There's no way to tell for sure as Apple never releases details of upcoming models ahead of time but it's probable that if Apple releases a new iPad Pro this year it will be at the regular time in September. We did see the release of an Apple Pencil compatible 9.7" iPad today.
My hope is that gen 3 of the 12.9–update of 10.5 too—will be announced at WWDC in June as it was last year. Of course that’s a ‘hope’ since I need to upgrade—we won’t know until WWDC of course.