Disclaimer: Only bypass Gatekeeper for software you trust and have downloaded directly from the official source (WineHQ). Do not use these methods for random .pkg files from the internet.
If both GUI methods fail, the file may have an extended attribute marking it as quarantined. Remove it via Terminal: Winehq-stable-5.0.pkg Can--39-t Be Opened Because Apple
. This is a security feature in macOS designed to ensure all software has been scanned for malware before it runs. Disclaimer: Only bypass Gatekeeper for software you trust
This is the standard way to override Gatekeeper in modern macOS versions (Ventura, Sonoma, Sequoia, etc.): Winehq-stable-5.0.pkg Can--39-t Be Opened Because Apple