Drake Field, in the north part of the city between Henderson Street, the very short Burke Street, and Third Avenue, was named after longtime Burke School principal Clarence Drake. The Field is ajoined on the west by the Ukrainian Heritage Park, where the school previously stood.

Burke School opened in 1921 to accommodate students in the north west section of the city. In 1973 it ceased to become an elementary school and housed the Parkland Community College for several years. It was later demolished to make way for the heritage park.

Clarence Drake was born near Charlottetown, Prince Edward Island and attended the Prince of Wales College there and later Brandon College, before coming to Kipling to teach in 1916. Shortly after that he joined the Yorkton teaching staff and taught at Simpson and Victoria Schools, before being named principal of Burke School.

Mr. Drake was interested in minor sports and his students excelled in hockey and softball. Many players who later became well known in the sports were coached by him.

In his honor and for his contribution to, and interest in sports, the open field adjacent to Burke School was named Drake Field.

Mr. Drake served as an alderman of the city from 1955 until his death in 1956. He was on the executive of the senior Terrier hockey club, was a member of the Lions Club, and was on the Board of Stewards of the St. Andrew's United Church.

Bailey Drive, located on the west side of the city, is named after Col. H. M. Bailey, the city engineer in Yorkton for 20 years during a major expansion phase in the city.

Col. Bailey was born at St. Mary's, Ontario, and came to Melfort as city engineer. In 1928 he moved to Melville in the same capacity. In 1936 he was appointed city engineer at Yorkton.

Col. Bailey served his country for 11 years in the army. In 1914 he went overseas with the cyclists as a Lieutenant and was discharged as a Captain.

In 1939 he joined the Royal Canadian Ordnance Corps and served in Great Britain until 1948 when he returned to join his wife in Victoria. They returned to Yorkton where he resumed his position as city engineer.

As city engineer, Col. Bailey was responsible for the development of the city in the post-war years, years of major expansion.

He died in September of 1956 and is buried in the Yorkton city cemetery.

Hamilton Road is a new street in Yorkton, providing access from Highway 9 to the new commercial area that also includes the Wal-mart store.

This road was named after James R. Hamilton, a former alderman of the city.

Born in Ballywater, Ireland in 1887, Mr. Hamilton came to Canada in 1909 to settle in Winnipeg, where he joined the firm of Ashdown's Hardware.

In 1919 he came to Yorkton as a salesman and auditor for the North Star Oil Company and continued in this post until 1944 when he and his partner, F. Hurley, opened a hardware store in Yorkton. He continued to operate this store until his death in December of 1945.

He served as alderman of the city from 1926 to 1928. He was a director of the Yorkton General Hospital and served as chairman of the finance committee.

He was also active in the Yorkton Masonic Lodge and was a past councillor of the United Commercial Travellers.