Kentucky Derby

Offer ends March 25, 2025 at 11:59pm PT. Using code STOCKUP, spend $150 or more on qualifying merchandise and receive 30% off such merchandise. Discount code will automatically be applied to cart. Exclusions apply, including gift cards, MLB, and Collegiate. Discount is valid for purchases made (i) on vineyardvines.com, (ii) at participating vineyard vines retail stores and (ii) over the phone (800.892.4982). Discount is not valid at vineyard vines outlet stores or on outlet only styles. No price adjustments on purchases made prior to 3/19/25. Purchases made with this offer are not eligible for future price adjustment. Cannot be combined with any other offer applicable to the same styles other than applicable free shipping offers. Discount applies to qualifying merchandise only. vineyard vines reserves the right to change or cancel this promotion at any time. Use of this promotion constitutes acceptance of these terms and conditions, except where prohibited by law. Not applicable to international orders.
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The Most Exciting Two Minutes In Sports deserves a wardrobe to match. Our Kentucky Derby outfits for men, women, and kids capture the timeless charm and vibrant energy of race day. From bright shirts and silk ties for him to elegant floral dresses and printed scarves for her, every style is designed for a picture-perfect Derby moment. Whether you're watching from Churchill Downs or hosting a backyard soirée, these standout pieces make dressing for the occasion effortless. Men can keep it classic with the Bryndle Rose Madras Short-Sleeve Shirt and a Bryndle Rose Silk Tie, while women can make an entrance in the Floral Strapless Column Midi Dress paired with the Silk Printed Scarf.
The Kentucky Derby isn’t just about the race—it’s about the pageantry, the tradition, and of course, the style. Our Kentucky Derby attire blends classic Southern elegance with modern ease, so you’ll look as good as you feel. Lightweight fabrics, flattering fits, and signature prints make every outfit effortlessly polished. Just add your favorite Derby hat, a refreshing mint julep, and you're ready to celebrate in true race-day fashion.
Derby Day is all about attention to detail. For men, a pastel button-down paired with lightweight chinos and a standout silk tie strikes the perfect balance of refined yet relaxed. Women can channel effortless sophistication in a floral-printed dress, complemented by chic accessories like a silk scarf or statement jewelry. Kids’ looks are just as festive, with breezy sundresses, seersucker sets, and preppy polos that let them join in the fun. Whether your celebration calls for full-on formal or a more laid-back take, these Derby-ready styles are guaranteed to make a winning impression.
From the paddock to the party, our collection makes it easy to coordinate race-day outfits for the entire family. Thoughtfully designed prints and complementary color palettes let you mix and match across men’s, women’s, and kids’ styles. Whether it’s soft cotton polos for boys, charming dresses for girls, or a perfectly tailored look for you, everyone will be dressed to impress. Capture the moment in coordinated Derby style and create memories that last long after the final stretch. Shop our Derby Men’s Shop, Derby Women’s Shop, and Derby Kids’ Shop to find the perfect race-day outfits for your whole crew.