Open the Wineskin Winery app that should appear with the rest of your apps in your Applications folder.
Make sure you have the latest wrapper (currently 2.9.1.9 or higher) and install the latest engine (currently WS11WineCX64Bit22.1.1-8 or higher).
Click on the “Create New Blank Wrapper” button at the bottom. I named my wrapper “Steam” since it’ll be used for all my steam games. Wineskin Winery will create a new wrapper that will appear in “/Macintosh HD/Users/[YOUR USER NAME]/Applications/Wineskin/” folder (not the same Applications folder that has all your applications).
If Wineskin Winery freezes and becomes unresponsive, just give it some time. If it doesn’t fix itself in 5 minutes, then just kill it by holding the cmd+option+esc keys to get the force quit menu and kill the unresponsive process. Usually, the wrapper will be created successfully, so go ahead and use it directly.
Open Finder and navigate to “/Macintosh HD/Users/[YOUR USER NAME]/Applications/Wineskin/”.
Right-click on the new Steam wrapper and click on “Show Package Contents”.
Click on the Wineskin app in there. This will be how you control the wrapper's settings.
You can click on “Install Software” if you have a .exe file, but in the case of Steam, it’s better to install it through Winetricks as explained in the next steps.
Click on “Winetricks”.
-It might take some time to load, so be patient :)
Search for Steam and install it with vcrun2019 or vcrun2022. It may take some time, so be patient.
-Wait until it’s done installing and it should work afterwards! Just close the winetricks page and launch the wrapper directly like you’d do with any other app.
Someone on reddit wrote a guide on how to play aoe 2 de on mac os without needing crossover. https://www.reddit.com/r/aoe2/comments/150t2v1/aoe_2_de_fix_on_mac_using_wineskin_winery/
Copy pasted here just in case
Here's a quick guide on how to get it running (should work on Intel and Apple silicon Macs):
/bin/bash -c "$(curl -fsSL https://raw.githubusercontent.com/Homebrew/install/HEAD/install.sh)"
Install Wineskin Winery (https://github.com/Gcenx/WineskinServer) by typing the following in terminal:
brew install --cask --no-quarantine gcenx/wine/wineskin
Open the Wineskin Winery app that should appear with the rest of your apps in your Applications folder.
Make sure you have the latest wrapper (currently 2.9.1.9 or higher) and install the latest engine (currently WS11WineCX64Bit22.1.1-8 or higher).
Click on the “Create New Blank Wrapper” button at the bottom. I named my wrapper “Steam” since it’ll be used for all my steam games. Wineskin Winery will create a new wrapper that will appear in “/Macintosh HD/Users/[YOUR USER NAME]/Applications/Wineskin/” folder (not the same Applications folder that has all your applications).
If Wineskin Winery freezes and becomes unresponsive, just give it some time. If it doesn’t fix itself in 5 minutes, then just kill it by holding the cmd+option+esc keys to get the force quit menu and kill the unresponsive process. Usually, the wrapper will be created successfully, so go ahead and use it directly.
Open Finder and navigate to “/Macintosh HD/Users/[YOUR USER NAME]/Applications/Wineskin/”.
Right-click on the new Steam wrapper and click on “Show Package Contents”.
Click on the Wineskin app in there. This will be how you control the wrapper's settings.
You can click on “Install Software” if you have a .exe file, but in the case of Steam, it’s better to install it through Winetricks as explained in the next steps.
Click on “Winetricks”. -It might take some time to load, so be patient :)
Search for Steam and install it with vcrun2019 or vcrun2022. It may take some time, so be patient. -Wait until it’s done installing and it should work afterwards! Just close the winetricks page and launch the wrapper directly like you’d do with any other app.