Highland Fling was a New Zealand bred Standardbred racehorse. He is notable in that he won two New Zealand Trotting Cup

New Zealand Trotting Cup

The New Zealand Trotting Cup or New Zealand Cup is a Group One harness race held annually by the NZ Metropolitan Trotting Club at Addington Raceway in Christchurch, New Zealand. It is considered the country's most prestigious harness racing event. the prize was NZ$750,000, the largest prize for a...

 races, the richest harness race, and sometimes the richest horse race in New Zealand. Highland Fling was a leading performer in the years 1947 and 1948. He won the 1948 New Zealand Trotting Cup

New Zealand Trotting Cup

The New Zealand Trotting Cup or New Zealand Cup is a Group One harness race held annually by the NZ Metropolitan Trotting Club at Addington Raceway in Christchurch, New Zealand. It is considered the country's most prestigious harness racing event. the prize was NZ$750,000, the largest prize for a...

 with a handicap of 60 yards.

Highland Fling was the winner of the last race he contested. He retired with an unequalled record at the time. Highland Fling not only held the world's two-mile record, and the 2:10 race record as a two-year-old. He bettered 2.00 on three occasions, his best being 1:57.8, and he held the world's grass track record of 2:00 for a mile.

Highland Fling won the following major wins:

• 1947 New Zealand Trotting Cup
  New Zealand Trotting Cup
  The New Zealand Trotting Cup or New Zealand Cup is a Group One harness race held annually by the NZ Metropolitan Trotting Club at Addington Raceway in Christchurch, New Zealand. It is considered the country's most prestigious harness racing event. the prize was NZ$750,000, the largest prize for a...
  
  
• 1948 New Zealand Trotting Cup
  New Zealand Trotting Cup
  The New Zealand Trotting Cup or New Zealand Cup is a Group One harness race held annually by the NZ Metropolitan Trotting Club at Addington Raceway in Christchurch, New Zealand. It is considered the country's most prestigious harness racing event. the prize was NZ$750,000, the largest prize for a...
  
   (handicap 60 Yards)

He stood at stud in New South Wales and Victoria where he sired many winners.

Highland Fling was an inaugural inductee into the New Zealand Trotting Hall of Fame

New Zealand Trotting Hall of Fame

The New Zealand Trotting Hall of Fame is an organization created to recognise and honour those whose achievements have enriched the New Zealand Harness racing industry. The Hall of Fame's first group of honorees were inducted in 1998...

 with the immortals Caduceus

Caduceus (horse)

Caduceus was a New Zealand bred Standardbred racehorse. Caduceus is notable for winning the 1960 Inter Dominion Trotting Championship, trotting's premiership event in Australia and New Zealand, from a handicap of 36 yards, in front of a world record crowd...

, Cardigan Bay

Cardigan Bay (horse)

Cardigan Bay was a New Zealand Harness racing horse foaled 1 September 1956. Affectionately known as "Cardy", he was the first Standardbred to win US$1 million in prize money in North America. He was the ninth horse worldwide to win one million dollars,...

, Harold Logan

Harold Logan

Harold Logan was a New Zealand bred Standardbred pacer that won two New Zealand Trotting Cups. He was a leading performer in 1931 and 1932. In 1932, he won the New Zealand Trotting Cup with a handicap of 60 yards.-Pedigree:...

, Johnny Globe

Johnny Globe

Johnny Globe was an outstanding New Zealand bred Standardbred pacer that held four world records. He is notable in that he won the NZ Trotting Cup, the richest harness race, and sometimes the richest horse race in New Zealand. Johnny Globe is also notable in winning 15 free for all pacing events,...

 and Ordeal

Ordeal (horse)

Ordeal was a New Zealand Standardbred racemare. A notable achievement was winning the Rowe Cup, the top event in New Zealand for trotting horses. Ordeal was considered the top trotter in New Zealand in the 1960s, but had moderate success in the United States...

.