I've experienced the same. I reinstalled the DisplayLink Manager which seemed to fix the issue.
https://www.displaylink.com/downloads/macos Also, at least once, when the additional monitors weren't detected, I simply opened DisplayLink from my Applications folder, which triggered the connection.
I'm still dealing with other inconsistencies with this same docking station though. Primarily that Zoom is now disconnecting me at random (which is REALLY screwing up the webinars I'm co-hosting), and the Mac screensaver photos are not appearing on my additional monitors (which, at one point, they did).
I can't tell if it's this docking station or DisplayLink...