10 Best Places to Propose at the Kentucky Derby (2024)

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by Suzanne Sachs  5 min read



The Kentucky Derby is full of perfect places to propose. Whether you and the person you love are enthusiasts for horses, bourbon, gardens, roses, horse-races, or good food and wine, there’s a beautiful spot to create a lifetime of memories. But where, exactly, should that most important question be asked? This guide describes some of the best places at the Kentucky Derby to ask that special person to marry you.


In this guide we will explain the following:

  • Romantic Locations At The Kentucky Derby For Outdoor Lovers
  • Rose Garden
  • Infield Picnic
  • During The National Anthem
  • Millionaire's Row Garden Terrace
  • Under The Twin Spires
  • Winner's Circle
  • Paddock Area
  • Romantic Destinations At The Kentucky Derby
  • Private Box or Suite
  • Walking Ring Garden
  • Borbons Bistro
  • Best Places to Propose At The Kentucky Derby

Romantic Locations at the Kentucky Derby for Outdoor Lovers


1. Rose Garden

Churchill Downs features a beautiful rose garden, which can serve as a romantic backdrop for your proposal. You can find a secluded spot among the roses and take advantage of the picturesque setting. 


2. Infield Picnic

The infield at the Kentucky Derby offers a more relaxed atmosphere compared to the grandstands. Consider setting up a picnic with a blanket and some champagne, and choose a quiet moment between races to propose.


3. During the National Anthem

Another option is to time your proposal during the singing of the national anthem, which typically occurs before the start of the Derby. This can add a patriotic and sentimental touch to your proposal.

Suzanne was amazing! I utilized the layaway service and it was a breeze. Ring made its way to Texas and was even more gorgeous in person."
 Chloe G verified buyer

4. Millionaire's Row Garden Terrace

Located on the sixth floor of the clubhouse, the Millionaire's Row Garden Terrace offers stunning views of the track and the surrounding landscape. You could arrange for a private moment on the terrace overlooking the races, surrounded by lush greenery and blooming flowers.


5. Under the Twin Spires

The iconic twin spires of Churchill Downs are synonymous with the Kentucky Derby. Proposing beneath these historic structures can make for a memorable and meaningful moment.


6. Winner's Circle

If you're feeling particularly bold, you could plan a surprise proposal at the winner's circle. Imagine the thrill of popping the question in front of cheering crowds and alongside the victorious horse and jockey.


7. Paddock Area

The paddock area, where the horses are saddled before the race, can be a charming location for a proposal. You can wait for a quieter moment between races and propose surrounded by the excitement of the event.


Romantic Destinations at the Kentucky Derby

The Kentucky Derby is full of romantic suites, bistros, and gardens. These are some especially romantic locations for a proposal over a glass of wine, at a spectacular garden, or at a beautiful bistro.


8. Private Box or Suite

If you have access to a private box or suite at Churchill Downs, this can provide a more intimate setting for your proposal. You can enjoy the thrilling races while also having a private space to pop the question.




I've purchased two vintage rings from Suzanne over the past decade and my wife has loved both. Great service, communication and speedy delivery.”

 Lee S verified buyer

9. Walking Ring Garden

The walking ring, where the horses are paraded before the race, is another scenic area with beautifully landscaped gardens. You could propose in this tranquil setting, surrounded by the sights and sounds of the racetrack and the beauty of the gardens.


10. Bourbons Bistro

If you and your partner are bourbon enthusiasts, Bourbons Bistro is the perfect place to celebrate your engagement. Located in the historic Clifton neighborhood, this restaurant offers a wide selection of bourbons along with delicious Southern-inspired cuisine. 


Best Places to Propose at the Kentucky Derby

While it can be tempting to get wrapped up in elaborate proposal plans, sometimes the very best way to ask the question is a classic, heartfelt, on-one-knee moment. Whatever you and your soon-to-be fiance or fiancee enjoy, the Kentucky Derby has beautiful and memorable places to propose. Make one of these romantic locations your special place by proposing with the perfect vintage engagement ring.


Vintage Engagement Rings For Everyone:

No matter which era is your favorite, these time-honored rings have a rich history and individualized character and will continue to have a timeless beauty and elegant appeal that is part of a legacy to pass on to future generations.

Find The Perfect Engagement Ring:

Vintage rings are prized not only for their beauty but also for their exquisite attention to detailing and faceting. If you’re looking for a ring with a sense of glamour, sophistication and vintage charm, explore our collection of vintage engagement rings today!

Suzanne Sachs

Suzanne has always believed vintage rings can change lives. She's been in the jewelry industry for over 35 years, working with vintage jewelers, diamond dealers, diamond cutters, and gemologists. Suzanne started Artdecodiamonds in 2000 and understood the demand for vintage rings throughout the world. She ultimately started VintageDiamondRing.com in 2014, and understands each vintage ring is a reflection of you – your history, your relationships, your style, your elegance and is honored to have the opportunity to help you showcase your flair in a unique and exquisite way.
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Contact Suzanne

If you love vintage or eco-friendly jewelry please feel free to contact Suzanne or browse our collection of eco-friendly vintage engagement rings.





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