The constituency was first drawn shortly after the
1992 general election. The electorate of
Maidenhead and Windsor was becoming too large, so the
Boundary Commission for England separated the seats for the next election, due in 1996 or 1997. It was formed from parts of the abolished safe seat of
Windsor and Maidenhead and the constituency of
Wokingham. It was first used in the
1997 election.
Theresa May,
Prime Minister from 2016 to 2019, has held the seat since its creation. In 1995, May, a former London councillor at the time working at the
Association for Payment Clearing Services and as a Foreign affairs advisor, was selected to contest the new seat, defeating her future
Chancellor of the Exchequer,
Philip Hammond, in the selection process. (Hammond was later selected for the nearby seat of
Runnymede and Weybridge). May won the seat in the 1997 election, in which over 100 Conservatives lost their seats, and the party obtained its lowest share of seats in 91 years. At the
2010 general election May achieved the 9th highest share of the vote of the 307 seats held by a
Conservative. Before 2024, the closest election in the seat was in
2001, in which May's majority was cut from almost 12,000 votes in 1997 to just 3,284 votes ahead of the
Liberal Democrat candidate. The
Labour candidate in that election was activist and comedy writer
John O'Farrell, whose campaign was the subject of a BBC documentary entitled
Losing My Maidenhead. Due to their strong performance in 2001, the seat was one of several targeted by the Liberal Democrats in 2005 as part of a 'decapitation strategy' to deprive senior Conservatives of their seats; as with similar efforts in
Haltemprice and Howden and
West Dorset, however, this strategy was unsuccessful: May retained her seat with almost double her 2001 majority. From that point, she held it with majorities of at least 30%, until she stood down prior to the
2024 general election. The Liberal Democrats would finally gain the seat during the election, with
Joshua Reynolds being elected as the new MP for the constituency. ==Boundaries and boundary changes==