Howland married Helen Fuller on 8 Jun 1903 in Cambridge, Middlesex, Massachusetts, USA. Helen (daughter of Robert Oliver Fuller, Sr. and Sarah Jane Parker) was born on 10 Dec 1874 in Cambridge, Middlesex, Massachusetts, USA; died on 4 Feb 1972 in Ayer, Middlesex, Massachusetts, USA; was buried in Manchester, Hartford, Connecticut, USA. [Group Sheet] [Family Chart]

1. Sanford Harrison Dudley was born on 14 Jul 1904 in Cambridge, Middlesex, Massachusetts, USA; died on 5 Dec 1995 in Orange, Florida, USA.
2. Margaret Dudley was born on 17 Jul 1906 in Waltham, Middlesex, Massachusetts, USA; died on 19 Aug 2008 in Essex, Middlesex, Connecticut, USA; was buried in Riverview Cemetery, Essex, Middlesex, Connecticut, USA.
3. Howland Dudley, Jr. was born on 6 Feb 1910 in Belmont, Middlesex, Massachusetts, USA; died on 5 Nov 1999 in Doylestown, Bucks, Pennsylvania, USA; was buried in Zion Episcopal Church Cemetery, Charles Town, Jefferson, West Virginia, USA.
4. Grace Fuller Dudley was born on 30 Nov 1917 in Belmont, Middlesex, Massachusetts, USA; died on 16 Feb 1986 in Harvard, Worcester, Massachusetts, USA; was buried in Bellevue Cemetery, Harvard, Worcester, Massachusetts, USA.