What To Wear To The Kentucky Derby In

Kentucky Derby Dresses

As the Kentucky Derby approaches, excitement builds for not only the iconic horse racing event but also for the festivities that come with it. Whether you’re hosting or attending a Kentucky Derby party, deciding on what to wear can be a daunting task. Fear not, as we’ll guide you through the process of selecting the perfect outfit for a fun-filled day of mint juleps and thoroughbred thrills.

What to Wear to the Kentucky Derby

When it comes to dressing for the Kentucky Derby, there’s a few key pieces to consider. For starters, a knee-length or midi dress is a great starting point – these styles are both comfortable and flattering for the occasion. Next up, don’t forget to add a touch of whimsy with a unique and eye-catching hat that fits perfectly into your Derby outfit. Wedges or open-toed heels will keep you feeling stylish and comfortable as you mingle with friends and take in the excitement of the race.

Accessorizing is also key – think bright and bold colors, playful prints like polka dots or florals, and a few well-placed earrings and pieces of jewelry to complete your look. Some great places to find inspiration (and potentially even score the perfect dress) include Lulus, Amazon (just search for ‘Kentucky Derby dresses’), Martha’s Vineyard, and Rent the Runway – all of which offer a wide range of stylish options to suit any taste or style.

Classy and Cute Dresses to Wear to the Kentucky Derby

Classy and Cute Dresses to Wear to the Kentucky Derby

Elevate your style at the iconic Kentucky Derby event with these exquisite and sophisticated dress ideas, perfectly curated for the 2024 edition.

Best Kentucky Derby Dress with Puff Sleeves:

Best Kentucky Derby Dress with Puff Sleeves:

From petite to plus-size, this delightful puff sleeve dress is available in sizes XS to XL. Whether you’re getting dressed up for the Kentucky Derby or want to make a stylish impression at a summer wedding, graduation ceremony, or even a mother-daughter soiree, this charming frock is sure to turn heads.

Best Black and White Kentucky Derby Dress:

Best Black and White Kentucky Derby Dress:

The Floral-Print High-Low Maxi Dress by Lulus is an ideal choice for the Kentucky Derby, thanks to its classic black and white design. For a chic and stylish outfit, pair it with black heels and a hat featuring a mix of white and black hues. According to one satisfied customer, Tara M., this dress was a hit at a horse race event. She praised its accurate fit to size, noting that it’s suitable for women with smaller busts.

With its versatility and flattering design, this maxi dress is sure to be a winner in any setting.

Best Plus Size Kentucky Derby Dress:

Best Plus Size Kentucky Derby Dress:
Photo Credit: amazon

Best Plus Size Kentucky Derby Dress:
Photo Credit: amazon

Available in a range of sizes, including up to 4X-Large, this stylish black and white polka dot Kentucky Derby dress offers a flattering fit for women of all shapes. One of my go-to plus size options, it’s also surprisingly affordable. To really make the outfit pop, consider pairing it with a bold red hat! The dress is available in multiple designs, including floral prints that add an extra touch of whimsy.

Best White and Blue Kentucky Derby Dress:

Best White and Blue Kentucky Derby Dress:

The Blue and White Floral Print Ruffled Midi Dress from Lulus is an absolute showstopper. Its charming combination of blue and white florals creates a whimsical, eye-catching design that’s sure to turn heads.

Best Light Pink Kentucky Derby Dress:

Best Light Pink Kentucky Derby Dress:

Lulus features a charming collection that spans sizes from XS to XL, including this adorable light pink ruffled dress that exudes cuteness and femininity. Its delicate details make it a standout piece for any occasion.

Best Kentucky Derby Dress on Amazon:

Best Kentucky Derby Dress on Amazon:
Photo Credit: amazon

For discerning fashionistas seeking stylish attire, this exceptional Kentucky Derby dress stands out for its affordability and inclusive sizing options. Available on Amazon, the dress can be purchased in plus sizes ranging up to 4X-Large, making it an accessible choice for women of all shapes and sizes. With a price tag under $45, this ensemble is an unbeatable value.

Best Unique Kentucky Derby Dress:

Best Unique Kentucky Derby Dress:

Experience the epitome of springtime charm with the Afternoon Air Yellow Lemon Print High-Low Midi Dress from Lulus. Its bright yellow hue and playful print evoke the vibrant atmosphere of the Kentucky Derby, making it the perfect choice for a fun-filled afternoon at the races or a casual outing with friends.

Best Kentucky Derby Dress by Lilly Pulitzer:

Best Kentucky Derby Dress by Lilly Pulitzer:

Capture the essence of sunshine with this delightful dress, available in sizes ranging from petite 00 to confident 16 on Lilly Pulitzer. Whether you’re embracing the warmth of spring, the vibrancy of summer, or the laid-back charm of a Hawaiian getaway, this bright and cheery number is sure to put a smile on your face. To ensure a perfect fit, we recommend ordering one size up.

