Best Kentucky Derby Betting Sites in 2021

Kentucky Derby Logo - Horse RacingIf you’re like much of the world, you won’t have the opportunity to visit Louisville, Kentucky, in May just to watch the Kentucky Derby. But you might want to wager on the proceedings, which is why you should be seeking out the top Kentucky Derby betting sites. Once you find one you like, you can do your betting with convenience and ease.

Online gambling continues to grow at a ridiculous pace. People realize that it’s convenient to play their favorite casino games or bet on their favorite sports. Instead of going to a physical casino or sportsbook, they can do everything right on the electronic device of their choice.

Horse racing has become a big part of this equation. Whereas the legality of betting on team sports is somewhat spotty from region to region, horse racing is generally legal in just about any jurisdiction you can name. As a result, betting sites which take action on the biggest horse races are quite popular.

And hardly any race in the world is more popular than the Kentucky Derby. It has become more than a race. For many people, it’s a cultural event, a sign of spring, and the one-horse race that they watch all year long.

More than all that, it’s a chance to do some wagering. And that’s where the necessity of finding a quality Kentucky Derby betting site comes into play. You’re going to want your wager professionally handled and your gambling needs met in every possible way.

The tricky thing is that there has been such a boom in online gambling that it’s difficult to tell which Kentucky Derby betting sites are legit and which are fly-by-night or, even worse, deceitful organizations. That’s why you have to know how to navigate these waters, and we’re here to help you out.

On this page, we’ll explore the best Kentucky Derby betting sites and what makes them so beneficial to bettors. We’ll also talk about how you can find a site on your own if you choose to do so. Finally, we’ll look at why the Kentucky Derby is so popular with bettors and give you some tips on making your choices.

The Best Kentucky Derby Betting Sites

Betting Site
Bonus Bet Now
1BetUS Logo BetUS Logo

100% up to $2,500 Go to Site
2 MyBookie Logo

50% up to $1,000 Go to Site
3 BetNow Logo

100% up to $1,000 Go to Site
4 Bovada Logo

50% up to $250 Go to Site
5 BetOnline Logo

50% up to $1,000 Go to Site

The websites listed above are a great place to start when it comes to Kentucky Derby betting sites. All have been held to our standards and either meet or surpass those standards in all cases. Each site might have specific strengths and weaknesses, but they all can be considered reliable and trustworthy.

You might wonder what it is about certain Kentucky Derby betting sites that separates them from others. Here are some of the qualities that we seek out.


It’s crucial when you go onto a Kentucky Derby betting site that you can trust your money with them. This seems like a basic principle, but you’d be surprised how many people, in a rush to make their bets, will skip even this most basic of standards. They often regret it after the fact.

You can find many sites that will take your money, no questions asked. But will they return it to you with all the winnings you might have amassed? There a lot of unscrupulous characters out there trying to bilk people out of their money, especially in the online gambling world where much of it is unregulated.

In fact, events like the Kentucky Derby will draw in a lot of these nefarious, money-stealing types because of how popular they are. That means you have to be extra careful when choosing your Kentucky Derby betting sites. Beware of lofty promises. Our selected sites are all extremely dependable, and that’s far more important.


By establishment, we mean that these Kentucky Derby betting sites have been up and running for quite some time. Many entrepreneurial types see an online gambling site as a way to build a business. They might even have the best of intentions in terms of how they plan to deal with their customers.

The problem is that sites need to have the proper amount of capital behind them to guarantee that you’ll get paid when you win. And for many newer sites, that just isn’t the case. As a result, you could find yourself coming up empty when you win if you frequent such a site.

You’re better off with sites that have a long, solid track record behind them. These sites can deliver when you win. They also have encountered every kind of situation before, so they are well-equipped to solve your problems.

It’s easy to get caught up in something new and flashy. But established Kentucky Derby betting sites are the way to go to take surprises out of the equation because when you’re expecting money to be coming your way, surprises are never a good thing.


