Pickleball season doesn’t stop when the temperatures cool down—and neither should your style. More and more women are playing year-round, and the key to staying comfortable on the court (or course) during winter months is having pieces that layer easily while still looking polished. Greyson Clothiers continues to be a go-to for my female clients because their women’s collection blends performance, modern design, and effortless style that works for pickleball, tennis, and even golf.
These are pieces I’ve had in the shop and continue to recommend because they wear beautifully through the seasons. With the right combinations, you can stay warm during early morning matches, peel off layers as the day warms up, and still feel confident, comfortable, and cute while you play.
Skirts Designed for Movement (and Style)
Where Wolves Roam Luna Skirt With Shortie – Wisteria Multi
This skirt is for the woman who wants her athletic wear to have personality. The bold print adds visual interest while the built-in shortie keeps you covered and comfortable through every rally. For winter play, layer it with a quarter zip or full zip and add tights underneath if needed. It’s functional, flattering, and far from boring.
Phoenix Luxe Flare Skirt – Maltese Blue
Clean, feminine, and incredibly versatile, this skirt works just as well for pickleball and tennis as it does for golf. The subtle flare creates movement without sacrificing polish. This is one of those pieces that transitions effortlessly through the seasons—easy to layer, easy to style, and always appropriate.
Polos That Work as Year-Round Foundations
Scarlett Painted Feather Short Sleeve Polo – Maltese Blue
This polo brings a fresh, modern edge with Greyson’s painted feather print. It’s the perfect base layer for cooler weather—wear it on its own during warmer afternoons or layer it under a quarter zip so the collar and print still shine through. It adds interest without overpowering your look.
Scarlett Luxe Short Sleeve Polo – Maltese Blue
If you prefer a more tailored, streamlined aesthetic, this polo is a must. Clean lines, a flattering fit, and endless versatility make it a staple for racquet sports and golf alike. It’s one of those pieces you’ll reach for year-round because it works with everything.
Lightweight Layers for Cooler Court Days
Layering doesn’t have to mean bulky. The right pieces allow you to stay warm during warm-ups and early matches while keeping your outfit looking intentional and pulled together.
Sequoia Full Zip – Arctic
This full zip is ideal for cooler mornings on the pickleball or tennis court. The fit allows for movement, and the Arctic color keeps the look fresh and clean. It’s easy to throw on before play and just as easy to wear off the court.
Soleil Quarter Zip – Wisteria
Soft, feminine, and polished, this quarter zip is a favorite for layering over polos or dresses. The Wisteria shade pairs beautifully with both neutrals and prints, making it a versatile piece you’ll wear well beyond the court.
One-and-Done Style That Layers Beautifully
Leo Color Block Dress – Maltese Blue/Arctic
Sport dresses aren’t just for summer. This color-blocked dress is flattering, modern, and incredibly easy to style for winter play. Add tights and a zip-up layer, and you’re ready for pickleball, casual tennis, or even a relaxed golf day. It’s effortless style with built-in functionality.
Styling Tip: Layer Smart, Not Heavy
When it comes to winter racquet sports, it’s all about smart layering. Start with a strong base—skirts, polos, or dresses—then add lightweight layers you can remove as the day warms up. Greyson’s pieces are designed to work together, giving you more outfit options and more wear throughout the season.
Pickleball, tennis, and golf don’t slow down in winter—and with the right wardrobe, neither do you. These Greyson women’s styles are designed to move with you, layer easily, and keep you looking polished from warm-up to match point.
You can shop these pieces in my Phoenix store or online at qcontraryshop.com. Stop by and let us help you style a winter-ready racquet sports wardrobe you’ll love wearing all season long.
