Born in New York City, Orcutt made it to the finals of the 1927 U.S. Women's Amateur but lost to Miriam Burns Horn. In 1928 and 1931 she won the tournament Medal for the lowest score and in 1932 tied for the honor. Married to John D. Crews and living in Miami, Florida, she lost in the 1936 U.S. finals to Pamela Barton.
Orcutt won the Women's Eastern Amateur a record seven times. Her first win came in 1925 and the seventh win in 1949, 24 years later. She played on four Curtis Cup teams, winning three and tying one. She won the Canadian Women's Amateur twice and the North and South Women's Amateur at Pinehurst Resort three times in a row between 1931 and 1933. She returned to Pinehurst and won the North and South Senior Woman's Amateur in 1960, 1961 and 1962 and in 2002 was named honorary chairwoman of the prestigious tournament's 100th anniversary.
Orcutt became a sportswriter on golfing matters in the 1920s and eventually became only the second female sports reporter to work for the New York Times when she took over from Maribel Vinson. She finished her competitive career with 65 tournament victories, and played the game of golf until the age of 87 when knee problems forced her to stop.
She was inducted into the New York State Hall of Fame in 1991...to quote from the program, "Perhaps no competitor in any major sport has been a significant factor for so long in top level play". She won tournaments in seven decades.
Significant career wins
- Women's Eastern Amateur - 1925, 1928, 1929, 1934, 1938, 1947, 1949
- North and South Women's Amateur - 1931, 1932, 1933
- Canadian Women's Amateur - 1930, 1931
- Metropolitan Women's Amateur - 1926, 1927, 1928, 1929, 1934, 1938, 1940, 1946, 1959, 1968
- U.S. Senior Women's Amateur - 1962, 1966
- North and South Women's Senior Amateur - 1960, 1961, 1962
- Curtis Cup (representing the United States): 1932 (winners), 1934 (winners), 1936 (tie, Cup retained), 1938 (winners)