PLAYHORSE MAGAZINE | HORSE RACING

Oaklawn Park: Where Racing Legends, Gangsters and Derby Dreams Meet

More than a century of Thoroughbred racing in Hot Springs, Arkansas, has produced champions, colorful characters, enormous betting pools and one of America's most celebrated Kentucky Derby prep races.

Arkansas Derby racing at Oaklawn Park in Hot Springs Arkansas

Arkansas Derby weekend brings championship racing and thousands of spectators to Oaklawn Park.

There is something wonderfully old-fashioned about Oaklawn Park. In an era when many American racetracks have disappeared beneath shopping centers and condominium developments, this Arkansas institution continues to thrive. The grandstands still fill with racing enthusiasts, horsemen still chase dreams of Kentucky Derby glory, and the old gambling spirit of Hot Springs remains very much alive.

Located at 2705 Central Avenue in Hot Springs, Oaklawn Racing Casino Resort occupies a special place in American Thoroughbred racing. Its history reaches back to 1904, its champions include some of the most recognizable horses of the modern era, and its modern facilities combine first-class racing with casino gaming, fine dining and luxury accommodations.

A Racetrack Born in America's Wild and Wonderful Past

Oaklawn's story begins in the opening years of the twentieth century, when Hot Springs was already attracting an extraordinary collection of visitors. Wealthy vacationers came to take the waters, professional baseball players came to train, and gamblers came looking for entertainment.

In 1904, businessmen John Condon and Dan Stuart joined brothers Louis and Charles Cella in establishing the Oaklawn Jockey Club. The founders commissioned architect Zachary Taylor Davis, who would later design Chicago's Wrigley Field, to create an impressive new racing facility.

Its original grandstand featured glass enclosures and heating, an unusually sophisticated arrangement for the period. When racing began in February 1905, the establishment already had the makings of a fashionable sporting destination.

Political battles over gambling interrupted racing several times during the early decades. Oaklawn reopened in 1916, encountered another lengthy interruption beginning in 1919, and returned to racing in 1934. Two years later, the modern Arkansas Derby was born.

Al Capone, Lucky Luciano and the Hot Springs Connection

Long before Las Vegas became America's gambling capital, Hot Springs developed a reputation as a playground for celebrities, high rollers and some remarkably notorious visitors.

Al Capone frequented the city, where the Arlington Hotel, thermal bathhouses and gambling establishments offered entertainment and privacy. Charles "Lucky" Luciano, Frank Costello and Owney Madden were also associated with the colorful Hot Springs underworld.

Capone is remembered as an Oaklawn racing enthusiast, adding another chapter to the city's unusual relationship with organized crime and the sporting establishment.

In those days, the combination of thoroughbreds, illegal gaming rooms, fashionable hotels and discreet backroom business made Hot Springs a destination unlike almost any other in America.

Today's visitors can explore much of that history at the Gangster Museum of America and along historic Bathhouse Row. The illegal gambling houses are gone, but Oaklawn remains a living link to the city's adventurous past.

Hot Springs once offered an irresistible combination: mineral baths for the body, horse racing for the sporting man, and enough nighttime excitement to keep even the most seasoned gambler entertained.

The Arkansas Derby: Gateway to Kentucky Glory

Oaklawn's signature event is the Arkansas Derby, a Grade 1 contest for three-year-old Thoroughbreds contested over 1⅛ miles on dirt. First run at Oaklawn in 1936, the race has become one of the most influential stops on the Road to the Kentucky Derby.

The race is important for reasons extending well beyond its substantial purse. For aspiring champions, a strong Arkansas Derby performance can secure a coveted position in the Kentucky Derby starting gate. For owners, trainers and jockeys, victory can transform an ordinary racing season into a potentially historic one.

Smarty Jones — 2004

The undefeated Pennsylvania-bred sensation swept Oaklawn's major Kentucky Derby prep races before winning the Kentucky Derby and Preakness Stakes. His performances made him a national celebrity and earned his connections a remarkable $5 million Oaklawn bonus. He narrowly missed the Triple Crown with a second-place finish in the Belmont Stakes.

