The corner of North and West Streets in Pittsfield was the site of the Berkshire Hotel from the 1820s to 1866. In 1868, the headquarters of the Berkshire Life Insurance Company was built here (current address: 5-7 North Street). The building as it exists today was constructed in three stages. The first section, designed by Louis Weissbein of Boston, had a basement level below three floors and a Mansard roof with gable windows. In 1911, the Mansard roof was removed and two additional stories were added by Joseph McArthur Vance of Pittsfield. In 1927, the building was extended to the west with a new addition by Henry Seaver of Pittsfield. Berkshire Life, founded in 1851, left the building to move to a new headquarters in 1959. In 2001, Berkshire Life merged with The Guardian Life Insurance Company of America.
Here are links to some historic images of this building:

• From an 1870s Atlas
• Again from the 1870s Atlas
• Pre-1911 post card
• Another view of pre-1911 post card
• Post-1911 post card
• Another post-1911 post card, before the 1927 addition