The Best Spring Racing Headwear Trends in 2026
Style Guide

The Best Spring Racing Headwear Trends in 2026

blog
11 / Sep / 2026
5 min read

Spring Racing Carnival season is upon us! That only means one thing (at least for us): the fashion fun begins. There truly is no other season like spring when it comes to style. The colour palettes are bright, and the accessorising is next-level. The headwear? Divine! If you’re heading trackside for one of the big events but aren’t sure what to wear, we got you. 

While we’re often the first to say that trends are passing and that you should ultimately follow your personal style, we do think they offer guidance in getting started. The key is to pick a trend that makes sense for your style. 

If you’re wondering what the Spring Racing style trends are for 2026, here are just some of the best.

Two-toned Treat

two-toned trend

From left to right: "LOVE ME DO" (add to cart here), "LANA" (add to cart here), "THUMPER" (add to cart here)


Why settle for one when you can have two gorgeous colours in one headpiece? That's the beauty of these two-toned treats. You can rock a headwear piece that complements your outfit perfectly — but with a little extra something. These choices are perfect if you can't decide on a single colour and would prefer to have more than pare down!

 

Cloud Dancer

cloud dancer headwear trend

From left to right: "VANILLE" (add to cart here), "KANDA" (add to cart here), "AVERY" (add to cart here)


Cloud Dancer may not be show-stopping in other seasons, but it's taking the spotlight this spring! If you're going to a black and white event such as Derby Day, 2026's colour of the year is just what you need. When used in divine silhouettes and created with textures and clever details, this seemingly unassuming colour takes a new form and becomes so strong.


Pillbox Princess

spring racing headwear trends 2025 pillbox princess

From left to right: "AMES" (add to cart here), "AVIATOR" (add to cart here), "KENNEDY" (add to cart here)


This may just be the year of the pillbox. You’ve definitely seen them on your feed. Your favourites may have sported one at a special occasion. This is your sign. Take it back to the ‘60s with this Jackie-O-inspired style but give it your personal, modern spin. Top tip: Instead of minimalist pillbox hats, go for textured or embellished. They make the classic look more visually interesting.


READ NEXT: How To Rock the Pillbox Hat Trend of 2025


Livin' la vida lilac

From left to right: "BLACK WIDOW" in lilac (add to cart here), "JUDE" in lilac (add to cart here), "MONICA" in lilac (add to cart here)

This year it's all about the lilacs, lavenders, purples and violets. We've officially moved past the Barbie pink territory and entered our purple princess era. The colour's great for adding a pop to your look, and it exudes a regal vibe. Just perfect for Spring Racing, if you ask us!


Back to the '60s

60s headwear trends

From left to right: "SANTORINI" (add to cart here), "ALICE" (add to cart here), "PENELOPE" (add to cart here)

 


Another throwback trend that’s hard to resist. We’re taking it back to the fun ‘60s and the reign of mod and boho. Flat headbands? Yes, please. Classic, straightforward and boho-inspired with long bows are equally welcome.  

Which of these will you be rocking?

SHOP THE TRENDS HERE

RuffRuff Apps RuffRuff Apps by WANTO