Did the Soviet Union, Post-Stalin, ever have a real plan to 'win' the cold war? How did they plan to achieve this? Did they presume that the U.S. would be overthrown by some communist uprising or were they simply going to have perpetual standoff?
What did the end-game look like? Did the Soviet plan involve an eventual military conflict?
I think that question is too far raging, and it'd be better served as something more focused, its a little bit like asking:
What is the US endgame in the 21st century? Does it involve an eventual military conflict?
If you're interested National Interest's Robert Farley and Zachary Keck made a couple of articles about Soviet war plans up until the 70's-ish based on available NATO info and declassified Polish and Czech documents:
http://nationalinterest.org/feature/natos-master-plan-crush-the-soviet-union-battle-13420
Also you might be interested in in the FAQ section dealing with general Soviet thoughts and perspectives, I particularly recommend the article asking about a "soviet James Bond", the answer, by /u/Bufus is very detailed and might help you to get an overview of soviet general mentality at the time (I know it did for me), which is to say, VERY different from the US one:
https://www.reddit.com/r/AskHistorians/wiki/faq/wdst#wiki_...of_the_cold_war