Whether to replace the crush washer depends on it's condition upon removal, what material it is made of and whether or not a small drip when parking the vehicle will be a big deal or not.
I can say that I've replaced very few of them over the many years, but for me a small drip until the next oil change has seldom been a big deal. These days with much more expensive oil, longer oil change intervals and increasingly persnickety neighbors and such regarding oil spots in garages, lots and streets,....it's your call.