I'm split on this issue. They will likely have to continue some of the resorts at expiration, likely not OKW, HH or VB. But that doesn't mean that they will offer a deal to current members and if they do, it may not be a reasonable one. The OKW extension was a failure as far as getting members to extend. If they do offer an extension, they'd have to either make the same poor choices or do it significantly differently than at OKW. I've long held they should do so by combining an extension with a new retail purchase but this presents some challenges since the memberships are tied to the land lease as I read it.
OKW failed because it doesn't make financial sense to fork over money now (or 2000-whatever it was) for a room in 2042. If Disney enacts an extension, it would likely be much closer to the end of the contract, like 2040-ish. Also, if it happens, I expect it to be a short extension, like 3-5 years, just so Disney can kick the can down the road for some properties (not all). For example, Disney could sell extensions for BCV but not BWV, prep BWV for a whole new round of sales in 2042, and then sell BCV in 2044. SSR is the first non 2042 expiry right? And that expires in 2054? That's 12 years that Disney will want to bridge.