Best Kentucky Oaks Betting Sites for 2025

Updated: 2025

Betting sites for the Kentucky Oaks offer you the opportunity to place a wager on one of the absolute top-tier equine events within the entire sport. You don't even have to be on site to get it done. This is a huge race, a major event on the horse racing calendar, and it provides so many different ways for people to bet on it that doing so seems to be an imperative for both pathologically devoted fans of the sport and casual dabblers who would wager on any major sporting event.

If you want to find the top betting sites for the Kentucky Oaks that are currently available on the internet, then this is the perfect place to start. We've done the homework and the hard work and can assure you that the places listed below are the best, most reliable, and safest sites at which to bet on this year's Kentucky Oaks. Here is the list:

Rank Gambling Site Deposit Bonus Get Started
#1 250% Up To 6,000 USD Visit Site
#2 VIP Program + 250 free spins Visit Site
#3 250% Up To 5,000 USD Visit Site
#4 225% Up To 8,000 USD Visit Site
#5 100% Up To 3,000 USD Visit Site
#6 200% Up To 5,000 USD Visit Site
#7 100% Up To 3,000 USD Visit Site
#8 BetOnline Sports Logo 60% Up To 1,000 USD Visit Site
#9 240% Up To 2,500 USD Visit Site
#10 100% Up To 1,000 USD Visit Site
#11 200% Up To 5,000 USD Visit Site
#12 280% Up To 14,000 USD Visit Site
#13 100% Up To 500 USD Visit Site
#14 SportsBetting.ag Logo 100% Up To 1,000 USD Visit Site
#15 High Roller Casino Logo 100% Up To 8,000 USD Visit Site

It is difficult to even think about the sport of horse racing without thinking about how to bet on the races. After all, horse racing has allowed legal wagering on the races for most of the sport's existence over the past several hundred years. You really can't say the same about other sports, where betting has been prohibited by most jurisdictions until recent years.

As such, the system for betting on horse racing has been fine-tuned and maintained to the point where it is one of the most bettor-friendly sports out there. Many people like to bet on the races day in and day out by going to their local track. Meanwhile, other people just concentrate on betting on the biggest races, the ones that attract the top horses and get the most public and media attention.

The Kentucky Oaks certainly falls into this category of major races. It goes hand in hand with the Kentucky Derby, which is run the day after the Oaks in May at the same venue, Churchill Downs in Louisville, Kentucky. While the Derby is contested mostly by male horses, the Kentucky Oaks is reserved for three-year-old fillies only.

Because of the prestige and purse associated with the race, you can expect to see the very best fillies in the race each year. This means that it is rare for a horse to stand above the best and be a prohibitive favorite. You can usually bet on the Kentucky Oaks and expect to get great value no matter who you choose.

The only problem is that it may be difficult for you to be at Churchill Downs to bet on the race in person. And it might also be difficult to make it to a local track or other location that simulcasts the race and allows you to bet on it legally. Some people may not have that option, while others may prefer not to deal with the hassle.

This is where the idea of online Kentucky Oaks racebooks comes into play. At such sites, you can bet on the Kentucky Oaks and many other races. You may also find yourself taking part in other bets that these sites can make available to you.

But it's not always easy to find Kentucky Oaks online betting sites that you can trust with your horse racing bets. Many sites are less than competent, and some are downright untrustworthy. This means that you need to know how to sift through the many horse racing betting sites that you might be able to find and choose the ones that can actually be considered reliable.

We're here to help by providing you with our researched list of the best Kentucky Oaks betting sites available on the internet right now. We'll also show you how to do your own research and find the best Kentucky Oaks betting sites for you. And we'll also take a look at the Kentucky Oaks as a race and why it's one of the best in the world for both spectators and bettors.

This is the perfect place to start when researching Kentucky Oaks betting sites. It shouldn't be the end all, be all of your search. In other words, if you just grab one of these sites and sign up, while it wouldn't be the end of the world, it could also be a case of selling yourself short.

