The bar in Winnipeg that they go to is actually a bar in downtown Los Angeles called Seven Grand.
The hotel that Michael, Andy, and Oscar go to is the same hotel featured in the movie Cedar Rapids (2011), also starring Ed Helms.
The song Jim is whistling just after the opening credits is "Might As Well" by Something for Rockets. Something for Rockets' The Line can be heard at the bar in Cocktails (2007).