If your intention is to have a more stable environment use wine-stableĬurrenty macOS packages are not uploaded to Winehq, those can be downloaded from here Grab a wine package usually using the latest wine-devel is recommended, but most agree it's best to use the latest wine-staging due to additional patches. How to manually install wine on mac using Winehq releases The -no-quarantine command is required as homebrew by default adds the quarantine flag to downloaded casks, this causes Gatekeeper to treat the bundle as damaged. Only a single wine package can be installed using brew
The above command will install the most recent wine-staging pkg available on winehq but it will also add wine for use in Terminal meaning you no longer need to launch the installed Wine Staging app each time you want to access wine. Brew install -cask -no-quarantine wine-staging