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

Target Denim Shirt Dress

The perfect casual fall dress under $30!

Denim Shirt Dress

{This post contains affiliate links; HerKentucky LLC will receive a nominal commission per click at no cost to the reader. }

This dress, y’all. THIS DRESS. It’s my goal to completely sell Target out on this dress simply from my referrals alone. It’s under $30. It’s flattering with sneakers, boots, or sandals. It’s just so easy to wear. It would be perfect for a weekday trip to Keeneland, especially if you’re going to stay in the grandstand or sports bar. And did I mention that it’s under $30?

Denim Shirt Dress | Kentucky Fashion Blogger

Bob and I had so much fun shooting these pics in Seneca Park. We found the cutest little stream. And we laughed so hard that I look like I’m going to a Chris Stapleton concert but, as Bob said, “A really fancy Chris Stapleton concert.” Whether you’re loving the “first country music album” vibes or not, you’ll love this dress. I’ve already paired it with boots, sneakers, and Jack Rogers sandals. I’ve worn it with statement necklaces, statement earrings, and scarves. It’s a perfect canvas for your fall style!


I hope y’all run out and get this one. It’s the best.

Denim Shirt dress | Kentucky Fashion Blogger

Shop more denim dresses here!

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Draper James Dress for Keeneland

The Perfect Dress for fall horse racing!

Navy Fall Dress | Lexington KY Fashion Blogger

(This post contains affiliate links; I will receive a very small commission per click at no cost to the reader. All photos are © Sarah Caton of Space, Place & Southern Grace unless otherwise noted.)

Finding the perfect dress for Keeneland is pretty high on most Kentucky women’s to-do list. In fact, over the seven years that HerKentucky has been running, “What to wear to Keeneland” is the search that brings the most people to this site. Getting the Keeneland dress code right is a big deal. Now, I’ll do another post a little closer to the beginning of Fall Meet to remind everyone of the dress codes for each of the various areas of the racetrack, but I wanted to share this dress with y’all today because I think it absolutely nails Keeneland style.

Lexington KY Fashion Blogger | Draper James Fall Dress

Dress: Draper James | Boots: Frye | Necklace: Elva Fields | Bracelet: Bourbon & Boweties

I love the idea of a basic, solid dress that can be paired with pumps or boots, statement jewelry or scarves, to create different looks. You could wear this dress to the track, the office, dinner, or just about anywhere you want to look nice. Just switch up the accessories and you’re good to go.

I went with my Elva Fields necklace and a Bourbon & Boweties Bourbon Barrel bangle, but I think an equestrian-themed scarf is always a lovely touch for a day at the races, too. Here are some great ones at every price point.

Since my brand is, quite literally, Kentucky, I like to wear subtle little nods to our Commonwealth’s heritage! This Bourbon & Boweties bangle is an exclusive to Sweet Mash Goods in Lawrenceburg. The Key Fob is from an exclusive partnership between Draper James and Keeneland.

Bourbon & Boweties Bourbon Barrel Bangle
Keeneland Fall Fashion | Lexington KY Fashion Blogger

Bourbon Barrel Bracelet: Bourbon & Boweties for Sweet Mash Goods | Key Fob: Draper James for Keeneland

I had so much fun shooting these photos in Gratz Park. It got me so excited to hopefully visit Lexington many, many times during Keeneland’s Fall Meet. Lexington in October is truly one of those sights that everyone should experience!!

Lexington KY Fashion Blogger

If you’re looking for your own favorite Keeneland Dress, please join me Tuesday, October 2nd from 6-8 p,m. at the Lexington Draper James store for a Shop & Sip benefiting Dress for Success Lexington! Let me know in the comments, what are y’all wearing to Keeneland this season?

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Bourbon, Guide to Keeneland, HerLexington Heather C. Watson Bourbon, Guide to Keeneland, HerLexington Heather C. Watson

Maker's Mark and Keeneland

These iconic Kentucky brands enjoy a decades-old partnership.

Maker's Mark + Keeneland_An Iconic Kentucky Partnership.png

Maker's Mark and Keeneland are two of Kentucky's most iconic traditions. I bet you've noticed that there's always plenty of Maker's Mark at the track, but did you know that these two brands have been paired up since the very beginning? In fact, the very first barrel of Maker's Mark was purchased by Keeneland in the mid-1950s. When Maker's launched their Private Select Barrel Program a few years ago, Keeneland was, once again, their first customer!

Of course, there are always plenty of opportunities to celebrate Maker's Mark at the track. The 2015 Breeders' Cup at Keeneland featured everything from signature Maker's Mark lounge areas to Maker's branded cocktails.