American Pharoah — 2015

American Pharoah used victories in the Rebel Stakes and Arkansas Derby as steppingstones toward racing immortality. He subsequently captured the Kentucky Derby, Preakness and Belmont Stakes, becoming the first Triple Crown winner in 37 years. His Oaklawn appearances remain among the track's proudest moments.

Curlin — 2007

Before becoming one of the great champions of his generation, Curlin announced his arrival with a commanding Arkansas Derby victory. He went on to win the Preakness Stakes, Breeders' Cup Classic and Dubai World Cup, eventually earning two Horse of the Year titles.

Renegade — 2026

The 2026 Arkansas Derby produced another memorable performance when Renegade, trained by Todd Pletcher and ridden by Irad Ortiz Jr., swept to a four-length victory. The triumph came before an estimated record Oaklawn crowd of 73,000 and delivered Pletcher his sixth Arkansas Derby victory.

The Great Horses Who Made Oaklawn Famous

Oaklawn's celebrated roster extends well beyond Arkansas Derby winners. The track has welcomed exceptional racehorses across generations.

Early champions such as Pan Zareta, Old Rosebud and Exterminator competed at Oaklawn during the formative decades of American racing. Pan Zareta, one of the great sprinting mares of her era, faced Old Rosebud in memorable Hot Springs encounters during 1917.

Decades later, Cigar, one of America's most accomplished modern racehorses, and the brilliant mare Zenyatta helped enhance Oaklawn's national reputation. Zenyatta's Apple Blossom victories particularly delighted racing fans who appreciated seeing a champion mare compete on the national stage.

Other important Oaklawn performers have included Rachel Alexandra, Afleet Alex, Azeri, Gun Runner, Will Take Charge, Lookin At Lucky and Blind Luck.

The Apple Blossom Handicap, traditionally among the country's most prestigious races for older fillies and mares, has contributed enormously to the track's identity. Its history includes unforgettable performances by female champions.

Horse racing is sometimes described as a sport in search of new stars. Oaklawn has spent more than a century helping to discover them.

A New Era: Oaklawn's 2026–2027 Racing Season

For the upcoming 2026–2027 season, Oaklawn is making a substantial financial commitment to Thoroughbred racing. The track has announced 61 stakes races worth approximately $18.79 million, along with total seasonal purses expected to approach $60 million.

The 65-day live racing season begins November 27, 2026, the earliest opening date in Oaklawn history, and continues through May 1, 2027, with a brief break in January.

Another major development involves Hall of Fame trainer Bob Baffert, who is establishing a stable division at Oaklawn for the first time. Baffert has enjoyed considerable success shipping horses to Arkansas for major races; maintaining a local division represents an additional commitment to the track.

Hall of Fame trainer Steve Asmussen, meanwhile, returns after claiming his fifteenth Oaklawn training title during the 2025–2026 season. The track has reported more than 2,300 horses submitted for approximately 1,500 available stalls, an indication of the considerable demand among owners and trainers.

Major Oaklawn Racing Events: 2026–2027

Date Race / Event Purse
Nov. 27, 2026Opening DaySeason opening
Jan. 2, 2027Smarty Jones Stakes$250,000
Jan. 23, 2027Martha Washington Stakes$300,000
Feb. 6, 2027Southwest Stakes (G3)$750,000
Feb. 20, 2027Honeybee Stakes (G3)$750,000
Mar. 13, 2027Rebel Stakes (G2)$1,250,000
Mar. 27, 2027Fantasy Stakes (G2)$1,000,000
Apr. 10, 2027Arkansas Derby (G1)$1,500,000
Apr. 17, 2027Apple Blossom Handicap (G1)$1,500,000
Apr. 17, 2027Oaklawn Handicap (G2)$1,500,000
May 1, 2027Closing DaySeason finale

Dates and purses are based on the announced 2026–2027 racing schedule and may be subject to change.

For the complete racing calendar, entries, results and race-day information, visit the official Oaklawn racing calendar.

Why Horseplayers Love Betting at Oaklawn

For serious handicappers, Oaklawn offers something increasingly valuable: competitive, high-quality dirt racing backed by strong purses and large, enthusiastic wagering audiences.

Its one-mile dirt oval has no turf course, so bettors can concentrate on evaluating dirt-track form. Sprints and two-turn routes provide plenty of variety, while an alternate finish line used for mile races adds another tactical consideration.

