Wellington was twice engaged to Lady Rose Paget, the daughter of Charles Paget, 6th Marquess of Anglesey, who eventually married the Hon.
John Francis McLaren.
On 28 January 1944 he married Diana Ruth McConnel (1922–2010), only daughter of Major-General Douglas McConnel, of Knockdolian, Colmonell, Ayr, at St. George's Cathedral, Jerusalem.
With Diana, he had five children:
Arthur Charles Valerian Wellesley, 9th Duke of Wellington, 10th Duke of Ciudad Rodrigo (19 August 1945); married Princess Antonia of Prussia see either for their progeny.

Lord Richard Gerald Wellesley (20 June 1949); married Joanna Sumner on 14 July 1973.
They have two daughters.

Natasha Doone Wellesley (5 October 1975); married Tom Halliday on 20 October 2007.
They have one son:
Samuel George Halliday (29 March 2013)
Davina Chloe Wellesley (10 October 1977)
Lady (Caroline) Jane Wellesley (6 July 1951)
Lord John Henry Wellesley (20 April 1954); married Corinne Vaes, daughter of a Belgian diplomat, on 7 May 1977.
They have two children:
Gerald Valerian Wellesley (6 June 1981)
Alexandrina Sofia Wellesley (23 July 1983); married soldier turned singer-songwriter James Blunt on 6 September 2014.
They have two children.

Lord (James) Christopher Douglas Wellesley (16 December 1964); married Laura Wedge in 1994 and they were divorced in 2005.
They have one daughter:
Eleanor Rose Wellesley (9 December 1995)
He remarried Emma Nethercott on 26 July 2005.
They have three children:
Oliver Valerian Wellesley (2005)
Skye Joanna Wellesley (2006)
Isla Diana Wellesley (2009)
They divorced in 2014.

Alexandra Ruth Wellesley was born in October 2019.
Wellington was twice engaged to Lady Rose Paget, the daughter of Charles Paget, 6th Marquess of Anglesey, who eventually married the Hon. John Francis McLaren. On 28 January 1944 he married Diana Ruth McConnel (1922–2010), only daughter of Major-General Douglas McConnel, of Knockdolian, Colmonell, Ayr, at St. George's Cathedral, Jerusalem. With Diana, he had five children:
Arthur Charles Valerian Wellesley, 9th Duke of Wellington, 10th Duke of Ciudad Rodrigo (19 August 1945); married Princess Antonia of Prussia see either for their progeny.
Lord Richard Gerald Wellesley (20 June 1949); married Joanna Sumner on 14 July 1973. They have two daughters.
Natasha Doone Wellesley (5 October 1975); married Tom Halliday on 20 October 2007. They have one son:
Samuel George Halliday (29 March 2013)
Davina Chloe Wellesley (10 October 1977)
Lady (Caroline) Jane Wellesley (6 July 1951)
Lord John Henry Wellesley (20 April 1954); married Corinne Vaes, daughter of a Belgian diplomat, on 7 May 1977. They have two children:
Gerald Valerian Wellesley (6 June 1981)
Alexandrina Sofia Wellesley (23 July 1983); married soldier turned singer-songwriter James Blunt on 6 September 2014. They have two children.
Lord (James) Christopher Douglas Wellesley (16 December 1964); married Laura Wedge in 1994 and they were divorced in 2005. They have one daughter:
Eleanor Rose Wellesley (9 December 1995)
He remarried Emma Nethercott on 26 July 2005. They have three children:
Oliver Valerian Wellesley (2005)
Skye Joanna Wellesley (2006)
Isla Diana Wellesley (2009)
They divorced in 2014.
Alexandra Ruth Wellesley was born in October 2019.
Valerian Wellesley, 8th Duke of Wellington