Flag CR to not allow free bookings after an "unlimited play pass" has expired

We offered a summer play pass that allowed unlimited play until 9-30-25. As of 10-1-25, they are changed to registered guest or purchase a fall membership with a fee for court time. If a player reserves prior to 10-1, they are getting the court for free. We have to manually charge each guest. Can a date option be put in CR to charge current rate after 10-1?