Set up a Wine environment in a Docker container with Python 3.8 installed

Dockerfile

################
# Attempt to run Windows scripts in a Docker container (for K8s deployment)
# Inspiration/material from:
# https://betterprogramming.pub/how-to-run-any-windows-cli-app-in-a-linux-docker-container-318cd49bdd25
################
FROM ubuntu:22.04

# Core system packages
RUN  apt -y update
RUN  apt -y install wget

# Install Wine stack (https://wiki.winehq.org/Main_Page)
# NOTE these repos are platform-version specific
ENV  WINEDEBUG=fixme-all
RUN  dpkg --add-architecture i386 && \
     mkdir -pm755 /etc/apt/keyrings && \
     wget -O /etc/apt/keyrings/winehq-archive.key https://dl.winehq.org/wine-builds/winehq.key && \
     wget -NP /etc/apt/sources.list.d/ https://dl.winehq.org/wine-builds/ubuntu/dists/jammy/winehq-jammy.sources && \
     apt update && \
     apt -y install --install-recommends winehq-stable winbind cabextract

# Install "dummy" X Server
RUN  apt install -y xvfb
ENV  DEBIAN_FRONTEND=noninteractive
ENV  DISPLAY :1

# Install Mono framework
RUN  wget -P /mono https://dl.winehq.org/wine/wine-mono/7.4.0/wine-mono-7.4.0-x86.msi && \
     wineboot -u && msiexec /i /mono/wine-mono-7.4.0-x86.msi && \
     rm -rf /mono/wine-mono-7.4.0-x86.msi

# Install Python
RUN  wget https://www.python.org/ftp/python/3.8.10/python-3.8.10-amd64.exe && \
     xvfb-run wine64 python-3.8.10-amd64.exe /quiet InstallAllUsers=1 PrependPath=1 Include_test=0 SimpleInstall=1 /nogui && \
     rm -f python-3.8.10-amd64.exe

Glad you got some traction and I was able to help in some way! My use case was a Python-based script that used pywin32 to load and analyze Windows-only executables, and I was experimenting to see if I could get that to run in an existing k8s cluster on RHEL hosts. I had limited success before the spike was abandoned.

Good luck!