Bob makes his Breeders' Cup picks at Keeneland, Maker's Mark in hand.

Bob makes his Breeders' Cup picks at Keeneland, Maker's Mark in hand.

And, then there are the bottles. Since 1997, Maker's Mark has collaborated with Keeneland to produce special collectors' bottles which benefit local charities. These are accompanied by signings at Keeneland, which are quite an event for bourbon lovers. This year's signing will be next Friday, April 13th, to coincide with the Maker's 46 Mile, a popular (G1) horse race. Perhaps the most iconic bottle in the collection is the Empty Bottle, the 2000 edition which was not filled because whisky supply was low at Maker's distillery due to a fire. Even with no bourbon inside, the bottle raised over $200,000 for the Tubby Smith Foundation!

2000-Keeneland-Bottle-

There's even a signature Maker's Mark cocktail at Keeneland, The Keeneland Breeze. It's so citrusy and refreshing: it's 1.5 parts Maker's Mark to 1/2 part Triple Sec, topped with a splash of ginger ale and an orange round garnish.

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I ran across these Keeneland Breeze kitchen items at The Keeneland Shop recently. What a fun way to celebrate the racetrack and its signature spirit!

Maker's Mark Keeneland Breeze

Cheers and happy racing, y'all! 

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Guide to Keeneland, Kentucky Derby Guest User Guide to Keeneland, Kentucky Derby Guest User

The HerKentucky Guide to Horse Race Betting

With Keeneland's Spring Meet in session and Derby just around the corner, it's time to talk betting, y'all!

There are as many ways to choose a winning horse as there are horses in the world. Do you favor the "pick a horse by his name" tactic? How about the "my favorite color is the color of the silks!" tactic? What about the old tried and true, "Always bet on the grey!" route?

Whatever way you choose the horse to cheer for, you're never wrong. Horse racing is fun to watch and is fun to wager on if you do so responsibly and in the spirit of fun.

A lot of people, though, are mystified by all the jargon surrounding wagers and intimidated by the betting window. What's an exacta? Are they in some sort of box? Handicap? Is that bad for the horse? By no means am I an expert, but I hope I can shed a little bit of light on the subject.

I grew up in a family of horse racing enthusiasts. I remember going to Ellis Park as a child with my dad and loving it - the excitement, the pretty horses, the treat my dad would buy me when his horse won the race. My 88 year old grandmother still goes to the track, regularly, both as a social outlet and as a way to earn a little "fun money" as she calls it. 

 

With that little bit of background, let me start with the basics. The first order of business is to buy a program when you get to the track. You can tell the serious-types by the copy of The Daily Racing Form; they have tucked under their arm. They probably bought it the night before at Kroger and have been studying. However, the Keeneland program is a great source of information. It can give you a lot of information for each race, but I generally look at the following:

  • the type of race - turf or track?
  • the length of the race
  • the purse (prize money) for the race

The program will also tell you the following about the horse:

  • the horse's name
  • the jockey's name
  • the trainer's name
  • the owner/farm
  • the color of the horse, the color of the silks and the number in the race
  • past performances of the horse

There is a lot of information and knowledge to be gleaned from the program, and it can be confusing to read. If you'd like to learn more about how to read it, there's a fantastic guide at the very beginning of the program. It will explain what each little number and symbol mean. Look over it a few times and take it in.

As I said earlier, there is no wrong way to pick a horse. There are no rules. My dad would tell you he likes to study the past performances. My uncle would tell you he likes to take a look at the horses in the paddock and see who has their game face on. 

For me, wagering is a mix between sentiment and educated guessing.

Just like in other sports, I have sometimes irrational likes and dislikes. I tend to not like teams with red school colors. In horse racing, I tend to be sentimental about horses bred and trained on Kentucky farms. I also tend to like catchy or witty names, and I do almost always try to put a little money on the grey.

When I'm making educated guesses, though, I compare the type and length of race with the horse's past performances. Is this a horse's first race on turf or is the horse pushing up in race distance? Eh, I'll probably pass. I also tend to look at the purse for the current race and see what sort of purses they've raced for in the past. It's just like people races. If you'll forgive the analogy, all future Olympians probably start out on the high school track, proceed through the NCAA ranks, the national events and on to the Olympic trials. They don't start off racing against Usain Bolt (well, if they're lucky). Horses start out in small purse races. If they win, they may move up in class to larger purse races. So, take a glance at the winnings and the race purses. Are they making the jump from a low purse to a medium purse race? Maybe it's worth betting on, but the odds probably aren't in your favor.

