20 Best Dresses for Mature Older Women of 2025

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

Enter your goddess era with the flowing shape and bold fringe of this kaftan style dress.

Size Range: One size

Colors: Navy

Materials: 78% acrylic, 22% viscose; trim: 100% acrylic

Lace adds instant sex appeal, proving a knee-length dress can be just as sultry as a mini.

Size Range: S-XL

Colors: 13

Materials: 65% Rayon, 35% Polyester

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: XS-XL

Colors: 4

Materials: 100% silk

The perfect knee-length dress doesn’t exi… Oh wait, it actually does. Featuring an A-line fit that nips at the waist, this dress is made of a smoothing fabric that looks beyond flattering on all body shapes and can transition effortlessly from work to play.

Size Range: 00-20

Colors: Black, Navy

Material: 53% Polyester, 40% Recycled Polyester, 7% Polyurethane

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

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: 92% polyester, 8% spandex

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: Black, Navy

Material: 100% Polyester

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

Classic polo style gets a luxe upgrade with cashmere and a bell-shaped sleeve for this chic sweater dress. Pair it with leggings and boots for a casual style or heels for a dressier look that’s still perfectly cozy.

Size Range: XXS-XXXL

Colors: Camel, Black

Materials: 100% cashmere

When in doubt, go Lilly. Her prints are perfect for summer.

Size Range: 00-16

Material: 100% Rayon

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: 8

Material: 100% Italian Cotton

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

A knit dress is a wardrobe must for every well-dressed woman, and this scoop-neck version in a comfy-yet-stylish rib knit is so incredibly versatile you’ll find yourself turning to it again and again.

Size Range: XXS-XXL

Colors: Black, Espresso

Materials: 69% TENCEL Lyocell, 28% Recycled Polyester, 3% Elastane