It’s horse race season – and whether you’re hosting a derby themed party or headed to the Kentucky Derby or the Virginia Gold Cup Races (like me!) you’ll need the perfect outfit! I mean, what other occasion do you have to get dressed up and wear a big hat? My favorite look is usually a feminine yet comfortable dress (light colors or prints, sleeveless with a fuller skirt) with flats or wedges (no stilettos in the grass, ladies) – and a fantastic hat (or fascinator), of course. This year, I’m honored to be a judge for Gold Cup’s official hat contest! So if you’ll be there, be sure to say hi and wear your best hat! Plus, check out this piece I put together for the Washingtonian with some hat recommendations!
1. Nordstrom Collection hat / 2. Brooks Brothers hat / 3. Jessica Simpson hat
4. Rachel Zoe dress / 5. Lilly Pulitzer dress / 6. Topshop dress
7. Shoshanna dress / 8. Jack Rogers sandals / 9. Madewell dress
10. Nine West wedges / 11. Ralph Lauren wedge / image
Don’t forget a wrap if it’s chilly, rain gear if it may rain, sunscreen and sunglasses! And mimosas and mint juleps are a must! Check out this post on Glamazon Diaries for more ideas!





SO jealous that you’re going to Gold Cup!! I’m DYING to go!
WHY must I look so terrible in hats?! I am definitely not classy enough to go to a horse race haha
I am sooo sad that I won’t be at GC this year. Very excited for your judging!!! Anna is also sad she won’t be at the hat contest this year… I’m sure you will have better taste than some of the former judges!
It won’t be the same without you! But I’m super excited to judge some hats!
[...] Off to the races? Liz from So Much to Smile About has some outfit recommendations for you. (via So Much to Smile About) [...]
Love all of these! I really want to go to a race just so I can wear a fancy hat!
Perfect timing! The Middleburg point to point is just around the corner too!
[...] whether you are graduating yourself or attending the ceremony (or really, just add a hat for horse races!). It’s a bit of a long day and usually outside, so you’ll definitely want to be [...]