In 2012, Westerfield challenged District 3 incumbent
Democratic Senator
Joey Pendleton, Westerfield was unopposed for the May 22, 2012, Republican primary and won the November 6, 2012, general election with 18,457 votes (50.4%) against Pendleton. The
American Conservative Union gave him a 90% evaluation in 2017. In 2015, Westerfield ran for
Attorney General of Kentucky. He lost to Democrat
Andy Beshear by a very narrow margin. Beshear defeated Westerfield by a margin of 0.2 percent, getting 50.1% of the vote to Westerfield's 49.9%. The margin was approximately 2,000 votes. In 2019, Westerfield ran for Kentucky Supreme Court District 1. He lost the general election to fellow Republican Christopher Shea Nickell. In 2020, Westerfield ran unopposed in the primary, and drew a Libertarian Party opponent in the General, but was re-elected with nearly 80% of the vote (29,640 to 8,157). On March 30, 2023, Westerfield announced that he would not seek re-election in
2024. ==Career==