Python script to install multiple fonts at once on the Windows OS.

font_installer.py

import os
import shutil
import ctypes
from ctypes import wintypes
import sys
import ntpath
try:
    import winreg
except ImportError:
    import _winreg as winreg

user32 = ctypes.WinDLL('user32', use_last_error=True)
gdi32 = ctypes.WinDLL('gdi32', use_last_error=True)

FONTS_REG_PATH = r'Software\Microsoft\Windows NT\CurrentVersion\Fonts'

HWND_BROADCAST = 0xFFFF
SMTO_ABORTIFHUNG = 0x0002
WM_FONTCHANGE = 0x001D
GFRI_DESCRIPTION = 1
GFRI_ISTRUETYPE = 3

if not hasattr(wintypes, 'LPDWORD'):
    wintypes.LPDWORD = ctypes.POINTER(wintypes.DWORD)

user32.SendMessageTimeoutW.restype = wintypes.LPVOID
user32.SendMessageTimeoutW.argtypes = (
    wintypes.HWND,   # hWnd
    wintypes.UINT,   # Msg
    wintypes.LPVOID,  # wParam
    wintypes.LPVOID,  # lParam
    wintypes.UINT,   # fuFlags
    wintypes.UINT,   # uTimeout
    wintypes.LPVOID)  # lpdwResult

gdi32.AddFontResourceW.argtypes = (
    wintypes.LPCWSTR,)  # lpszFilename

# http://www.undocprint.org/winspool/getfontresourceinfo
gdi32.GetFontResourceInfoW.argtypes = (
    wintypes.LPCWSTR,  # lpszFilename
    wintypes.LPDWORD,  # cbBuffer
    wintypes.LPVOID,  # lpBuffer
    wintypes.DWORD)   # dwQueryType


def install_font(src_path):
    # copy the font to the Windows Fonts folder
    dst_path = os.path.join(os.environ['SystemRoot'], 'Fonts',
                            os.path.basename(src_path))
    shutil.copy(src_path, dst_path)
    # load the font in the current session
    if not gdi32.AddFontResourceW(dst_path):
        os.remove(dst_path)
        raise WindowsError('AddFontResource failed to load "%s"' % src_path)
    # notify running programs
    user32.SendMessageTimeoutW(HWND_BROADCAST, WM_FONTCHANGE, 0, 0,
                               SMTO_ABORTIFHUNG, 1000, None)
    # store the fontname/filename in the registry
    filename = os.path.basename(dst_path)
    fontname = os.path.splitext(filename)[0]
    # try to get the font's real name
    cb = wintypes.DWORD()
    if gdi32.GetFontResourceInfoW(filename, ctypes.byref(cb), None,
                                  GFRI_DESCRIPTION):
        buf = (ctypes.c_wchar * cb.value)()
        if gdi32.GetFontResourceInfoW(filename, ctypes.byref(cb), buf,
                                      GFRI_DESCRIPTION):
            fontname = buf.value
    is_truetype = wintypes.BOOL()
    cb.value = ctypes.sizeof(is_truetype)
    gdi32.GetFontResourceInfoW(filename, ctypes.byref(cb),
                               ctypes.byref(is_truetype), GFRI_ISTRUETYPE)
    if is_truetype:
        fontname += ' (TrueType)'
    with winreg.OpenKey(winreg.HKEY_LOCAL_MACHINE, FONTS_REG_PATH, 0,
                        winreg.KEY_SET_VALUE) as key:
        winreg.SetValueEx(key, fontname, 0, winreg.REG_SZ, filename)


if __name__ == "__main__":
    if len(sys.argv) < 2:
        sys.exit("Incomplete argument: Please specify font path or folder path and retry\n")

    path = sys.argv[1]
    font_paths = []

    if os.path.isdir(path):
        for font in os.listdir(path):
            if font.rsplit(".", 1)[-1] in ["ttf", "otf"]:
                font_paths.append(os.path.join(path, font))
    else:
        font_paths.append(path)

    for font in font_paths:
        fontname = ntpath.basename(font)

        try:
            install_font(font)
            print("{} installed".format(fontname))
        except Exception as err:
            print("Error for font: {} - ({})".format(fontname, err))