The pub is located on Dartmouth Street opposite the infamous early theatre The Royal Cockpit, which was known as a cockfighting arena.[5] Rebuilt in 1756,[6] it is named after the two men who used to carry sedan chairs for wealthy patrons who frequented the pub in its early days. Apparently the sedan chair carriers would wait in the pub for fares which would appear after the cockfights had finished.[7]
The Two Chairmen is mentioned in a book by author John Rae entitled The Old Boys Network: A Headmaster's Diaries 1972-1986,[11] where the author receives a call from the pub landlord to go and collect several drunk students.
In a book entitled Betjeman by the author A. N. Wilson the pub is mentioned in correspondence between John Betjeman and Eric James where Betjeman writes "Wrong. The Two Chairmen is a pub near here. If you have the courage to say that you are very sorry, but you have to leave, I'll come with you and we can go to the Two Chairmen."[12]
Author Michael Dobbs mentions the Two Chairmen in his book A Sentimental Traitor where the character Jemma comments that the pub is "entirely presentable but scarcely The Ritz".[13]
The Two Chairmen appears in the opening number of the 2018 Disney movie, Mary Poppins Returns. Lin Manuel Miranda as Jack, cycles past the pub whilst singing "(Underneath the) Lovely London Sky"