Chesapeake Stakes

The first two editions of the Chesapeake Stakes were run at a mile and 70 yards. The April 24, 1920 inaugural brought together a field of six runners that included Harry Whitney's Wildair as well as the betting public's heavy favorite, an entry of Blazes and Paul Jones owned by Ral Parr. However, the race saw a stunning upset by a 42:1 longshot named Sandy Beal who was skilfully ridden by future Hall of Fame jockey James Butwell. Paul Jones went on to win the 1920 Kentucky Derby.^{[4] [5]}

The filly Careful, owned by Walter Salmon, won the second running in 1921. She would earn that year's American Co-Champion Two-Year-Old Filly honors and in 1922 be named American Champion Older Female Horse.^[6]

Considered one of the top two-year-olds of 1921, Harry Whitney's Bunting had won three of six starts highlighted by a win in the prestigious Belmont Futurity Stakes.^[7] On April 29, 1922, Bunting made his first start of the year a winning one when he captured the Chesapeake Stakes at Havre de Grace Racetrack.^[8]

Harry Whitney got his second Chesapeake Stakes win in 1927 with Whiskery who went on to win the Kentucky Derby and earn American Champion Three-Year-Old Male Horse honors.^{[9] [10]}

Mr. Khayyam, owned by the Catawba Stable of Madelaine Austin, won the 1933 Chesapeake Stakes. A son of the 1917 Kentucky Derby winner Omar Khayyam, Mr. Khayyam won by six lengths while setting a new track record time of 1:44 flat for the mile and one-sixteenth on dirt.^[11]

The 1934 Chesapeake Stakes was won Cavalcade who defeated future Hall of Fame inductee Discovery in a new track record time for a mile and one-sixteenth of 1:43 3/5.^[12] Owned by the Brookmeade Stable of automobile heiress Isabel Dodge Sloane, Cavalcade was the second Chesapeake winner to go on to win the Kentucky Derby in which he beat Discovery for the second straight time.^[13]

A 1936 Daily Racing Form article referred to the Chesapeake as a "proving ground" and the "Kentucky Derby Chances of Eligibles Hinge on Showing" in the Chesapeake Stakes.^[14] A colt named War Admiral liked racing at the Havre de Grace track having won the 1936 Eastern Shore Handicap by five lengths in stakes record time.^[15] On his return to Havre de Grace on April 26, 1937, War Admiral won the Chesapeake Stakes with ease, beating William du Pont Jr.'s Santa Anita Derby winner Fairy Hill as well as Flamingo Stakes victor, Court Scandal.^[16] War Admiral went on to become the fourth horse in history to win the U.S. Triple Crown.^[17]

In the 1939 edition of the Chesapeake Stakes, Gilded Knight defeated future Hall of Fame inductee Challedon as well as Porter's Mite, the 1938 Belmont Futurity winner.^[18]

World War II saw racing restricted in the United States and Havre de Grace Racetrack was forced to cancel all of its spring races in 1943 which included the Chesapeake Stakes.^[19] Due to the ongoing federal government's wartime gasoline rationing, all four of Maryland's major racetracks had to consolidate their races into a reduced schedule at the Pimlico Race Course facility where the Chesapeake stakes would be run in 1944.^[20] The following year the consolidated racing at Pimlico continued but the Chesapeake Stakes was not held.^[21]

From the 1948 running of the Chesapeake Stakes emerged another U.S. Triple Crown Champion. Calumet Farm's Citation had lost his regular jockey when Albert Snider and two horse racing industry associates disappeared on March 5, 1948, during a sudden tropical storm while fishing in the Florida Keys. Despite a massive search effort, their bodies were never found.^[22] With replacement jockey Eddie Arcaro aboard, Citation was beaten by Saggy in the 1948 Chesapeake Trial that ended the colt's seven-race win streak. In time, that loss would prove to be very important as Citation next won the Chesapeake Stakes which marked the first win of a new win streak that ended in a record setting sixteen straight wins that could instead have been twenty-four.^{[23] [24]}

The 1949 Chesapeake Stakes was won by Capot who defeated Slam Bang by a nose. Owned by the Greentree Stables of Helen Hay Whitney, Capot would have a great three-year-old campaign in which he won the 1949 Preakness and Belmont Stakes.^{[25] [26]} He earned American Champion Three-Year-Old Male Horse and DRF Horse of the Year honors.^{[27] [28]}

The twenty-ninth and final running of Havre de Grace's Chesapeake Stakes took place on April 15, 1950, with a field of sixteen runners. The race was won for the second time by the Brookmeade Stable with their colt Sunglow whose stablemate and Louisiana Derby winner Greek Ship finished second. Sunglow next ran fourth in the Kentucky Derby before going on to win a number of top level races.^[29] However, Sunglow's most significant impact on Thoroughbred racing was as the sire of 1959 American Horse of the Year and 1977 Hall of Fame inductee Sword Dancer.^[30]

Havre de Grace Racetrack was closed permanently at the end of the spring meeting. ^[31] The next year, Laurel Park would use the Chesapeake Stakes name for a race of their own.

Speed record:

• 1:43 3/5 @ 1 1/16 miles: Rock Man (1926) & Cavalcade (1934)

Most wins by a jockey:

• 2 - James Butwell (1920, 1923)
• 2 - George Woolf (1940, 1942)
• 2 - Charles Kurtsinger (1931, 1937)
• 2 - Eddie Arcaro (1946, 1948)

Most wins by a trainer:

• 2 - James G. Rowe Jr. (1922, 1931)
• 2 - Preston M. Burch (1929, 1950)
• 2 - Richard E. Handlen (1936, 1946)

Most wins by an owner:

• 3 - Greentree Stable (1931, 1935, 1949)