10 Smart Casual Outfits for Women Over 50

A woman wears a blue offset button pocket top in a lush yard.

Andrea Offset Button Pocket Top – Parsley and Sage // Solid Pull-On Capri Pants – Krazy Larry 

From lazy weekdays spent lounging around the house to weekends filled with routine errand runs and trips to the gym, there are plenty of times when you just can’t be bothered to dress up. And, as a woman over 50, you shouldn’t have to!  


Especially if you’re retired, it’s likely that your dress code — if there is one — is fairly relaxed. Regardless of your reason for wanting to expand the more casual side of your closet, we’ve got you covered here at Anthony’s.  


Read on for ten ideas for what to wear over 50; casual, comfy, cozy, and yet still stylish, these outfits are the perfect comfort calls above all else. 

SOFT & VERSATILE: 

Knit Tops and Pull-On Pants

A knit top or light sweater paired with pull-on pants makes the perfect outfit for dinners, social gatherings, or other occasions where you want to look nice without feeling overdressed. Soft, stretchy, and beautiful, our sweaters, knit tops, and pull-on pants are the perfect building blocks of casual fashion for ladies over 50. 

Here are three comfy yet cute outfits that feature knit tops, lightweight sweaters, and pull-on pants: 

Colorful and Classy

Blue, White, and Whimsical

Hot Pink and Black

A woman wears a black beaded petunias sleeve sweater.

Beaded Petunias 3/4 Dolman Sleeve Sweater – Milano 

A woman wears a pair of pink pull-on ankle pants.

Pull-On Ankle Pant – Krazy Larry 

COZY AND COMFORTABLE:

Sweats and Tees

Casual clothing for women over 50 need not be frumpy. Get cozy while still looking and feeling smart, regardless of the weather, with these two versatile lounge-friendly outfit ideas:   

Warm Weather Lounge Look

A woman wears a blue denim sunflower cotton graphic tee.

Denim Sunflower 100% Cotton Graphic Tee – Escape by Habitat Clothes 

Sweater Weather

A woman wears a black and white wavy striped sweater.

Wavy Striped Semi-Sheer Lightweight Sweater – Charlie B 

STRETCHY BUT FORM-FITTING:

Athletic Tops with Leggings

From airplane trips to yoga, athleisure offers a sporty alternative to wearing pajamas. Here are two great athleisure outfits: 

Sparkling in Style

A woman wears a pair of black zipper cropped stretch legging.

Rhinestone Zipper Cropped Stretch Legging – Anthony's Resort Wear

Mineral Washed Blues

A woman wears a denim printed sleeve top.

Christa Denim Printed ¾ Sleeve Top – Parsley and Sage 

Flowy, Fabulous, and Fashionable:

Midi and Maxi Dresses

Casual summer outfits for women over 50 often feature a dress, and for good reason. From hitting the beach to taking a trip downtown for lunch, there’s a perfect flowy and fun dress for every occasion. Pair one with a wrap or sweater for cooler weather or chilly air-conditioned environments. Here are just a couple that you might like:

Beach Bliss

A woman wears a white crocheted halter neck midi dress.

Crocheted Halter Neck Tiered Midi Dress – Luxology  

Black on Black

A woman wears a black and white wildflower sleeveless maxi dress.

Wildflower Tiered Sleeveless Maxi Dress – Tiana B 

A woman wears a black cable knit cardigan.

Cable Knit Open-Front Cardigan – Milano

Shop Tops to Pair with Your Favorite Pants

Going for a casual but trendy look? Most of us have a favorite pair of jeggings or pants hanging around, just waiting to be paired with the perfect top to create a whole new look. Check out our collection of tops now!  

A woman wears a barcelona cotton-blend v-neck top and black pull-on ankle pants while she relaxes outside.

Barcelona Cotton-Blend V-Neck Top – Jess and Jane

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