Light Blue Derby Outfit + Royal Ascot Handbag

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Affordable fashion blogger Stephanie Ziajka styles one of the best derby day outfits on Diary of a Debutante

You know how Oprah loves bread? I love Derby Day hats and fascinators (and bread). I just think they’re so fun, and I love getting to bust them out every spring. Of course, the Kentucky Derby was rescheduled this year (it’s traditionally the first Saturday in May), so I’m shamelessly carrying over all the pastel derby vibes into fall. I ordered this sweet little light blue fascinator headband to complement this light blue eyelet midi dress, and they just matched so perfectly! Radley London also graciously sent me this half-moon bag from their Royal Ascot Collection at Macy’s, and it tied the whole outfit together. Honestly, even though this year’s been so wonky, I feel like I managed to pull off one of my favorite Kentucky Derby looks yet. Keep reading for full light blue Derby outfit details!

Also, if you have no idea what to wear to the Kentucky Derby (or a Kentucky Derby party), don’t worry– I’ve got you covered. Whether you’re going to Churchill Downs or a friend’s backyard watch party, I’m sharing over a dozen outfits from past years in today’s post!

Light Blue Derby Outfit Idea

Light blue Kentucky derby outfit accessorized with a light blue fascinator and Radley London Royal Ascot crossbody bag by affordable fashion blogger Stephanie Ziajka on Diary of a DebutanteRadley London Royal Ascot Crossbody styled for Derby Day by southern blogger Stephanie Ziajka on Diary of a Debutante

Also, I mean, seriously… how perfect is this Royal Ascot handbag for Derby Day? It has the cutest racehorse detailing, comes in three colors (white, light pink, and light blue), and can be worn as either a clutch or crossbody. It’s also petite enough to not get in the way of mint julep drinking but spacious enough to hold all your essentials. If you want something a little smaller, check out more of Radley London’s Royal Ascot Collection at Macy’s! They designed some seriously adorable leather accessories (like this cute Winnings coin purse) that you can easily fit in a pants pocket. 

Affordable fashion blogger Stephanie Ziajka styles one of her favorite Kentucky Derby party outfits on Diary of a Debutante Light blue Kentucky Derby party dress styled with Radley London crossbody by affordable fashion blogger Stephanie Ziajka on Diary of a Debutante Shop the Look: Ruffle Eyelet Midi Dress (Comes in three colors. For reference, I’m wearing a small, and it’s roomy. Size down if you can!) | Blue Fascinator Headband | Radley London Royal Ascot Handbag | Nude Wedges (mine are old, so I’m linking a similar style!) | Large Pearl Stud Earrings

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More Derby Outfit Ideas

Kentucky derby outfit ideas styled by affordable fashion blogger Stephanie Ziajka on Diary of a Debutante

If you need more Derby outfit ideas, you’ve come to the right place! Here are some of my favorite looks (and favorite Derby Day hats) from prior years–

As always, please let me know if you have any questions about fit or quality. Whether it’s for this light blue derby dress or any of my others, I’m happy to help! Thanks so much for reading, y’all!

Photography by Catherine Rhodes.


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