What to Look for in Kentucky Oaks Betting Sites

What you'll find when you do your research to choose these sites is that some may be more in line with what you're looking for in your betting experience than others. No site is perfect, and each has its own unique strengths and differences. You won't know what those are unless you do your own research.

One thing that you'll find when you look at the Kentucky Oaks online racebooks that we've listed above is that they all share a certain core group of qualities that clearly relate to the online betting experience. No matter which site you choose, you'll find that the process of betting on horse racing, other sports, or even casino games online is pretty much the same. The process of depositing and withdrawing, the mechanics of making bets, the bonuses offered to you, and what happens when you have a problem doesn't change all that much if you have a good site.

If you have a site that's not listed here, you may find that it's failing you in some of these core areas. What are these areas? Let's take a look:

These qualities are absolute must-haves when dealing with Kentucky Oaks betting sites. A site that lacks even one of them can be considered incomplete and can cause you major problems at some point in your dealings with them. You shouldn't settle for a site that falls short.

  • Outstanding Customer Service
  • Many Different Funding Options
  • Excellent Bonus Structure
  • Deposits and Withdrawals
  • Site Operations and Mobile Betting
  • Variety of Betting Opportunities

In addition, you should understand how all of these qualities play into the horse racing betting experience. You can not only evaluate the horse racing betting sites that we have recommended for you, but you can also evaluate a site that you think may have some potential that we have not listed. Simply apply the criteria above, see how the site stacks up, and proceed accordingly.

With that in mind, let's take a walk through the process in terms of these key qualities. To do that, we're going to give you a few things to look for in every Kentucky Oaks betting site you come across. If you don't see these qualities, keep moving until you find a site that does.

Horse racing sites usually have a phone number for those who wish to contact them with questions or concerns. But there should be more than one way for bettors to get in touch. Some other common methods of contact include instant messaging and email support.

Customer Service

When horse racing betting sites offer multiple methods of customer service, it shows that they have the manpower and credibility to provide you with answers to any questions you may have. Representatives at the best Kentucky Oaks online betting sites will treat you with respect, whether you're a high roller or a casual bettor.

Some sites assign specific representatives to your account, so they'll always be familiar with your track record. Best of all, the vast majority of sites offering Kentucky Oaks betting odds have support staff that will take care of your concerns in a courteous and timely manner.

You may be wondering why it's important for sites to offer multiple funding options. It's simply because there can be problems with certain banking methods, and it's good to have other options. Look for Kentucky Oaks betting sites that offer multiple credit card options such as Visa, Mastercard and American Express.

Variety of Funding Options

Different credit cards have different interest rates, and some credit companies don't allow them to be used for online gambling. So the more options, the better! And if you're not comfortable using credit, the best Kentucky Oaks betting sites usually offer wire transfer, bank transfer or third party systems like PayPal.

These methods allow you to make deposits and withdrawals. You can even use cryptocurrency and bet with complete privacy. Bitcoin and Ethereum are some of the most common methods found at the online gambling sites we've reviewed.

You have to remember that getting bonus offers is par for the course at horse racing betting sites as they need to develop their customer base. You just need to investigate whether the bonuses they offer will actually be useful to you.

But before you consider that, check the rollovers used by online Kentucky Oaks racebooks to make sure they're even attainable. The lower the rollover, the better, because it means you can collect your winnings much faster. And you should look for rollovers on horse racing bets if that's your main area of interest. The best sites will also offer promotions specific to the Kentucky Oaks and Kentucky Derby.

Bonus Structure

Keep in mind that most sites will inundate you with bonus offers to get you to sign up, but you should look for ones that stay consistent and offer VIP perks and reload bonuses. Luckily for you, the Kentucky Oaks betting sites we've listed will keep you interested with constant offers.

