I already have a capture of this however I was able to get a better picture in episode 6
These are from episode 1 of season 5, Draper’s new apartment.
I can’t figure out the painting in Don’s office however it look like a Bernard Buffet.
AMC Forum; Bridge Painting in Don’s Office
Michal Shapiro’s paintings have been used in set designs, television pilots, commercials, the movie “Syriana” and the television series “Making It In America,” the Sam Mendes film “This Must Be The Place” and most conspicuously, in the award winning television series “Mad Men” where her painting adorned the wall of main character Don Draper’s office at Sterling-Cooper.