Understanding early speed, pace pressure, post position and how individual horses handle Oaklawn's surface can be important when evaluating a race.

Oaklawn features traditional pari-mutuel wagering, including win, place and show bets as well as exotic wagers such as exactas, trifectas and multi-race combinations.

The quality of the competition can make form analysis particularly interesting. A horse that appears dominant at a smaller circuit might encounter considerably tougher company upon arriving at Oaklawn.

The most practical approach is to study the racing program, consider the expected pace and monitor how the track is playing throughout the afternoon. No system guarantees success, but informed wagering adds another dimension to the sporting experience.

From Grandstand to Luxury Resort

Luxury lounge seating at Oaklawn Jockey Club overlooking the racetrack

The Oaklawn Jockey Club offers a more refined way to enjoy an afternoon at the races.

Oaklawn has evolved into much more than a racetrack. A major resort expansion completed in 2021 introduced an eight-story hotel with 198 rooms, including luxury suites, alongside additional amenities intended to attract visitors well beyond the traditional racing season.

The property features a full-service casino, sportsbook, restaurants, entertainment spaces and the Astral Spa. The Oaklawn Jockey Club continues the tradition of enjoying the races in a more elegant setting, combining comfortable seating with views of the action.

For those who appreciate horse racing as a lifestyle rather than merely a wagering activity, the modern Oaklawn experience offers considerable appeal. A visitor can watch some of the country's finest Thoroughbreds in the afternoon, enjoy dinner in the evening and retire to a hotel overlooking the historic grounds.

Hot Springs: An American Racing Vacation

One of Oaklawn's greatest advantages is its location. Hot Springs has retained an unusual combination of natural scenery, turn-of-the-century architecture and spirited American history.

Beyond the Racetrack

Visitors can explore Hot Springs National Park and historic Bathhouse Row, visit the Gangster Museum of America, enjoy restaurants and cocktail lounges downtown, or venture into the surrounding Ouachita Mountains.

Nearby lakes, scenic drives, mineral baths and outdoor recreation make the area attractive for couples, families and travelers who want more from a racing weekend.

When to Visit

Arkansas Derby weekend is the obvious choice for racing enthusiasts who enjoy large crowds and major stakes competition. The Rebel Stakes, Fantasy Stakes and Apple Blossom Handicap also provide compelling reasons to visit.

Those seeking a quieter racing experience may prefer ordinary race days, when it can be easier to explore the grandstand, observe horses in the paddock and enjoy a more relaxed afternoon.

The Future Looks Bright at Oaklawn

America's racetrack industry faces challenges, from changing entertainment habits to the expensive demands of operating modern equine facilities. Against that backdrop, Oaklawn's continued investment in purses, accommodations and the racing experience is particularly noteworthy.

The Cella family's long association with Oaklawn provides an element of continuity rarely found in modern sports enterprises. Successive generations have helped the track survive political opposition, economic uncertainty and enormous changes in American entertainment.

With growing purses, considerable trainer interest, an established resort operation and the Arkansas Derby continuing to attract national attention, Oaklawn enters its next chapter from a position of considerable strength.

There is also something reassuring about the idea that a racetrack founded when Theodore Roosevelt occupied the White House can still draw tens of thousands of spectators more than 120 years later.

At Oaklawn, the old American fascination with fast horses, big wagers, ambitious owners and improbable fortunes has never gone out of fashion.

Plan Your Visit to Oaklawn Park

Location: 2705 Central Avenue, Hot Springs, Arkansas 71901

Racing: Thoroughbred flat racing on a one-mile dirt oval

2026–2027 Season: November 27, 2026 – May 1, 2027

Premier Event: Arkansas Derby, April 10, 2027

Admission: General gate admission is free on regular race days; reserved seating and special hospitality may cost extra.

Resort Amenities: Hotel, casino, sportsbook, spa, dining and live entertainment

Official Website: www.oaklawn.com

Racing Calendar: View upcoming races and stakes events

For more than a century, Oaklawn has proved that the thrill of a Thoroughbred charging toward the finish line never grows old.

PLAYHORSE MAGAZINE

LUXURY LIFESTYLE IN THE FAST LANE