You'd be surprised how vague lesser sites can be when it comes to their deposit and withdrawal policies. They could potentially make it very difficult for you when it comes time to collect your winnings. Fortunately, the Kentucky Oaks online racebooks we recommend can be trusted. Not only have we checked them out for ourselves, but they've also received positive feedback from other customers.

Just don't be surprised if there are certain restrictions on when and how much you can withdraw at one time. This is actually a sign of responsibility from the Kentucky Oaks betting sites. It proves that they are keeping track of the money coming in and going out. You should only be concerned if these restrictions seem unnecessarily harsh.

Deposits and Withdrawals

The Kentucky Oaks betting sites we've listed won't try any funny business with you. Sites you might find on your own might be less than respectful about the withdrawal process, but our suggestions won't make you jump through hoops or make it difficult if you ever decide to withdraw everything and close your account.

Sites that are new to the online gambling scene may not have all your technical questions answered properly. You may be dealing with a site that isn't fully functional when you enter. See if you can get a trial membership to access the inner workings of the site and judge its functionality from there.

If some betting pages are hard to find or slow to load, you could end up missing out on some profitable betting opportunities. Make sure that the horse racing betting sites you choose rank well in terms of user friendliness.

Site Operations and Mobile Betting

Finally, when it comes to betting on the go, the best Kentucky Oaks online betting sites have an app attached to them that allows people to bet from a phone or any other connected device. Horse racing takes place at all hours of the day, and a betting app is the best way to keep up with all the action.

The Kentucky Oaks is a major race that attracts the attention of the world, so many sites offer betting on it. But there are many different types of horse racing and many thoroughbred races that take place. If you're a big horse racing bettor, don't commit to an online betting site until you know what kind of exposure they can give you.

And horse racing is just the tip of the iceberg. Your Kentucky Oaks betting sites should go beyond horse racing betting if you want to venture into other sports such as American football, soccer, tennis or golf.

Top betting sites should offer more than just outright winners. Futures, proposition bets, betting on individuals in team sports, and so on are all part of a well-rounded betting experience. If your site lacks these options, it may be a good idea to look elsewhere.

Betting Opportunities

Some Kentucky Oaks online betting sites even share their space with online casinos. When you're done betting on horse racing or other sports, you can play table games, slot machines, video poker and more.

The Kentucky Oaks horse race is held on the first Friday in May each year at Churchill Downs in Louisville, Kentucky. The race is run at a distance of 1 1/8 miles on a dirt surface, which means the horses have to go around two turns. It is restricted to three-year-old fillies only.

That last part is the deciding factor when it comes to betting on the Kentucky Oaks. It is the chance for fillies to shine on a stage that is often focused on stakes horses. In fact, it can be argued that there is no more important race for fillies, or for that matter, fillies of any age, in America than the Kentucky Oaks.

The day after the Oaks, Churchill Downs also hosts the Kentucky Derby, perhaps the most famous race in America. This race is open to three-year-olds of either sex. While some fillies run in the Derby from time to time, most years it is only the colts that run in this race.

Facts About the Kentucky Oaks

The timing of the Kentucky Oaks is also an interesting part of its appeal. Horses don't start racing until the second half of the year, when they turn two. The Oaks comes at a time when they don't have a lot of racing experience.

In addition, the 1 1/8-mile distance is often much longer than any of the horses have run in their careers. This means that there is a bit of an unknown quality to the race. It also means that there is great value for the bettor, as there will be many horses with excellent odds that have a chance to perform well and return money to their backers.

Of course, the purse for the Kentucky Oaks attracts the best talent in racing in terms of horses, jockeys and trainers. It is truly a unique event. To take advantage of it, you should learn about the bets you can make on the race and the process of placing a wager at Kentucky Oaks betting sites.

You need to know three pieces of information when you go to make a horse racing bet at Kentucky Oaks betting sites. First, you need to know the number of the horse you're betting on (or numbers if you're betting on multiple horses). You'll also need to know how much money you want to bet.