Best Checkered Kentucky Derby Dress:

Best Checkered Kentucky Derby Dress:
Photo Credit: amazon

Best Checkered Kentucky Derby Dress:
Photo Credit: amazon

Best Checkered Kentucky Derby Dress:
Photo Credit: amazon

Best Checkered Kentucky Derby Dress:
Photo Credit: amazon

Best Checkered Kentucky Derby Dress:
Photo Credit: amazon

Best Checkered Kentucky Derby Dress:
Photo Credit: amazon

When it comes to dressing for the Kentucky Derby, there’s nothing quite like a stylish and comfortable outfit. Lulus’ ‘Kentucky Derby’ dress is a must-have for any derby enthusiast – its black and white gingham pattern paired with red heels and a matching hat would be the perfect combination. But don’t stop at just one dress – this blue lace number with an open back exudes romance and sophistication, making it a great choice for a night out on the town.

For something a little more practical, yet still stylish, look to the ‘Kentucky Derby’ dress from Amazon. With its long sleeves, flared shape, and affordable price tag of under $35, this dress is perfect for curvy women who want to hide their tummy. Plus, it’s available in three colors – peach, black, and pink – making it easy to find the perfect match for your Derby outfit.

And don’t worry about packing lightly – this dress travels well thanks to its body-fitting design that requires a little extra support underneath. Available up to XX-large with pockets, you’ll be comfortable and stylish all day long. The cherry on top? This dress has long sleeves and pockets too! Whether you’re looking for something cute or sexy, there’s a ‘Kentucky Derby’ dress out there for you.

Dressystar 1950s Polka Dot Dress

Dressystar 1950s Polka Dot Dress
Photo Credit: amazon

Pink V-Neck Dress

Pink V-Neck Dress
Photo Credit: rtrcdn

Pink V-Neck Dress
Photo Credit: rtrcdn

Pink V-Neck Dress
Pink V-Neck Dress
Pink V-Neck Dress
Pink V-Neck Dress

When it comes to dressing for a Kentucky Derby party, a solid-colored knee-length dress is a timeless choice that can’t be beat. If you’re looking for more options, consider dresses from Nordstrom, which offers sizes ranging from 0 to 16. Alternatively, Pink Lily has a beautiful ruffled dress available in sizes X-Small to 3X-Large. For those seeking something empire-waist and flowy, look no further than the flattering option available in sizes XS to XL.

If you prefer to rent rather than buy, Rent the Runway offers dresses in sizes 0-14. Whatever your style or preference, there’s a Kentucky Derby dress out there for you.

Knee-Length Skater Kentucky Derby Dress

Knee-Length Skater Kentucky Derby Dress
Photo Credit: amazon

Knee-Length Skater Kentucky Derby Dress
Photo Credit: amazon

Knee-Length Skater Kentucky Derby Dress
Knee-Length Skater Kentucky Derby Dress

From tiny to plus-sized, a vast array of garment sizes is available for purchase online. On Amazon, shoppers can browse through offerings ranging from petite X-Small to roomy XX-Large. For those seeking rental options instead of ownership, Rent the Runway provides an impressive range of sizes from 0 to 12. Meanwhile, for customers who prefer a more inclusive approach, some brands cater to plus-sized individuals with sizes up to 22W and beyond, alongside standard XS to XXL offerings.

Where to Buy Kentucky Derby Dresses

Stuck trying to find the perfect Kentucky Derby dress? Start your search with these trusted online retailers, including options for plus-size styles.

Amazon

For those on a budget, Amazon offers an impressive array of affordable and stylish options for Kentucky Derby outfits, making it easy to stay within your means while still looking fabulous.

Lilly Pulitzer

When it comes to finding the perfect dress for a stylish Kentucky Derby outing, Lilly Pulitzer is an excellent choice for creating a look that’s both adorable and refined. Her designs perfectly capture the essence of classic Southern charm.

Lulus

When it comes to finding the perfect outfit for the Kentucky Derby, Lulus is an excellent destination. The online retailer offers a wide range of stylish and on-trend options, including beautiful floral print dresses, chic high-low designs, and modern midi-length styles that are sure to turn heads.

REVOLVE

When it comes to finding a dress that exudes femininity and elegance, REVOLVE is an excellent online destination. The platform offers a curated selection of one-of-a-kind Kentucky Derby dresses that are sure to turn heads.

Rent the Runway

For those looking to make a stylish statement at the Kentucky Derby without breaking the bank, Rent the Runway is an exceptional destination. This online platform offers a wide range of designer dresses that are not only breathtakingly beautiful but also accessible at an affordable price point. What’s more, users can filter their search for Derby-inspired dresses by size and body type, ensuring they find the perfect fit to make them shine on race day.

Anthropologie

When it comes to the Kentucky Derby, Anthropologie offers a range of stunning and sophisticated dress options for women. From classic Kentucky Derby dresses designed specifically for women to their stylish and trendy plus-size designs, Anthropologie has something for every fashion-conscious lady looking to make a statement on this iconic racing event’s biggest day.