The online gambling space is filled with sites trying to give you the best that they have to offer to secure your business. As we mentioned above, not all of them can deliver on those promises. But the Kentucky Derby betting sites we have listed can offer promotions that are worthwhile and deliverable.

If you’re a newcomer to the site, you can usually expect to see some kind of deposit bonus that will add heft to the money that you put into your original account. Some sites might even offer free wagers, although you generally also have to wager some of your own money before you can collect winnings from the free bets.

On top of that:

Many of the Kentucky Derby betting sites listed here aggressively try to hold on to the customers that they already have. That means that they will give bonuses for so-called “reloads” to your account. A reload occurs when you deposit more money into an account that might have been stagnant for a while.

You also might see these sites give you rewards if you are an extremely active bettor. They might offer VIP perks that make gambling heavily at the site more valuable to you. In this way, they act the same as a brick-and-mortar establishment in trying to secure your business.

The bottom line is that you should be in good hands with these Kentucky Derby betting sites in terms of getting the most impact out of your gambling investment. And these sites will usually do whatever they can to tie your wager into the Kentucky Derby, since it is such a well-bet event. In that way, your wager has an even better chance of bringing you rewards if you can pick a winner.


This might not be absolutely necessary to you. If you just want to focus on the Kentucky Derby, or even just horse racing, there might be sport-specific sites which can do the job for you. These sites probably can’t be as aggressive about any rewards they offer you, however, as sites that offer more of a full gambling menu.

Most horse racing fans looking for Kentucky Derby betting sites are probably on the hunt for a little variety. This might come in the form of gambling on other sports, such as football, basketball, boxing, or whatever your favorite might be. Or the site could also offer casino-style gambling, since many games that you find in the casino can easily be translated to the online world.

If, on the other hand, you are a casual fan that is only interested in the Derby, you still might have a strong interest in other types of gambling. That’s why it might be a good idea for you to look for a site, like the ones above, that can be a one-stop shop for any online gambling needs you might have. The sites we have listed are Kentucky Derby betting sites, but they are so much more than that.

One other way that these horse racing betting sites provide variety is by allowing you the opportunity to bet using multiple devices. The best sites will allow you to use a smartphone, tablet, or any other internet-connected device for your betting on the Kentucky Derby. In a world where people are increasingly on the go, this is a great convenience.

After all, you can’t always be tethered to your computer in your daily life. Any reputable Kentucky Derby betting site will give you the option of sports betting, casino betting, and horse racing betting. And it will allow you to do all that no matter where you happen to be at the time.

Questions You Need to Ask of Your Kentucky Derby Betting Site

When and How Do I Deposit and Withdraw My Money?

Deposits and withdrawals are crucial elements of the online gambling world. Kentucky Derby betting sites that have clearly detailed policies for putting in money and getting it out are the ones you should be seeking. If the site in question is a little foggy about the whole situation, you could be in for some disappointment.

In terms of deposits, you need to find out what the site accepts. Most Kentucky Derby betting sites will allow you to fund your account with credit card payments. But you can also find some that allow you to fund your account with cryptocurrency, which makes for quicker, more secure payments into your account (as well as faster withdrawals).

Knowing the guidelines for withdrawals is even more important. After all, any winnings you amass at Kentucky Derby betting sites won’t mean anything if you can’t eventually collect them. That’s why you should demand that the site lets you know exactly when and how you will receive your money.

It’s not uncommon for a site to require you to deposit a minimum amount. Nor is it all that unusual for them to require you to bet a certain amount before you can expect to collect winnings. These are pretty much standard procedures for these sites, as they need to be in place for them to sustain their bottom line.

But what shouldn’t be involved are seemingly unreasonable requirements for withdrawals and deposits. You also shouldn’t go into the process without knowing exactly what to expect in these departments. Do your research to make sure you can create an account on a Kentucky Derby betting site with confidence.

How Do I Get in Touch with the Site If There Is a Problem, and When Will They Respond?

Basically, this two-part question comes down to the level of customer service that Kentucky Derby betting sites display. Again, the sites that we’ve listed have pretty impeccable reputations in this department. You need to make sure that any site you sign on with has this reputation as well in case you choose to go out on your own and find a different site.

