diff --git a/changelogs/fragments/win_file-paths.yaml b/changelogs/fragments/win_file-paths.yaml
new file mode 100644
index 0000000000..bf260f0b94
--- /dev/null
+++ b/changelogs/fragments/win_file-paths.yaml
@@ -0,0 +1,2 @@
+bugfixes:
+- win_file - Fix issues when using paths with glob like characters, e.g. ``[``, ``]``
diff --git a/lib/ansible/modules/windows/win_file.ps1 b/lib/ansible/modules/windows/win_file.ps1
index e76f96410b..8e42e55399 100644
--- a/lib/ansible/modules/windows/win_file.ps1
+++ b/lib/ansible/modules/windows/win_file.ps1
@@ -17,7 +17,7 @@ $state = Get-AnsibleParam -obj $params -name "state" -type "str" -validateset "a
 
 # used in template/copy when dest is the path to a dir and source is a file
 $original_basename = Get-AnsibleParam -obj $params -name "_original_basename" -type "str"
-if ((Test-Path -Path $path -PathType Container) -and ($null -ne $original_basename)) {
+if ((Test-Path -LiteralPath $path -PathType Container) -and ($null -ne $original_basename)) {
     $path = Join-Path -Path $path -ChildPath $original_basename
 }
 
@@ -82,7 +82,7 @@ function Remove-File($file, $checkmode) {
 }
 
 function Remove-Directory($directory, $checkmode) {
-    foreach ($file in Get-ChildItem $directory.FullName) {
+    foreach ($file in Get-ChildItem -LiteralPath $directory.FullName) {
         Remove-File -file $file -checkmode $checkmode
     }
     Remove-Item -LiteralPath $directory.FullName -Force -Recurse -WhatIf:$checkmode