HerLexington, Keeneland, Style Heather C. Watson HerLexington, Keeneland, Style Heather C. Watson

What to Wear to Keeneland: October 2105 Opening Day

What to Wear to Keeneland's.jpg

In the four years that HerKentucky has been exploring the lives, traditions, and stories of Kentucky women, there's one question that we get asked more than any other. It pops up, time and again, in y'all's tweets, Facebook posts, and search engine queries:

What should I wear to Keeneland?

The answer I always give is, "Well, that depends on where you're sitting." 

Image via Keeneland

All seats in Lexington's storied Keeneland Race Course are not created equal. Basically, the closer to the ground (and the horses themselves) you are, the more casually you should dress.

If you're going to stay near the Paddock --General Admission, Grandstand, or Equestrian Room-- there's no need to dress up very much.  Guys often opt for khakis and polo shirts, and women can wear slacks. You're actually dressing for a horse race in these sections.  These are the areas nearest the track itself, and people are truly there to watch (and bet on) the horses. With that said, don't be surprised to see a lot of dresses and sport coats in the lower-levels.  In recent years, a culture of dressy tailgating (think Steeplechase) has popped up among college students and twenty-somethings, and the second floor (General Admission) Sports Bar often resembles a campus bar or fraternity semi-formal.  While the dress code says "casual", there's plenty of Vineyard Vines ties and Lilly Pulitzer to be seen. 

Image via Keeneland.

If you'll be dining in the upper-level, enclosed dining rooms-- The Lexington, Kentucky, or Phoenix Rooms-- then expect to dress for a business event.  The Lexington and Kentucky rooms -- dining rooms often reserved for business and social gatherings-- have a "business formal" dress code; these areas require men to don a coat and tie, and skirts/dresses/dressy slacks for ladies.   The Phoenix Room-- another reserved dining room-- is "business casual", requiring collared shirts and slacks for men and dresses/pantsuits for ladies. 

The members-only Clubhouse similarly requires coat and tie for men and dressy pants/skirts for ladies.  I find that a skirt suit or a dress paired with a pretty cardigan or wrap is always appropriate for the upper levels.  In general, if you'd wear it to church or a business meeting, you're golden.  

Image via Keeneland.

Of course, some days at the track are a little more dressy than others. Weekends are generally for more high profile races, and Opening Day tends to bring out dressier clothing.

With the forecast in Lexington calling for rainy days and temperatures in the 50s, I'd suggest some traditional autumn layers with a feminine twist. So bundle up, look nice, and have a great time at the track!

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Keeneland, Style, Guide to Keeneland Heather C. Watson Keeneland, Style, Guide to Keeneland Heather C. Watson

What to Wear to Keeneland's Clubhouse

The question that HerKentucky readers ask us most often is "What should I wear to Keeneland?" This week, HerKentucky has advised y'all on the dress code for the Paddock and Dining Rooms for Lexington's storied Keeneland Race Course. Today, we'll talk about what to wear to the most exclusive area of the track -- the Clubhouse.

The members-only Clubhouse similarly requires coat and tie for men and dressy pants/skirts for ladies.  I find that a skirt suit or a dress paired with a pretty cardigan or wrap is always appropriate for the upper levels.  In general, if you'd wear it to church or a business meeting, you're golden.  

Shop The Peppermint Palm, omar + elsie and Bella Rose for gorgeous, on-trend dresses that fit the Clubhouse rules. Pretty dresses in feminine spring colors fit the bill, as do luxe accessories.

Shop the Look: Keeneland Clubhouse

Dress to Impress, and have a great day at the races, y'all!

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Style, Keeneland, Guide to Keeneland Heather C. Watson Style, Keeneland, Guide to Keeneland Heather C. Watson

What to Wear to Keeneland's Dining Rooms

Sooner or later, most Central Kentuckians get invited to an event in one of Keeneland's Dining Rooms. These make for some great days at the track -- you're inside, taking it all in. You're guaranteed to run into tons of people you know. And, of course, a bad day at Keeneland is better than a good day just about anywhere else.  Like the lower levels, Keeneland's dining areas have a unique dress code.

