Writing string output to file in pythonw

print() does not redirect global stdout when you pass file=…. Your append logic is fine, and pythonw only suppresses console output—it does not affect file writes.

If you want the formatted output of print() as a string (so you can safely write it yourself), capture it with io.StringIO:

import io
import builtins
def printtostring(args, kwargs):
    buf = io.StringIO()
    builtins.print(args, kwargs, file=buf)
    return buf.getvalue()

You can use this in your logger:

@classmethod
def print(cls, args, kwargs):
    builtins.print(args, kwargs)  # console (hidden under pythonw)
    if not cls.path:
        return
    text = printtostring(args, kwargs)
    mode = "w" if cls.first else "a"
    cls.first = False
    with open(cls.path, mode, encoding="utf-8") as f:
        f.write(text)
        f.flush()

This preserves all print() formatting (sep, end, etc.) and avoids buffering issues.

Suggestions: * For real applications, consider using the built-in logging module instead. You can check the following code sample:

import logging
logging.basicConfig(
    level=logging.INFO,
    format="%(message)s",
    handlers=[
        logging.FileHandler("log.txt"),
        logging.StreamHandler()
    ]
)
logging.info("Hello world")

In a pythonw environment, sys.stdout will be None. However, you can still access the console via "CONOUT$".

Here's a portable approach that you could adapt to your current code:

import sys
import contextlib
import os
@contextlib.contextmanager
def console():
    def iswritable(handle):
        try:
            handle.write("")
            return True
        except Exception:
            pass
        return False
    if iswritable(sys.stdout):
        try:
            yield sys.stdout
        finally:
            pass
    else:
        device = "CONOUT$" if os.name == "nt" else "/dev/tty"
        stdout = open(device, "a")
        try:
            yield stdout
        finally:
            stdout.close()
if name == "main":
    with console() as console:
        print("Hello world!", file=console)
    sys.stdout = None # sys.stdout will be None in pythonw
    with console() as console:
        print("Hello world!", file=_console)