How will Summer react to Winter’s alliance with the White Court or…

[g33k]

... You are not wrong, but isn't it almost inevitable? ...

It is entirely inevitable.
Per WoJ, there will be 7 novels, each themed around Harry breaking a different Law of Magic.

So, yeah.  Harry will be f'ing with the Outer Gates.

[Mira]

(Somehow I missed this comment before.)  You are not wrong, but isn't it almost inevitable?  Not in the next couple of books but almost certainly in the BAT?

Most likely in the BAT, because to win the war it has to be done.  Also we have no idea what Harry will be by the BAT, will the Laws of Magic as the White Council defines them even apply to him anymore?

[g33k]

...  Also we have no idea what Harry will be by the BAT, will the Laws of Magic as the White Council defines them even apply to him anymore?

I think Harry will still be mortal (more or less); he's already got a 400(ish) year lifespan from  being a wizard.  His mortality/humanity is part of what defines him, in the DF series.  It'd be odd for the climax of the BAT to cheap-out on that.

The WC's laws are -- approximately -- based on corresponding actual metaphysics of the Dresden verse:
 there are Laws of Magic that are largely inescapable... even if you trick the Wardens and the Council.  He may (if he picks up  the Blackstaff) be able to (temporarily) sidestep the First Law, but I don't expect Harry to ever be entirely free of the Laws.

[Mira]

I think Harry will still be mortal (more or less); he's already got a 400(ish) year lifespan from  being a wizard.  His mortality/humanity is part of what defines him, in the DF series.  It'd be odd for the climax of the BAT to cheap-out on that.

Why is it a cheap out?  Whether Harry is mortal or not at that time, he will still agonize over having to break any one of the Laws of Magic.  He will either use some very clever work around, like when he raised Sue from the dead, and since a T-Rex isn't human he didn't break that law technically, or outright because he has to...  Harry has never taken lightly breaking any of the Laws of Magic, but if empty night is the alternative?  He will and it will be interesting and not a cheap out.