Dylan Dreyer wears bold green and pink ensembles to Kentucky Derby at Churchill Downs for Today Show

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Dylan Dreyer stunned fans earlier today with bold green and pink ensembles as she reported live from Churchill Downs for the 2026 Kentucky Derby. The Today Show meteorologist turned heads in five custom looks over the two-day event. Her co-stars wasted no time reacting to her striking outfits on air.

🔥 Quick Facts

  • Fashion Focus: Five different dresses from Lela Rose, Eliza J, and Camilla brands
  • Custom Hats: Christine A. Moore Millinery designed five bespoke hats with pink feather accents
  • Live Coverage: Dylan broadcast from 7 a.m. until 9 p.m. both days at Kentucky Derby weekend
  • Co-star Reactions: Craig Melvin and Sheinelle Jones teased her colorful picks on-air

Dylan’s Bold Green and Pink Kentucky Derby Looks

Dylan Dreyer made a statement on May 1, 2026 with her first outfit, a sleeveless green midi dress from Lela Rose. The A-line silhouette was paired with an oversized green hat adorned with striking pink feather accents by Christine A. Moore. Her blonde waves and shimmery makeup completed the polished look.

For her afternoon appearance, Dylan switched to a bold Eliza J dress featuring pink and green floral prints. The sleeveless design was accessorized with a larger-than-life pink hat embellished with an oversized bow. Her co-stars Craig Melvin and Sheinelle Jones playfully teased her about the striking outfit choices, with Sheinelle joking about her hat changes throughout the day.

How Dylan Picks Her Perfect Derby Wardrobe

Dylan Dreyer has covered the Kentucky Derby for over 12 years as NBC’s correspondent. She tells TODAY.com that she tries to balance trendy fashion with affordable brands like Eliza J and Vince Camuto. “I really don’t like to get very expensive dresses,” she explained.

This year, Dylan navigated the challenge of florals vs. Easter looks, noting that 2026 fashion trends feature heavy florals and appliqués. Her middle son, Oliver, gives casual opinions, but her oldest son, Calvin, is her official style critic. “If Calvin doesn’t like it, I’m not wearing it,” Dylan confessed, trusting his fashion judgment.

The Fashion Details and Styling Secrets

Outfit Element Details
Dresses Lela Rose, Eliza J (multiple), Camilla
Colors Featured Green, pink, yellow, sage green lace
Custom Hats Christine A. Moore Millinery (five designs)
Footwear Nude Nine West heels (on-camera), purple Crocs (off-camera)

Dylan works closely with milliner Christine Moore, who was introduced by Al Roker. Moore designs custom hats directly from each dress. After the Kentucky Derby weekend, Dylan signs all five hats, and they are often donated to charity events or displayed in the Kentucky Derby Museum.

For comfort, she swaps her heels for Crocs between on-air segments, explaining she broadcasts from 7 a.m. to 9 p.m. “If you actually saw me not on camera, it’s like a pair of Crocs or sandals,” Dylan revealed, adding that her heated jacket and sweatpants layering keeps her warm between takes.

“I try to be on trend, I try to be cool, I try to be fashionable. But I also like my standby brands that always work for me.”

Dylan Dreyer, NBC Meteorologist and Kentucky Derby Correspondent

Fan Reactions and Social Media Love for Dylan’s Outfits

While Craig Melvin and Sheinelle Jones playfully called out Dylan’s bold fashion choices on air, her fans and followers showered her with compliments on social media. “Beautiful dress!!!” raved one commenter. Another wrote, “Oooo love the coordinated pinks,” while a third stated, “Love both dresses today. The green was spectacular!”

Her pink floral ensemble and oversized pink bow hat particularly resonated with viewers, who appreciated the fearless color coordination and fashion-forward styling. Dylan’s ability to balance professional broadcasting with high-fashion moments has made her a style icon at the annual Kentucky Derby event.

What’s Next for Dylan’s Kentucky Derby Legacy?

Dylan Dreyer continues to set the bar high for fashion at Churchill Downs with each passing year. Her 2022 dress featuring green spaghetti straps and floral details remains one of her personal favorites, and she’s even considering recycling it for Al Roker’s daughter’s wedding. Will Dylan return next year with even bolder colors and statement pieces?

For now, 2026 marks another successful Kentucky Derby weekend of standout style and memorable moments. Her dedication to affordable fashion while maintaining high-fashion impact proves that style doesn’t have to cost a fortune. Dylan Dreyer and her five fabulous Derby looks have once again proven why she’s the most fashionable correspondent at Churchill Downs.

Sources

  • TODAY.com – Dylan Dreyer shares behind-the-scenes look at Kentucky Derby outfit selection process and custom hat collaboration
  • HELLO! Magazine – Coverage of Dylan Dreyer’s bold Kentucky Derby ensembles and co-star reactions on May 2, 2026
  • Instagram – Dylan Dreyer’s official posts documenting her Kentucky Derby looks and styling details

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