I also take a glance at the morning line odds (printed in the program) and the live odds scrolling across the screens at the track. The odds-makers are smarter than me. If I want to win, I bet on favorites. If I want to win big, I bet on medium- to long-shots.

The thing that can trump all of these educated guesses, though, are the conditions. Be sure to check the big board in the infield where the track conditions will be listed. Sloppy track conditions often make for big payout days! Bet on the longshot and you could win big!

So, I've narrowed down the field to a few horses that I'm interested in placing a wager on. My program looks like a first draft after the editor's gotten hold of it - notes in the margins, Xs over the horses who have scratched (dropped out of the race), etc. I know which horses I'd like to bet on. Now, what kind of bet should I place?

Betting amounts are always a personal preference, but a $2 bet is the standard and is what the payouts on the board will reflect.

A quick discussion about how to word your bet at the window. There are signs that explain this but you generally should say, "Hi! I'd like to place a bet on Race #__ at Keeneland. I'd like $__ on horse #__ to [insert type of bet]."

Your basic bet is Win, Place or Show. If you think a horse can win, you can put $2 on the horse to Win (you'd say, "$2 on horse 7 to Win"). In a Win bet, you will only win your bet if your horse does, in fact, win the race. Since "Place" is really Second Place, you're wagering that the horse will at least come in second. A "Show" bet is for the horse to come in somewhere in the top three. This is interesting when it comes to payouts. If you bet a horse to Show, but it ends up winning, you'll still win some money back. However, it will be less than if you had bet the horse to win outright. Does that make sense? In a nutshell:

  • $2 on a horse to Win - pays out only if the horse wins the race
  • $2 on a horse to Place - pays out if the horse wins or comes in second (less money than a win)
  • $2 on a horse to Show - pays out if the horse finishes in the top three (least payout of these three types of bets)

You might hear people saying that they are betting horses "Across the Board." That sounds fancy, huh? Basically, it is an easy way of making three bets at once. If you say, "I'd like $2 on horse 5 across the board," you've actually made a $2 bet to win, a $2 bet to place and a $2 bet to show. This bet would cost you $6, but your odds of a higher payout have increased. If your chosen horse has heard you cheering hard enough and wins the race, you'll receive the money shown on the board for Win, Place and Show. It's really fun to do this!

There are many bets that are more complicated. These involve picking more than one horse and are called exotics. Basically, there are an Exacta, a Trifecta and a Superfecta. An exacta bet is when you choose two horses to finish first and second. A trifecta is when you choose three horses to finish first, second and third. A superfecta, you guessed it, is picking the top four finishing horses. One very key thing to note - in plain ol' exactas, trifectas and superfectas, your horses must finish in the order you say they'll finish or you don't win. It really stinks when your horses might all finish in the top, but not in the order you specified. To get around this, you can "box" the bet so that any combination of your horses in the right finishing places will win you some money. To box the bet is more expensive, but it could save some heartbreak!

Betting the exotics can be confusing when it comes to knowing what to say. Basically, take your time when placing a bet. To place a straight exacta bet, you would say, "$2 Exacta on horses x & y." It is similar for a Trifecta - "$2 Trifecta on horses x, y,  z." For a Superfecta, you name four horses. To box it, simply say "Exacta/Trifecta/Superfect box."

Exotics can also get expensive rather quickly. You will basically have to pay your bet amount (in the case above, $2) for each combination you are betting on. So, a straight Exacta is a bet on one horse to come in first and another horse to come in second. That's one bet and will cost two dollars. What if you want to box it, though, so your horses can come in any order? Two combinations. $2 x 2 = $4 A $2 Trifecta box is really six combinations, so will cost you $12. Superfectas are even more! I would suggest betting a $1 Superfecta Box just for fun. It will cost you $24 - more than I'm willing to idly spend on one race on a fun day at the track.

Exotics can be expensive but can be lots of fun when your educated guessing happens to be right! My husband and I once placed a last-minute Trifecta bet (boxed) for $12 and walked away with nearly $600! That's fun any way you slice it. Just for fun-facts-sharing-time, the trifecta in the 2005 Kentucky Derby (Giacomo, Closing Argument and Afleet Alex) paid $133,000 on a $24 bet! I'd wager that there's someone out there who is a lawyer, a Sting fan (he owned Giacomo) and has a son named Alex who just might have hit that one! 

Going to the track is fun if you're just there to people watch. If you manage to people watch, place a few bets and win a couple of dollars (or at least enough to cover your bar tab and taxi fare), then you've had a great day! 

Good luck, and Go, Baby, Go!

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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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