Thanks so much for reaching out!
There are a few ways that you can handle this type of situation. One would be to utilize a third-party plugin, like Members, in order to create a members-only calendar. You can provide members with the URL to this calendar, and it would have the special pricing listed there.
Here is more information on how to create that type of calendar:
https://theeventscalendar.com/knowledgebase/making-members-calendar/
Alternatively, you can offer a coupon code to members that they can enter at checkout. This can be created through WooCommerce coupons.
You could use one of the third-party role-based discount plugins for WooCommerce out there. Here is an example of such a plugin: https://wordpress.org/plugins/woocommerce-role-based-price/
Let me know if you have any other questions on this topic!
Thanks,
Jaime