The Most Flattering Dresses for Mature Women
From slimming frocks to flattering cuts, here are the most stylish dresses to wear no matter the season.
Every item on this page was chosen by a Town & Country editor. We may earn commission on some of the items you choose to buy.
PSA: Just because you've reached a certain age doesn't mean you have to limit your wardrobe choices. Women over 50 can and should be able to flaunt their frames in body-skimming styles, and one of the best ways to do so is in a dress. Whether you've been invited to a wedding this winter or you're looking for something to wear to work, there's a silhouette for every age, style, and body shape. From figure-hugging wrap dresses to fit-and-flare cocktail dresses, here are the most flattering dresses to wear this season and beyond.
The Somerset Collection by Anthropologie The Somerset Maxi Dress
The Somerset Collection by Anthropologie The Somerset Maxi Dress
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 velvet, which just so happens to be T&C contributor Lauren Hubbard's favorite festive piece.
Size Range: XS-3X
Colors: 7+
Material: Cotton
Dress the Population Catalina Fit & Flare Dress
Dress the Population Catalina Fit & Flare Dress
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: 15
Materials: 95% Polyester, 5% Spandex
Mac Duggal Long Sleeve Fit & Flare Velvet Embellished Cocktail Dress
Mac Duggal Long Sleeve Fit & Flare Velvet Embellished Cocktail Dress
The maximalist's version of the modest cocktail dress. Need we say more?
Size Range: 0-12
Colors: Black
Material: 100% Polyester
Black Halo Women's 3/4 Sleeve Jackie O Dress
Black Halo Women's 3/4 Sleeve Jackie O Dress
A folded neckline add visual interest and a hint of allure to an otherwise classic sheath style.
Size Range: 0-14
Colors: 5
Materials: 95% Polyester, 5% Spandex
MEROKEETY Sleeveless Lace Floral Cocktail Dress
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
Diane von Furstenberg Jeanne Silk Jersey Wrap Dress
Diane von Furstenberg Jeanne Silk Jersey Wrap Dress
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
Everlane The Ribbed Wrap Midi Dress
Everlane The Ribbed Wrap Midi Dress
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
Spanx The Perfect A-line 3/4 Sleeve Dress
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
When in doubt, go for polka-dots. While you're at it, throw on a pair of spectator shoes. Very Kate Middleton of you.
Size Range: XXS-XXXL
Colors: Black & White
Materials: 100% Polyester (outer), 97% Polyester, 3% Spandex (lining)
Vince Camuto Animal Print Long Sleeve Midi Dress
Vince Camuto Animal Print Long Sleeve Midi Dress
A leopard print is a fun fashion "do" at any age.
More: Stylish Leopard Print Coats to Be Spotted in This Season
La Femme Off the Shoulder Beaded Satin Trumpet Gown
La Femme Off the Shoulder Beaded Satin Trumpet Gown
For formal affairs, the portrait neckline is uber sophisticated. Also, notice the beaded details on the sleeves and at the back! A show-stopping dress if we do say so ourselves.
Size Range: 0-18
Colors: Navy
Material: 100% Polyester
Brochu Walker The Havana Dress
Brochu Walker The Havana Dress
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
Banana Republic Cece Knit Wrap Dress
Banana Republic Cece Knit Wrap Dress
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.
Lafayette 148 New York Harpson Finesse Crepe Sheath Dress
Lafayette 148 New York Harpson Finesse Crepe Sheath Dress
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
Tuckernuck Navy Tweed Jackie Dress
Tuckernuck Navy Tweed Jackie Dress
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
Roksanda Demetria Caped Midi Dress
Roksanda Demetria Caped Midi Dress
A bold color and femme cape team up for a dress that positively screams "drama."
Size Range: 2-14
Colors: 1
Material: 34% Silk, 66% Viscose
Frank & Eileen Distressed Vintage Wash
Frank & Eileen Distressed Vintage Wash
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
Michael Stars Macy Mock Neck Ribbed Dress
Michael Stars Macy Mock Neck Ribbed Dress
A turtleneck dress is the kind of dress you can wear everywhere, no matter the season.
Size Range: XS-XL
Colors: 6
Materials: 48% Cotton, 48% Modal, 4% Spandex
Lilly Pulitzer Danika Tunic Dress
Lilly Pulitzer Danika Tunic Dress
When in doubt, go Lilly. Her prints are perfect for summer.
Size Range: 00-16
Material: 100% Rayon
Lauren Hubbard is a freelance writer and Town & Country contributor who covers beauty, shopping, entertainment, travel, home decor, wine, and cocktails.
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