials: 48% Cotton, 48% Modal, 4% Spandex
Lauren Hubbard
Writer
Lauren Hubbard is a freelance writer and Town & Country contributor who covers beauty, shopping, entertainment, travel, home decor, wine, and co*cktails.