 If you'll be dining in the upper-level, enclosed dining rooms-- The Lexington, Kentucky, or Phoenix Rooms-- then expect to dress for a business event.  The Lexington and Kentucky rooms -- dining rooms often reserved for business and social gatherings-- have a "business formal" dress code; these areas require men to don a coat and tie, and skirts/dresses/dressy slacks for ladies.   The Phoenix Room-- another reserved dining room-- is "business casual", requiring collared shirts and slacks for men and dresses, pantsuits, or capri pants for ladies.

What this means is that you want a little more pulled-together, professional look than what you'd wear to the lower levels. Pair a colorful Lilly Pulitzer Elsa Top from The Peppermint Palm with neutral slacks or a skirt. A vivid dress from Monkees or omar + elsie is perfect with  a solid cardigan and classic accessories. You're likely to run into a classmate or professional acquaintance in this area of the track, so keep your style classic!

Shop the Look: Keeneland's Dining Rooms

Here's to a winning day at the track! Check back tomorrow morning for our picks for the Clubhouse!

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Keeneland, Style, Guide to Keeneland Heather C. Watson Keeneland, Style, Guide to Keeneland Heather C. Watson

What to Wear to Keeneland's Paddock

Keeneland is one of my very favorite things about the Bluegrass State, y'all. The races, the crowd, the fashion, the bread pudding... it's all pretty wonderful.

Some folks have told me, though, that the dress code is a little intimidating. So, the next few days' posts will focus on decoding the Keeneland dress code. First up, the lower levels.

If you're going to stay near the Paddock --General Admission, Grandstand, or Equestrian Room-- there's no need to dress up very much.  Guys often opt for khakis and polo shirts, and women can wear slacks. You're actually dressing for a horse race in these sections.  These are the areas nearest the track itself, and people are truly there to watch (and bet on) the horses. With that said, don't be surprised to see a lot of dresses and sport coats in the lower-levels.  In recent years, a culture of dressy tailgating (think Steeplechase) has popped up among college students and twenty-somethings, and the second floor (General Admission) Sports Bar often resembles a campus bar or fraternity semi-formal; while the dress code says "casual", there's plenty of Vineyard Vines ties and Lilly Pulitzer to be seen. 

Keep it classic and preppy with a Lilly Pulitzer dress from the Peppermint Palm and Jack Rogers sandals from Monkees of Lexington. Your beau can't go wrong with a Vineyard Vines tie from Country Club Prep. Don't forget your sunglasses, a cup of water, and a good dose of sunscreen if you're hanging around the Paddock or a tailgate; it's really easy to wind up dehydrated or sunburned! Check in tomorrow for a guide to the dining rooms' dress code.

Shop The Look: Keeneland's Paddock and Tailgating

Stay comfortable, look cute, and enjoy your day at the races!

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Keeneland Megan Whitmer Keeneland Megan Whitmer

The HerKentucky Guide to Simple Keeneland Wagers

It's HERE!

Keeneland's Fall Meet has ARRIVED!

You're going, right? Of course you're going. We only get to do this in April and October. Get up, get dressed, and go take part in one of the best parts of living around here. (Yes, I'm basically a walking, talking Keeneland commercial whenever meets are in session. I love it that much.)

When I talk to someone who's visited Lexington and not been to Keeneland, I'm sad. When I talk to someone who lives near Lexington and hasn't been? Words cannot describe my devastation. I recently met a girl who told me she's lived in Lexington for eight years and never been to Keeneland. Not once! 

Even if you don't care a bit about horse racing, go for the sheer excitement of it. See the horses. Enjoy the atmosphere. Most of all, experience the glory that is Keeneland, one of the most beautiful racetracks in the country.

My friend told me she's never been to Keeneland because she doesn't know how to bet on the races. This, my friends, is no excuse. First, any one of the tellers at the betting stations will happily help you through your bet (trust me, they've helped me with several); and secondly, I'm about to give you a quick crash course in how to bet like you know what you're talking about.

Disclaimer: I don't do complicated bets. All these examples will be using a standard $2 minimum bet, although I believe Keeneland lowered the minimum wager to $1. Go big or go home, I say. TWO DOLLARS.

