It’s that time of the year again when we are preparing for the Kentucky Derby, Harriman Cup, Virginia Gold Cup and all the other fun races we routinely attend and we wanted to share a quick guide with you on our favorite pieces for this year’s various race days.

See below our favorite picks for this year’s race season. Be the most stylish at the event, and as always, don’t forget to add your own particular style to whatever you chose to attend the festivities in.


Raleigh’ Washed Twill Pants by PETER MILLAR – $125 Nantucket Reds are always a classic statement at race day. Pairs yours with a white button down and blue blazer for the classic man look.

Slim Fit Flat Front Solid Stretch Cotton Trousers by BOSS – $195 We love these lilac slacks from BOSS. We recommend pairing with loafers for maximum effect.

Stanino Slim Fit Flat Front Solid Stretch Cotton Trousers by Vineyard Vines – $98 Prefect with a variety of shirt styles and colors, this is your basic go to summer shindig race pant.

Derby Whale Lined Hopsack Sportcoat

Derby Whale Lined Hopsack Sportcoat by Vineyard Vines – $495 This classic sportcoat, can literally go anywhere – highly recommend as a basic wardrobe piece and a wonderful jacket for the conservative race goers.

Derby Patchwork Sportcoat

Derby Patchwork Sportcoat by Vineyard Vines – $495 All eyes on you, the colors are fantastic and extremely eye catching, not for the faint of heart!

Tiebar Suspenders

Suspenders by Linen Row – $25 thetiebar.comA pair of suspenders can jazz up any outfit for the better. We love this light blue pair by the folks over at the Tie bar.


Holly Floral Fil Coupe Half-Sleeve Dress by Lela Rose – 1,495 What’s a day at the races without a bright yellow frock.Pair with comfy feels and a beautiful hat.

Soft Envelope Monogram Large Suede Shoulder Bag, Fog by Saint Laurent  – $2,550.00 The number one rule for ladies on race day is to be hands free, invest in this crossbody bag and keep your hands free and open for photos, cocktails and delicious bites.

Floral Print Ruffle Button Front Maxi Dress by Express  – $88.00 This flowy, romantic dress is a slight departure from race day attire, but still quite appropriate and comfortable. Pair with a pair of wedges and a small fascinator.

Woven Garden Dress by ERIN Erin Fetherston. Fit and flare dresses are always a good choice. We love this one due to the beautiful print and eye catching detail.

Pucker Up Dress by ML Monique Lhuillier. The colors on this dress are absolutely stunning and flatter almost any complexion. Pair with your most fabulous hat!

Hibiscus Panama Big Brim by Christine A. Moore – $520.00 Made to Order. What would race day be without a large, beautiful hat? This version combines some of the most eye catching colors with a bespoke elegant design. Purchase this hat to wear as a statement piece, pair with a simple white frock, for maximum effect.

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