These Wardrobe Staples for Women Over 50 Were Hand-Picked by Style Experts

Style has no limits, including age. There are so many fashion trends for women over 50 that can help elevate your aesthetic and update your wardrobe. Combining these stylish essentials and staples with trends creates a balanced closet and makes finding beautiful, flattering outfits a breeze. Whether you’re looking for the best jeans for women over 50 or the perfect summer dresses, there are fashion finds out there for women of every age.

“Just because you’re older than you used to be, doesn’t mean you can’t have fun styling your outfits. Shop for pieces that bring you joy. You still deserve to feel beautiful,” explains Cindy Conroy, fashion expert and celebrity stylist. “Whether you’re in your 50s, 70s, or 80s you can still have fun with trends. Fashion is for all of us. No matter our age.”

It’s true: You can wear whatever you want, regardless of age—but there are a few things that women over 50 can keep in mind when shopping. Choose items that “make you feel the most confident, comfortable, and beautiful,” says Leah Wise, fashion stylist and influencer. “Nothing is worse than putting something on that just doesn’t fit quite right or is unflattering.”

While trends can be fun and help you find new items you may not have previously considered wearing, Wise suggests avoiding items just because they’re on-trend or because younger generations are wearing them. “Stay true to yourself and your personal style and you’ll always look good,” she adds.

Meet the experts: Cindy Conroy, fashion expert and celebrity stylist; Leah Wise, fashion stylist and influencer; and Cassandra Sethi, personal stylist and founder of Next Level Wardrobe

Ahead, find our style experts’ favorite wardrobe staples and fashion trends for women over 50 to help you look and feel your best at any age.

Little black dress

Wise calls the little black dress “one of the original wardrobe staples.” She adds that the little black dress is “perfect for women over 50” because it is easy to throw on and the styling opportunities are vast. Wise loves this Quzzion Silk Mini Dress.

“You can keep it casual with sneakers and a jean jacket or put a blazer over top with heels and it looks professional,” Wise says. “Pairing the dress with t-shirts, button-downs, and sweaters is another great way to give it a different look. It serves as the perfect base for outfit inspiration.”

ELLENWELL Essential Mock Neck Dress

Credit: ELLENWELL

Quzzion Silk Mini Dress

Now 44% Off

Credit: Quizzon

GRECERELLE Short Sleeve Black Dress

Now 18% Off

Credit: GRECERELLE

Stretch cotton pants

A reliable and versatile pair of comfortable pants is a great addition to any wardrobe. Stretch cotton pants can be worn “from work to weekends,” says Cassandra Sethi, personal stylist and founder of Next Level Wardrobe, who recommends this “polished” pair from Ralph Lauren. She adds that they are “perfect for the ladies whose weight fluctuates often,” as they have a loose-yet-flattering fit.

Try styling yours with a vest and heels for the office, or sneakers and a tucked-in t-shirt for more casual wear.

Sarin Mathews High Waisted Wide Leg Pants

Credit: Sarin Mathews

Lauren Ralph Lauren Double Faced Stretch Cotton Ankle Pants

Credit: Ralph Lauren

Dickies Relaxed Straight Stretch Twill Pants

Now 14% Off

Credit: Dickies

Crossbody bag

“It’s essential to have a carryall that isn’t just about style, but also function,” Conroy says. “You get to go out and about hands-free, as you run errands, jet off to work, stash snacks away for the grandkids (but make it chic), and everything else in between.”

Conroy shares the Rebecca Minkoff Darren Surplus Small Crossbody Bag as a prime example, and suggests styling it with espadrille platforms or flats and a Panama hat for a super-trendy “coastal vibe.”

The Drop Diana Top Handle Crossbody Bag

Credit: The Drop

Rebecca Minkoff Darren Surplus Small Crossbody Bag

Credit: Rebecca Minkoff

FashionPuzzle Small Triple Zip Crossbody Bag

Credit: FashionPuzzle

High-quality jeans

While you don’t need a closet overflowing with jeans, Wise recommends finding two or three reliable pairs that you can rotate. “It’s worth investing in a high-quality pair of jeans because these are a fashion staple that you will wear over and over again,” she explains. “Jeans are the perfect go-to bottoms for women over 50 because they look good with just about everything.” Wise loves Madewell jeans for their durability and variety of sizes, styles, and washes.

Lee Mid Rise Boyfriend Jean

Now 55% Off

Credit: Lee

Madewell The ’90s Creased High Waist Straight Leg Jeans

Credit: Madewell

Levi’s Wedgie Straight Jeans

Credit: Levi’s

Striped button-down

A striped button-down is a “must-have” for your wardrobe, Sethi says. “Easy, breezy, and perfect for every occasion, you’ll get so many outfits out of this piece,” she adds. Sethi points to this Favorite Daughter Stripe Shirt at Nordstrom as an example, but the options are endless. Opt for thinner stripes, go more neutral with a black-and-white option, or try something bold with brighter colors.

AISEW Button Down Striped Long Sleeve Collared Blouse

Credit: AISEW

Favorite Daughter The Doors Always Open Stripe Shirt

Credit: Favorite Daughter

Fairy Season Striped Long Sleeve Button Down

Credit: Fairy Season

Vest

“Sure you might be over 50, but you can still wear a vest for work or play,” says Conroy. Choose an option like this Cupio Scallop Detail Vest which is not only style-savvy but workwear-approved and super versatile.

Conroy suggests styling it with high-waisted trousers or matching shorts and a woven leather shoulder bag. Or, layer with a long-sleeve shirt underneath for more coverage.