Finally, you'll need to know the type of bet you want to place. There are many different bets available to horse racing bettors at Kentucky Oaks betting sites, and the variety can sometimes depend on the site itself.

For the most part, however, there are two main categories of bets you will find at Kentucky Oaks betting sites. Straight bets allow you to bet on a single horse in a single race. And exotics allow you to bet on multiple horses in a single race or over multiple races.

How to Bet at Kentucky Oaks Betting Sites

Straight Bets to Make on the Kentucky Oaks

  • Win: Your horse must win the race for you to win your bet.
  • Place: Your horse must finish first or second for you to win your bet.
  • Show: Your horse must finish first, second, or third for you to win your bet.

Exotic Bets to Place on the Kentucky Oaks

  • Exacta: Bet on the first two horse in the order of finish in a single race.
  • Trifecta or Triple: Bet on the first three horse in the order of finish in a single race.
  • Superfecta: Bet on the first four horse in the order of finish in a single race.
  • Daily Double: Pick the winner of two consecutive races on the card.
  • Pick 3 (4, 5, 6, etc.): Pick the winners of three races in a row or however many are listed in the name of the bet.

Straight bets are the easiest to understand. They're also the easiest to win, but they don't always pay off big. To win a lot of money on a straight bet, you either have to bet a lot of money or find a long shot that's doing well.

On the other hand, exotic bets can be notoriously hard to hit. After all, they involve multiple horses and you need every part of your wager to turn out exactly as you expected it to at Kentucky Oaks betting sites for you to win. But the good news about exotic betting is that you can make a lot of money on even a small bet, almost like playing the lottery in some cases.

You will need to choose your bets at Kentucky Oaks betting sites based on your budget and also based on how much you hope to win. It's possible that you'll find that you prefer a certain type of bet and will return to that race race after race. However, it is more likely that you will base your betting on the race itself and the horses that interest you.

The Kentucky Oaks is pretty much at the top of the heap when it comes to races for female horses in America, and it's pretty close to the top when you consider the entire world of international horse racing. It is both an early showcase for the future stars of the sport and a chance for even a young horse to achieve immortality with a victory. From a betting perspective, it is a pretty juicy race to bet on as there are so many opportunities for great value picks.

However, none of this can really be appreciated unless you can find a Kentucky Oaks betting site that suits you just right. Start with the recommended list we've provided and work your way through it, checking out the qualities we've mentioned that all sites should have. By doing this kind of research, you're almost guaranteed to pick a winner, which isn't always the case when betting on the Kentucky Oaks itself.

You will have to choose your bets at Kentucky Oaks betting sites based on your budget and also based on how much you hope to win. It’s possible that you’ll find that you prefer a certain type of bet and will keep coming back to that race after race. More likely than not, however, you will base your wager on the race itself and the horses that pique your interest.

Conclusion on Kentucky Oaks Betting Websites

The Kentucky Oaks pretty much stands on top of the heap when it comes to races for female horses in America, and it’s pretty near the apex when you consider the entire world of international horse racing. It is both an early showcase for future stars of the sport and a chance for even a young horse to grant immortality with a victory. From a betting perspective, it is a pretty juicy rage to bet, since there are so many chances for great value picks.

None of this can really be properly appreciated, however, unless you can find a Kentucky Oaks betting site that suits you just right. Start with the recommended list that we’ve provided you, working your way through it by checking out the qualities that we mentioned all sites should have. By doing that kind of research, you’re almost guaranteed to pick out a winner, which isn’t always the case when betting on the Kentucky Oaks itself.

James Smith

James Smith

James Smith is an established gambling specialist with more than 15 years of experience in the industry. His in-depth understanding of online casinos and player behavior has earned him a reputation as a reliable authority in the iGaming sector.

1000+ Articles
15+ Years Exp.
300+ Reviews
Interests:
Casinos Betting Poker Strategies