Regardless of what you're betting, when you place your bet, you say...

  1. The name of the track
  2. The race number
  3. The amount of the bet
  4. The type of bet
  5. The number of the horse

One horse, one bet

The easiest bet is just to pick one horse to win, and it's a super straight and simple bet.

Example: "Keeneland, race one. $2 to win on 4."

Across the Board

Have a horse you love but you're not entirely sure it's a winner? Bet it "across the board," or to win, place, or show. That bet will cost you $6 since you're basically placing three bets ($2 to win, to place, and to show). As long as your horse comes one of the top three spots, you're a winner.

Example: "Keeneland, race one. $2 across the board on 4."

Exacta/Exacta Box

And now let's talk about my favorite bet ever. I use this one to make myself sound like I totally know about horse racing. (Note: I do not know anything about horse racing. My betting system is based purely on whether the horse name means something to me and who the jockey is. If Redhead McSparkles is ridden by a jockey named Jesus, I'm betting on it.)

The exacta bet involves picking the horses that will win and place (or come in first and second). Your best shot is to pick the favorites for this one. Whichever horse you say first is the one you expect to win, and the second is who you think will place. This bet will cost you $4 since you're actually placing two bets, $2 on the winning horse and $2 on the placing horse.

Example: Keeneland, race one. $2 exacta on 4 and 6.

Now- here's my bet- the exacta box. Something about saying "exacta" and "box" makes me feel like a total pro. The box means you have the horses you think will come in first and second, but you're not sure what order they will be in. You can box as many horses as you want. (I usually choose three horses in the hopes that two of them will win and place.)

Example: Keeneland, race one. $2 exacta box on 4, 6, and 9. (This is one where you probably want to go with a $1 bet, because these get expensive really quickly as you add more and more horses.)

Trifecta/Trifecta box

These are the exact same as the exacta and exacta box, except you're dealing with the first three slots instead of the first two. You're choosing the horses that will win, place, and show.

It is extremely hard to pick the exacta and/or the trifecta. What are the odds that you'll even get one horse right, let alone two or three? But these bets, without boxing them, are cheaper, and they typically pay out well if you win. The boxes are easier to win, but cost a lot more.

(If you bet and win a trifecta, you basically have bragging rights for life. If you see me there, I'll buy you a drink.)

Other bets

Daily Double: You choose the winner in two consecutive races. (My mom did this once when I was a kid. She still talks about it.)

Pick Three: You choose the winner in three consecutive races.

Pick Four: You choose the winner in four consecutive races.

More complicated

Remember how I said I don't do complicated bets? There are things involving "Part-wheels" which, I think, is basically boxing a bet but on a much larger scale. And you "key" horses in those if you know which horse you think will win but you're not sure about the order of any of the others. 

That is literally all I know about these bets. You're welcome.

There you go! You officially have no excuse to skip Keeneland this year. 

When you're there, look for me. I'll be the one with the bourbon and coke betting on every single horse with "Red" in its name.

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Keeneland Heather C. Watson Keeneland Heather C. Watson

The HerKentucky Guide to Keeneland's Dress Code

A guide to the Keeneland Race Course Dress Code.

The number one question that HerKentucky readers have for us is "What should I wear to Keeneland?"  Here in Kentucky, a trip to Lexington's storied Keeneland Race Course isn't just a trip to bet on the ponies. It's a full-scale experience of racing, food, fun, and, of course, fashion. Trust me when I say that, 70% of all the people you've ever met in your life will be at the track any day you go.

Well, that may be a slight exaggeration, but with weekend crowds reaching over 25,000 people, you sure will see a lot of Kentuckians at Keeneland. To help you look your best, we've put together a few dress code tips that will help you look great at the track!