Adrianna Papell Sleeveless Duster Vest

Now 30% Off

Credit: Adrianna Papell

Cupio Scallop Detail V Neck Vest

Credit: Cupio

Norma Kamali Vest with Lapel

Credit: NORMA KAMALI

Reliable blazer

A well-fitting, stylish blazer is an absolute “wardrobe staple,” according to Wise. “This is a great layering piece for women over 50.” While oversized blazers are a bit more on-trend right now and offer a casual, laidback feel, a tailored one gives you a more put-together (and office-appropriate) look.

Wise suggests wearing a blazer to elevate your jeans or tossing one over a little black dress for a different style.

The Drop Blake Long Blazer

Now 22% Off

Credit: The Drop

Grlasen Casual Oversized Blazer

Credit: Grlasen

Cicy Bell Open Front Blazer

Now 17% Off

Credit: Cicy Bell

Sneakers

You can’t go wrong with a great pair of cute-yet-comfortable sneakers, which Sethi says “are a must-have for every woman.” Sethi likes the adidas SL 72 OG Sneakers in particular. “You want to have a fun sneaker, which is cool to wear in the warmer months. You can pair them with jeans, shorts, or skirts—and it’s the perfect amount of pop for your outfit.” Try some of the best walking shoes or opt for ones that fit your needs (like the best shoes for flat feet or the best ones for plantar fasciitis).

Reebok Club C Sneaker

Now 12% Off

Credit: Reebok

adidas SL 72 OG Sneaker

Credit: adidas

Dr. Scholl’s Shoes Madison Platform Lace Up Sneaker

Now 30% Off

Credit: Dr. Scholl’s

White button-down

A great rule of thumb while shopping for new clothes is to opt for things that can work with what you already have in your closet. And if you don’t already have a quality white button-down shirt, it’s time to grab one. It’s “a great staple that can be styled a million ways,” Wise says. “This white button-down is perfect for women over 50 because it always gives an effortlessly chic look.”

Wise suggests tucking it into jeans and pairing it with ballet flats for a more polished look, tying it over your little black dress to transform it into a skirt, or using it as a swimsuit cover-up when you hit the pool or beach this summer.

Tommy Hilfiger Solid Button Collared Shirt with Adjustable Sleeves

Now 58% Off

Credit: Tommy Hilfiger

BIG DART Oversized Button-Down Shirt

Credit: Big Dart

Amazon Essentials Classic-Fit Satin Button-Down Blouse

Now 19% Off

Credit: Amazon Essentials

Casual shirtdress

“It’s so easy to get stuck in the endless loop of pant and top combinations. Liberate your wardrobe by introducing a casual dress with some bite,” Conroy says. “Creating additional pattern and texture, a striped maxi shirtdress provides coverage without your outfit being boring and flat. Style with stacked cuff bracelets and gold stud earrings to complete the look.”

chouyatou Button-Down Shirt Dress

Credit: chouyatou

STAUD Joan Stripe Maxi Shirtdress

Credit: STAUD

Amazon Essentials Georgette Long Sleeve Midi Length Shirt Dress

Credit: Amazon Essentials

Conroy also suggests adding a denim version of the shirtdress (like her pick from Nordstrom) which is “understated but still offers maximum impact” and “allows you to bring femininity to your everyday style.” Pair yours with a block heel and colorful tote bag, and all eyes will be on you, Conroy says.

Kuraki Denim Button Front Maxi Shirt Dress

Now 10% Off

Credit: Kuraki

Wash Lab Denim Weekend Belted Denim Shirtdress

Credit: Wash Lab

Lee Legendary Western Denim Shirt Dress

Now 27% Off

Credit: Lee

Flats

“Everybody needs a good pair of flats. Whether that be loafers or ballet flats—which are super in right now,” Wise says. She adds that the versatile nature of the shoe type makes them a necessity in your closet. They can be dressed up for the office or dressed down for running errands or a casual lunch date. For women over 50, Wise recommends searching for a quality pair to avoid feeling uncomfortable throughout the day.

Wise loves these butter-yellow Mary Jane’s for summer and these classic ballet flats from Dolce Vita. Try wearing yours with dresses, skirts, or jeans—and accessorizing with a matching bag and jewelry.

C.Paravano Mary Jane Shoes

Credit: C.Paravano

Dolce Vita Reyes Ballet Flat

Credit: Dolce Vita

Steve Madden Belinda Mule

Credit: Steve Madden

Kitten heels

Not only are kitten heels on-trend and classically stylish, but they are also much more comfortable than their high-heeled counterparts. Kitten heels are “perfect for the woman on the go who wants not to have to change shoes,” Sethi says. This Stuart Weitzman kitten heel “would look great with skirts and trousers year-round.”

Guess Dista Heeled Sandal

Credit: Guess

Stuart Weitzman Tully Pointed Toe Slingback

Credit: Stuart Weitzman

Steve Madden Mod Mule

Credit: Steve Madden

Open-knit sweater

Sethi points out that for women over 50 going through changes relating to menopause, it can be important to consider how things like body temperature will factor into your style. “You may need some items that breathe throughout the day,” Sethi explains. She recommends opting for breezy styles like an open-knit sweater, which is cool enough to wear on its own and can be layered underneath a blazer or over a tank top.

Dokotoo Crewneck Hollow Chunky Knit Pullover Sweater

Now 20% Off

Credit: Dokotoo

Sanctuary Open Knit Sweater

Credit: Sanctuary

Ebifin Crochet Sweater

Credit: Ebifin

Wingtip derby shoes

“Sometimes it’s nice to take a break from sneakers and flats. Cue wingtip derby platforms,” Conroy says while sharing this stylish platform version from Cole Haan. “Allowing you to elevate your ensemble while still being sporty, they’re great with linen pants or jeans. It’s oh so Diane Keaton when styled with black dress pants, a crisp button-down, and menswear-inspired suspenders.”