Watch & Party
Kentucky Derby Fashion Contest by Longines #MyDerbyFashion
Beginning on Oaks Day, April 30th, at 10 AM, fans can post a photo of their Kentucky Derby attire on Twitter or Instagram using #MyDerbyFashion for a chance to win one of two Grand Prizes
Longines Men's Watch
Longines Prize for Elegance Man Master Collection 40MM Automatic Silver Barleycorn Dial with MoonPhase on Brown Alligator Strap.
Longines Women's Watch
Longines Prize for Elegance Woman DolceVita Silver Dial with Diamond Bezel on Blue Alligator Strap

Entries will be judged based on the following criteria: showcasing the elegance embodied by Longines and classic Oaks and Derby style.

Official Rules

@Longines on Twitter

@Longines on Instagram
Contest Judges

Rachel Weigler-Benson

Rachel Weigler-Benson attended her first Kentucky Derby in 2016 and was immediately hooked. Race fashion became a passion, and she hopes to help elevate Race Fashion Culture in the United States. The Longines Prize for Elegance is the highest honor of the racing season, and Rachel had placed Top 10 in her first two showings before winning the top prize in 2019 at the Longines Kentucky Oaks. 

Rachel lives in Indianapolis with her husband and 3 dogs. She left a decade-long career as a hotelier in order to pursue a Masters degree in Applied Economics from Indiana University. She teaches Barre and Reformer Pilates, and uses her downtime to design custom crystal and enamel handbags.

Brittany Garcia

Born in Miami, Florida, Brittany Garcia began her career in Industrial Engineering before entering the travel industry. She worked with Montblanc and Royal Caribbean and continued her career in the luxury industry by joining Rado in 2015. As of April 2021 Brittany has joined Longines as the US & Caribbean Brand President.

Olivia Rink

Olivia Rink


Olivia Rink is a blogger, University of Kentucky alumni, and 2 time NCAA National Championship cheerleader. On her blog, she aims to inspire women through her daily outfits, personal stories, decor tips, faith, and to be a source of uplifting content online.

Beau Hayhoe

Beau Hayhoe


Beau Hayhoe is Brooklyn-based style and lifestyle writer. He covers luxury watches, menswear and spirits for numerous publications including Maxim, and his work has also appeared on