The first thing you should be looking for is contact information. Can you call the site at any time and get a response? Are there multiple ways to get in touch with them, including live chat and emails?

Once you do get in touch with them, what is their response time? When they do respond, do they immediately take steps to help you, or do they put you on the back burner? And are they courteous?

Also, consider the way the representatives of Kentucky Derby betting sites deal with you when they are trying to pitch you on something. Salesmanship is par for the course from a gambling website, as it is in their best interests to have you betting as much as possible with them. But if that salesmanship deteriorates into a hard sell that leaves you feeling intimidated, it can sour your entire experience.

The best way to find out these things is to check out gambling forums, social media, and the word of mouth of other bettors. Again, the sites we have chosen here have already demonstrated their ability in this area. Any sites you try out on your own should be fully vetted for their customer service before you proceed.

Can I Easily Use the Kentucky Derby Betting Site?

Maybe you intuitively know how to navigate online no matter the scenario. But if you’re the type who might not be so technologically savvy, it’s important that your Kentucky Derby betting sites can be easily handled. Otherwise, you could find yourself frustrated or even missing out on bets you want to make.

In terms of the site design, you should be able to easily tell where, for example, the horse racing section is and how to get to the Kentucky Derby page specifically. You should make sure you’re comfortable with the process of taking some of the money from your account and designating it for a specific bet. And in case you don’t get to watch the action, you should be able to tell from the site if and when you’ve won the bet.

Another important factor to consider regarding the operation of the website itself is whether it makes for a smooth experience. Poorly-designed websites can sometimes have pages that take a long time to load. When you are trying to get to a specific page to make a bet, especially on a Kentucky Derby betting site when the timing is crucial, you need to know that you can get there on time.

You should also be sure that the site you use is free of glitches. Sites that are constantly down for maintenance or aren’t operational won’t do you any good when you need to make a bet in a hurry. If you get into casino games on the site, what happens when you are in the middle of a game, and a site shuts down?

It’s important to find out as much information about this side of the site as possible through the methods we listed above. One other way you can find out is to ask the site if you can play some sample bets with no money at stake. That will allow you the opportunity to make your way around the Kentucky Derby betting site to see if it’s a smooth fit.

Betting on Kentucky Derby Betting Sites

We’ve talked about what these betting sites should be like in terms of how they operate and how they deal with you. Let’s focus now on the betting strategy of placing Kentucky Derby bets. It’s a race that presents excellent betting opportunities for you — perhaps more than your average horse race.

Why is the Kentucky Derby a great chance for you to make money with your wagers? Here are just a few of the reasons:

  • Size of Field: Most Thoroughbred horse races contain somewhere between six and fourteen horses. The Kentucky Derby allows 20 horses in the field. What that means is that you can get much better odds on your pick, even the favorites, and the denseness of the field often leads to unexpected results, which tend to pay a lot more.
  • Unpredictability of Young Horses: Although it’s arguably the most famous horse race in the entire world, the Kentucky Derby is generally contested by inexperienced horses. They are only three-year-olds, and it’s early in the season, meaning many have only raced a few times in their careers. That means it’s hard to gauge the competitors, opening up excellent value opportunities at Kentucky Derby betting websites.
  • Distance of the Race: Again, at this stage in their career, most of the horses that compete in the Kentucky Derby have likely never been in a race as long as the Kentucky Derby (1¼ miles). The bettor has to anticipate if a horse will be suited to that distance. It’s a guessing game, and it’s another reason that bettors love the challenge of Kentucky Derby wagering.

Types of Bets You Can Make at Kentucky Derby Betting Sites

For those who might be somewhat new to betting on horse racing, here are some of the basic bets that you can make on the Kentucky Derby or any other race you might encounter at the horse racing site of your choice:

  • Win: Your horse must win the race to win the bet
  • Place: Your horse must come in first or second
  • Show: Your horse must come in first, second, or third
  • Exacta: You must pick the first two horses in the order of finish
  • Trifecta: You must pick the first three horses in the order of finish
  • Superfecta: You must pick the first four horses in the order of finish
  • Daily Double: You must pick the winner of two races in a row

In general, the win, place, and show bets at Kentucky Derby betting sites are relatively easy to win compared to the others. The so-called “exotic bets,” which require you to pick multiple horses, are difficult to win. But if you do, you can expect to win a lot of money for a relatively small wager.

