Robert Hugh (Bob) "Pee Wee" Pickering (September 19, 1932 – June 24, 2015) was a Canadian farmer, curler and former political figure in Saskatchewan.

He represented Bengough-Milestone from 1978 to 1991 in the Legislative Assembly of Saskatchewan as a Progressive Conservative.

[2] Pickering, known for having the "World's highest backswing" was also a Saskatchewan men's curling champion.

Pickering was named to the Canadian Curling Hall of Fame in 1974.

In the previous year, Pickering had been charged with impaired driving and leaving the scene of an accident.