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Local boutiques share outfit inspo for Keeneland Fall Meet

Bet on being the best dressed at Keeneland thanks to these style ideas and pro tips from local boutiques.

A group of people standing at the railing of the racetrack at Keeneland.

City Editor Molly and her friends enjoyed a fun + windy day at Keeneland last spring. | Photo by LEXtoday

While the Keeneland Fall Meet is all about horse racing, placing bets + merriment, it’s also an opportunity to show off your best fall fits. We asked local boutiques to share some outfit inspo so you can put your best foot (and dress) forward this October.

First things first, take a peek at Fall Weather Outlook, October is giving clear, sunny, and cool-ish — at least starting next week. You know what that means: layers.

A woman wearing a colorful printed dress smiling, posing inside Ada & Lo store.

Julie at Ada & Lo loves a vibrant print to help you stand out from the crowd. | Photo courtesy of Ada & Lo

Ada & Lo
In the words of Stefan, this Southland Drive boutique has everything. Think: Home decor, hostess gifts, accessories + of course, clothes.

Shop picks: “Our new Gretchen Scott dresses are the perfect blend of style and sophistication for Keeneland, featuring vibrant prints and flattering silhouettes. With their elegant yet comfortable designs, these dresses make it easy to look chic while enjoying a day at the races.” — Julie Head, Store Manager

A woman wearing a black floral maxi dress and light tan boots

Monkee’s loves a boots + maxi combo to keep you covered, comfortable, yet cool. | Photo courtesy of Monkee’s of Lexington

Monkee’s of Lexington
From shoes to dresses, this cute Clay Avenue shop has you covered (literally) from head to toe.

Shop picks: “Maxi dresses and tall boots are a Fall Meet staple for us at Monkee’s. We can’t get enough of this stunning Misa print paired with a neutral Dolce Vita boot you’ll be grabbing for all fall. Transition this look to cooler weather at night with a leather jacket.” — Eleanor Greer, Store Manager

Two black and white print dresses on mannequins at Morton James

Morton James loves a versatile flowy dress to keep you comfortable during those long days at the track. | Photo courtesy of Morton James

Morton James
While you’re strolling and shopping at The Summit at Fritz Farm, this local boutique is a must-visit. Pro tip: Always check the sale rack for hidden gems + follow along on Instagram to see the latest additions to the store.
Shop picks: “Keeneland is always the best day but it’s also a long one, so we love finding beautiful dresses that not only look great, but are comfortable and versatile too. You can throw them on with boots, heels or sneakers and be ready for the races."— Halie Potter, Owner

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