The 'Benson' windows in the oriel window in the RSC Gallery are named after the Benson Company, led by Sir Frank Benson, which performed in the old Shakespeare Memorial Theatre almost every season from 1886 to 1919. The first windows, of leading members of the Benson Company in costume, were created by Messrs. William Pearce Ltd of Bridge Street, Birmingham, and completed in 1904, and with 3 others these were unveiled in 1905.

In 1925 a war memorial window in memory of ten Bensonians who died in the 1914 -1918 conflict, was designed by F.E. Osborne and made by the Stratford-upon-Avon Guild. This window was installed on the street side of the landing outside the theatre's main picture Gallery (now the RSC Collection). F.E. Osborne designed the second group section of the Benson windows.

More windows, unveiled in April 1925 at the same time as the war memorial window, were by Vernon Spreadbury, and completed by S. Wilkinson of the London Glasscraft Guild. Spreadbury also designed the final window, in memory of Benson himself which was unveiled in 1950.