Will banks cash a stale dated check?

Yes, they will.
Our company stopped payment on a check back in 2006. The person
receiving the check said it was lost.
The check was cashed one year later. The bank said the stop payment was only good for 6 months. If you put a stop on a check, either
stop payment every six months or change your account.
The check was a small dollar amount.
What we learned - we have to go back and stop payment every 6 months.