How to Install Windows EXE Files on Mac With WineBottler

Step1: Go to the WineBottler site and download the version of WineBottler compatible with your macOS installation.

Step2: Double-click the downloaded file and drag Wine and WineBottler into the Applications folder to begin the installation process. It may take a couple of minutes for the installation to complete.

Once the file installs, you can navigate to the EXE file in Finder. Then right-click the file to bring up a drop-down menu. Then Select Open With and Choose Wine.
A pop-up window appears that prompts you to choose how to run the file. Select Run directly in [address]. Then click Go, and your file should begin to load.

If your file does not begin to load, it likely isn’t supported by Wine, which means you’ll have to use the Boot Camp option listed at the beginning of this article
(if your Mac can use Boot Camp).

Credit : https://www.lifewire.com/run-exe-files-on-a-mac-5217043