FAQs about What to Wear to the Kentucky Derby

While attending the Kentucky Derby or any horse racing event can be an exciting experience, it’s natural to wonder what to wear to make the most of your day. To help you prepare, here are some frequently asked questions and answers that might alleviate any fashion concerns.

What kinds of dresses do women wear to the Kentucky Derby?

When it comes to dressing for the Kentucky Derby, many women opt for knee-length or midi dresses that exude a touch of springtime elegance. For those who already possess a stylish Easter dress or a versatile spring wedding guest outfit, they may find themselves well-prepared to make a fashionable statement on the track.

Should I wear a hat to a Kentucky Derby party?

At a Kentucky Derby party, not having the right hat is equivalent to feeling left out. For most women, this means donning a stylish pink, yellow, or white chapeau. Straw hats with intricate details, Organza sun hats that add a touch of elegance, and headbands adorned with feathers are particularly popular choices. Fortunately, online retailers like Amazon and Etsy offer an extensive array of trendy Kentucky Derby hats for women, making it easy to find the perfect piece to complement your outfit.

Should I wear heels to a Kentucky Derby party?

When it comes to dressing for a Kentucky Derby party, footwear choice largely depends on your planned attire and activities. For an outdoor gathering on grassy terrain, wedges are a stylish and practical option. Alternatively, sandals can be a great way to keep your feet cool and comfortable. Many women swear by Jack Rogers sandals, which offer a preppy, classic look that’s perfect for the Kentucky Derby setting.

What kind of purse should I bring to a Kentucky Derby party?

When venturing out for an extended period, consider opting for a medium-sized bag that can accommodate essentials like water, snacks, and sun protection. Alternatively, if you’re heading to a Kentucky Derby party, a small straw clutch or a playful and feminine purse can add a touch of elegance to your outfit.

Can I wear a romper to a Kentucky Derby party?

While fashion freedom is a hallmark of the Kentucky Derby, I would caution against venturing into romper territory. While adorable in their own right, these casual garments may clash with the event’s upscale atmosphere. Instead, opt for a dress that exudes elegance and poise, ensuring you blend in seamlessly with the stylish crowd.

Where can I find dresses for the Kentucky Derby?

When it comes to dressing for the Kentucky Derby, consider shopping at iconic retailers like Amazon, Vineyard Vines, Dillard’s, Lulus, or Lilly Pulitzer. These brands offer a variety of stylish and adorable dress options that are perfect for the occasion.

Where can men find good clothes to wear to the Kentucky Derby?

Where can men find good clothes to wear to the Kentucky Derby?
Where can men find good clothes to wear to the Kentucky Derby?

For gents looking to elevate their Kentucky Derby style, Vineyard Vines is an excellent destination. The brand offers a stylish array of collared shirts and jackets that are sure to make a statement at any Derby party. The collection features an abundance of classy plaid and gingham designs in vibrant hues like turquoise, light blue, and pink. With such a wide range of options, men can easily find the perfect attire to complement their Southern charm.

Meanwhile, Southern Tide is a great resource for gentlemen seeking comfortable and versatile khaki pants in various sizes. Whether you’re a size 28 or a size 42, this brand has got you covered. The extensive sizing options ensure that every man can find a pair of khaki pants that fits like a glove and keeps them looking sharp on Derby Day.

Kentucky Derby Outfits and Dresses for Inspiration

Kentucky Derby Outfits and Dresses for Inspiration
Kentucky Derby Outfits and Dresses for Inspiration
Kentucky Derby Outfits and Dresses for Inspiration
Kentucky Derby Outfits and Dresses for Inspiration
Kentucky Derby Outfits and Dresses for Inspiration
Kentucky Derby Outfits and Dresses for Inspiration
Kentucky Derby Outfits and Dresses for Inspiration

If you’re looking for inspiration on what to wear to the Kentucky Derby, look no further. Here are some stylish and fun outfit ideas for both men and women to make your derby party a hit.

For a touch of Southern charm, consider dressing in white and blue hues with a classic twist. Alternatively, go bold with black, red, pink, and white ensembles that exude elegance and sophistication.

For a more playful approach, mix and match bright colors like pink, blue, and yellow for a fun and lively look.

Don’t forget to add a touch of whimsy with cute and classy outfits featuring floral patterns or light green dresses that evoke the feeling of springtime in Kentucky. No matter which style you choose, your outfit is sure to make a stylish statement at the derby party.

Guides to Get You Ready for More Spring and Summer Fun

For those seeking inspiration for their spring wardrobe, we’ve got you covered. If you’re looking to revamp your style or simply want some fresh ideas, here are a few guides that showcase cute and stylish outfit options. From Stitch Fix-inspired ensembles to plus-size friendly picks, there’s something for everyone. Whether you’re searching for the perfect engagement photo attire or just wanting to upgrade your swimwear game, we’ve rounded up some of our favorite spring fashion must-haves.

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