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Keeneland Fall Fashion: Race day guide

A crowd of people standing and cheering on a horse race at Keeneland in Lexington, KY
Keeneland is a full day of walking and standing — be sure to dress comfortably. | Photo via Keeneland Photo
Whether it’s your first time or you’re a Keeneland pro, navigating seasonal Keeneland fashion can be tricky — especially in a temperamental Kentucky climate.

We’ve cultivated a guide to a few of our favorite local boutiques with fresh seasonal lineups to have you feeling and looking you’re best for the races.

Cotton Patch | 3367 Tates Creek Rd.
Owned by a native Lexingtonian, this premier women’s boutique has been a go-to since 1985. New arrivals hit the racks daily, and the staff is on hand to help you piece together the perfect race-day outfit, from practical tips to thoughtful details.

Editor Alexis’s pick: Cotton Patch recently launched its fall lineup of long-sleeve patterned maxi dresses — versatile pieces that can be dressed up or down to keep up with Lexington’s ever-changing weather.
Accessorizing + more releases

Asked

What is Keeneland’s signature cocktail?

A. Keeneland Breeze
B. Keeneland Spritz
C. Maker’s Mark Julep
D. Paddock Punch
How Keeneland-savvy are you?
The LASC

Events

Friday, Oct. 3

Freaky Flicks Movie Series: “Hocus Pocus” | 6:30 p.m. | Masterson Station Park | Free

Showgirl Era Album Listening Party | 6:30-9 p.m. | Ghost Fox Winery, Nicholasville | $45

Bourbon and Belonging: Kentucky’s Queer Bourbon Week | Friday, Oct. 3-Sunday, Oct. 5 | Various locations | Free+

Saturday, Oct. 4

West Sixth Oktoberfest | 11 a.m.-4 p.m. | West Sixth Brewery | Price of purchase

Kentucky Punk Rock Flea Market | 12-10 p.m. | Clarion Hotel Conference Center - North | Price of purchase

DJ Days: The Music Festival | 2-9 p.m. | Greyline Station | $45.31+

2025 Auditions for the roles of Michael and Ola | 3-4:30 p.m. | Carver Community Center | Free

Sunday, Oct. 5

Celebrating 250Lex | 11 a.m.-5 p.m. | Keeneland | $10+

Monday, Oct. 6

Fall Break Day Camp | 9 a.m.-3 p.m. | Wingswept Farm | $125

Tuesday, Oct. 7

The Kentucky Gentlemen | 7 p.m. | Burl Live Music | $18.75

Wednesday, Oct. 8

World Ballet Company: “Cinderella” | 7 p.m. | Lexington Opera House | $80+

Halloween Movie Nights: “The Lost Boys” | 8 p.m. | Burl Brew | Price of purchase
See our full events calendar
Feature your event here, or make a bigger splash

News Notes

cafe patachou lexington

Guests can look forward to dishes like French Omelettes, Croissant French Toast, Cilantro-Lime Quinoa Bowls, and Tomato Artichoke Soup.

Photo provided by Cafe Patachou

Opening

Cafe Patachou, a celebrated Indianapolis brunch spot, is coming to Lexington later this year at 4040 Finn Way, Ste. 110. The all-day cafe offers Indy favorites with a Bluegrass twist, including creative breakfast and lunch dishes, seasonal lattes, brunch cocktails, and a self-serve coffee bar.

State

Kentucky will receive over $20 million in federal funding to support students in rural and high-poverty areas. The GEAR UP Elevate grant will provide academic support, mentorship, college readiness programs, and family engagement for 27 schools in 12 districts over the next seven years. (ABC 36)

Edu

The University of Kentucky has opened a new Security Operations Center inside the UKPD Headquarters on Transcript Avenue. The state-of-the-art facility serves as the hub for campus safety and is staffed 24/7 by UKPD communications officers, who respond to emergency calls and monitor security across campus.

Open

Chipotle announced the opening of its new location at 2325 Remington Drive. Pro tip: It offers the “Chipotlane” service and is currently featuring the new red chimichurri.

Eat

Heading to the Eric Church concert tonight? Fuel up with Old Hog Park Nachos at the Rupp Club — the perfect snack to keep you rocking all night.

Outdoors

Sunshine is in store this weekend — just in time for National Golf Lover’s Day. Keep the celebration going at the Pumpkin Patch Classic on Saturday, Oct. 11, the perfect way to enjoy fall in the Bluegrass.

Biz

If you’re wondering how you’re going to find someone stellar to fill your job opening, we can help. With our Job Board, you can post your listing for free and score a new employee in your community. It’s quick and easy — try it.

Finance

The best defense against financial fraud? Knowledge. From spotting red flags to knowing what to do if it happens, being prepared helps protect both your money + peace of mind. That’s where Field & Main Bank comes in. Their experts share resources, tips, and real-world advice to help you stay one step ahead.*

Read

Tired of the political drama? We get it. Cut through the noise and subscribe to The Tangle’s free newsletter for balanced, nonpartisan reporting on major political stories.*

The Buy

Your favorite Nordstrom fall fashion essential. Sometimes, just one great new piece can update what’s already in your closet from last year. We’re eyeing:

🛍️ This simple puff sleeve top from Madewell
🛍️ A comfy, baggy turtleneck sweater from Free People
🛍️ Silver Jeans Co.’s cute, everyday pair of relaxed straight jeans
🛍️ A splurge-worthy leather maxi skirt from Cinq à Sept
🛍️ A great walkable Chelsea boot from Sam Edelman, available in any neutral shade under the sun.
Shop new fall apparel

Games

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The fun doesn’t have to end here. After reading the newsletter, head over to our games page. Games refresh with new challenges every day at 6 a.m. from crossword puzzle to Sudoku to themed word search.
Let the games begin

The Wrap

In honor of horse racing kicking off in Lexington today, check out this fascinating story from Stephanie Kuzydym at the Courier Journal — it involves a Kentucky-born racehorse, a high-stakes gamble, and debatably the culprit of the Beatles’s success.
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