If you're going to stay near the Paddock --General AdmissionGrandstand, or Equestrian Room-- there's no need to dress up very much.  Guys often opt for khakis and polo shirts, and women can wear slacks. You're actually dressing for a horse race in these sections.  These are the areas nearest the track itself, and people are truly there to watch (and bet on) the horses. With that said, don't be surprised to see a lot of dresses and sport coats in the lower-levels.  In recent years, a culture of dressy tailgating (think Steeplechase) has popped up among college students and twenty-somethings, and the second floor (General Admission) Sports Bar often resembles a campus bar or fraternity semi-formal.  While the dress code says "casual", there's plenty of Vineyard Vines ties and Lilly Pulitzer to be seen. 

If you'll be dining in the upper-level, enclosed dining rooms-- The Lexington, Kentucky, or Phoenix Rooms-- then expect to dress for a business event.  The Lexington and Kentucky rooms -- dining rooms often reserved for business and social gatherings-- have a "business formal" dress code; these areas require men to don a coat and tie, and skirts/dresses/dressy slacks for ladies.   The Phoenix Room-- another reserved dining room-- is "business casual", requiring collared shirts and slacks for men and dresses/pantsuits for ladies. 

Most of all, dress nice, look good, and have a great day at the races!

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Keeneland Emily Ho Keeneland Emily Ho

What Not to Wear: Keeneland Edition

Ten fashion mistakes to avoid at Lexington's Keeneland Race Track.

I attended Keeneland last Friday, opening day. It was gorgeous - the weather was sunny and just warm enough for shorter dresses and barer sleeves. Opening day is also traditionally College Day at Keeneland, where they give away scholarships. For many of the college-aged kids (um, adults) I saw at Keeneland, it seemed like it was their first time. Slow betting, having trouble using the ATM, and getting sloshy on bourbon by race two. I don't blame them - Keeneland is an exciting tradition unique to Lexington and if you're a UK student who doesn't experience it while you're here, you should consider it a missed opportunity!

What not to wear to Keeneland | HerKentucky | Lexington KY Fashion Blog

Heather shared her "how to dress" tips which are crucial for people especially going to one of the dining rooms or to the clubhouse. They're pretty strict about that stuff. For the rest of us though, there are really no guidelines, so you tend to see a range of outfits. As someone who loves people-watching, it's always a great time.

I noticed quite a few mistakes though when it came to fashion on opening day. So here I present to you: Top 10 fashion no-no's at Keeneland.

  1. Hem lines: Ladies. If you're wearing a short dress, don't forget that being outside in the spring means breezes. If your dress or skirt barely covers your skivvies, you need to reconsider the look. 
  2. Colors: I am all for colorful outfits. When wearing a colorful print, consider going with a more neutral shoe, handbag, and jewelry. It looks like someone escaped from the Skittles bag otherwise.
  3. Heels: Anything over a 3" heel is not advised unless you are a supermodel who can take standing in 5" plus shoes for 6 hours. You can look super cute standing still, but the donkey walk of foot pain will get you the wrong type of attention.
  4. Shoes Required: If you don't take my advice with tip 3 above, please never, ever, ever take your shoes off. The ground is dirty, y'all!
  5. Coordinate with your friends: If you are going to Keeneland with a group of girls, make sure to see what the other is wearing. You don't have to match, but when two of you show up in the same exact dress with a sailboat pattern, it's kind of awkward. 
  6. Instant ugly: The easiest way for you to look ugly at Keeneland is to be rude. It does not make you look cool to bump into people repeatedly, should obscenities  or spill drinks on people without apologizing.
  7. Reconsider the freebies: If a sponsor is giving away foam hats shaped like whales, reconsider wearing while still at Keeneland. Not only do you look silly, you're also blocking peoples view.
  8. Tobacco accessories: Popular among the guys at Keeneland opening day were tobacco accessories: cigars and pipes. If you're going to partake in these: 1) Know how to lite them properly; 2) Don't blow smoke in peoples faces; 3) Consider the age-appropriateness of these items.
  9. Printed pants: Also on the mens side - we understand printed pants are cute and agree some are totally appropriate for Keeneland. Just make sure your printed pants aren't your actual pajama bottoms. No button-down and bow tie can make them look appropriate. 
  10. Bras are meant to be concealed: If your dress goes lower in the back, make sure you pull your bra band down so its covered. I didn't need to know what color your bra was or how many hooks it has. 
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