How to Choose Which Horses to Bet in the Kentucky Derby

You might think that winning a bet on the Derby is as easy as choosing among the finest Kentucky Derby betting sites and then picking a winner. Yet hardened horse players have struggled to make the right bet on the Derby. Although it’s a great race for value, it’s a difficult race to handicap, which, for the uninitiated in horse racing betting, refers to the process of deciding which horses will do well in the race.

But you don’t have to be completely in the dark. Here are some tips on how to bet the Kentucky Derby:

  • Find a Program: The old adage in baseball about being unable to tell the players without a program holds true for the Kentucky Derby as well. You can find them easily online for free for the Kentucky Derby, as opposed to other normal races where it might cost you money. Once you have a program or racing form as they are sometimes called, you can start to look at the horses’ statistics and past performances.
  • Watch Some Races: Statistics are great, but don’t discount the “eye test” when you are sizing up the field. Watching past races will let you know which horses looked to be going easily and without effort and which seemed to be laboring. It will also show which horses benefitted from a good trip in past races and which had bad racing luck that could be due to turn in their favor.
  • Play the Odds: Decide early on what you’re looking for in your Kentucky Derby bet. If you just want to make a profit, the best way to do so might be to make a simple wager on the favorite to show. But those who want to be adventurous should look at the odds, which can be found on all reputable Kentucky Derby betting sites, and find horses with mid-priced or long odds that can conceivably pull off an upset.
  • Don’t Forget the Human Element: Great horses usually have great trainers and great jockeys guiding them. And many of these jockeys and trainers have excellent track records in big races like the Kentucky Derby. Make sure to keep these folks in mind when you’re placing Kentucky Derby bets.

Kentucky Derby Frequently Asked Questions

When is the Kentucky Derby?

It is held each year on the first Saturday in May.

Where is the race?

Churchill Downs in Louisville, Kentucky, is the traditional home for the race.

Why is it important?

In addition to being one of the longest-running horse races in all the world and having a big purse, the Derby is also the first leg of American Thoroughbred racing’s Triple Crown. Horses that can win the Kentucky Derby, Preakness Stakes, and Belmont Stakes are generally considered to be among the greatest in the sport.

Can I bet on other Triple Crown races at Kentucky Derby betting sites?

It is likely that any site worth its while will give access to all of the Triple Crown races. Certainly, the ones that are listed above will give you that convenience.

Recapping What You Should Be Looking for in a Kentucky Derby Betting Site

Remember that any site you pick should have the following attributes:

  • Competitive bonuses
  • Timely payouts with no hassle
  • Multiple banking and funding options
  • Top-notch customer support
  • Mobile compatibility with many devices
  • A wide variety of betting options as well as comprehensive odds and bets on the Kentucky Derby


The Kentucky Derby stands as one of the most time-honored traditions in all of sports. It is an event that transcends horse racing and is part of American culture. As we mentioned above, to many Americans, it is the premier event in all of horse racing.

That is why Kentucky Derby betting sites are so popular. And it’s also why choosing the right one is so important. When it comes to a betting opportunity this big, you don’t want to be caught using a site that lets you down.

If you don’t take our advice and find a Kentucky Derby betting site from the ones that we’ve listed on this page, it’s important that you take your time to do your research. Choosing one without doing that research is essentially the same as dangling your money in the midst of a crowd. You can’t be sure you’ll get it back.

By contrast, if you take the time to choose Kentucky Derby betting sites carefully, you should feel pretty confident in having an excellent experience. And you should also feel good about making your Kentucky Derby bets and knowing that you can reasonably expect to see your winnings come back to you. That kind of peace of mind is what the top, most legitimate Kentucky Derby betting sites can provide.