Classic Style
0 Comments

What to Wear: Golf, Tennis, Pickleball…

By: Jen Shoop

Hill has really gotten into tennis this spring, but I haven’t held a racket for maybe a decade, when I took a couple of lessons in Chicago. I am contemplating joining a beginner group lesson just so I can rally with him a bit. He keeps asking to play with me in the cul de sac in front of our home and I of course oblige but think to myself: “this would be better if I were a little better.” For this reason, I picked up a new tennis skort and had my racket re-gripped! Anyhow, I know many Magpies are into golf, tennis, and pickle, so I thought I’d share a couple of very chic finds for these outdoor sports:

What to wear for golf, tennis, pickleball collage.

TENNIS DRESS // JACKET // TENNIS SHOES // WHITE SKIRT // TENNIS SLING

01. Classic court style active dress.

02. Love this long-sleeve to throw on over an active set on a breezy day, especially paired with a white skirt!

03. Ultra flattering silhouette on this tennis dress.

04. This washed navy stripe jacket.

05. Lovely tipped collar on this gingham dress.

06. Leather tennis sling. (Chic!)

07. Wilson tennis shoes — available in a variety of colors.

08. This short-sleeve top is SO good.

09. Bombas ankle socks. The only socks I wear.

10. Bespoke tennis balls — fun gift for a tennis partner.

11. Sweat-resistant SPF.

12. Classic short sleeve polo.

13. This tennis skirt — the pattern is fab!

14. Lovely pleated mini dress.

15. These are good-lookin’ golf shoes.

16. Classic Lacoste hat.

17. White cane tennis skirt.

18. Rover pickleball paddle — proceeds support Austin Pets Alive!

19. The ivy grove color on this tennis jacket is fab.

20. Customizable tennis racquet cover.

21. Sweet scallop detail on this tennis dress.

Styling Outfits for Golf, Tennis and Pickleball.

How I'd style: pickleball outfit collage.

TENNIS DRESS // QUARTER ZIP // PICKLEBALL PADDLE // WILSON TENNIS SHOES // SUNNIES

How I'd style: golf outfit collage.

SKIRT // STRIPED ZIP UP // GOLF SHOES // GLOVES // HAT

How I'd style: tennis outfit collage.

TENNIS SKIRT // SHORT SLEEVE TOP // CUSTOMIZABLE TENNIS RACQUET COVER // TENNIS BALLS // SNEAKERS

P.S. The spring 2026 denim edit.

P.P.S. Spring wardrobe workhorses.

P.P.P.S. The lighthouse keepers.

This post may contain affiliate links. If you make a purchase through the links above, I may receive compensation.

Subscribe
Notify of
guest

0 Comments
Inline Feedbacks
View all comments
Previous Article

Next Article