diff --git a/changelog/8096.improvement.rst b/changelog/8096.improvement.rst
new file mode 100644
index 00000000000..9b66794b093
--- /dev/null
+++ b/changelog/8096.improvement.rst
@@ -0,0 +1 @@
+Clearer error message for invalid ``-W`` filters, listing valid actions and the ``-Wait`` pitfall.
diff --git a/src/_pytest/config/__init__.py b/src/_pytest/config/__init__.py
index c7bd3e1afab..f28a61a4d4f 100644
--- a/src/_pytest/config/__init__.py
+++ b/src/_pytest/config/__init__.py
@@ -2367,7 +2367,16 @@ def parse_warning_filter(
     try:
         action: warnings._ActionKind = warnings._getaction(action_)  # type: ignore[attr-defined]
     except warnings._OptionError as e:
-        raise UsageError(error_template.format(error=str(e))) from None
+        hint = (
+            " (choose from: default, error, ignore, always, module, once)."
+            " See https://docs.python.org/3/library/warnings.html#describing-warning-filters"
+        )
+        if action_ == "ait":
+            hint = (
+                " Note that '-W' takes a value, so '-Wait' is parsed as '-W ait'."
+                + hint
+            )
+        raise UsageError(error_template.format(error=f"{e}{hint}")) from None
     try:
         category: type[Warning] = _resolve_warning_category(category_)
     except ImportError:
diff --git a/testing/test_config.py b/testing/test_config.py
index dad1653e299..ee53571851c 100644
--- a/testing/test_config.py
+++ b/testing/test_config.py
@@ -3112,6 +3112,19 @@ def test_parse_warning_filter_failure(arg: str) -> None:
         parse_warning_filter(arg, escape=True)
 
 
+@pytest.mark.parametrize("arg", ["ait", "FOO"])
+def test_parse_warning_filter_invalid_action_hint(arg: str) -> None:
+    """Invalid -W actions show valid choices; the -Wait pitfall hint is scoped to that case."""
+    with pytest.raises(
+        pytest.UsageError, match=r"invalid action.*choose from"
+    ) as exc_info:
+        parse_warning_filter(arg, escape=True)
+    if arg == "ait":
+        assert "-Wait" in str(exc_info.value)
+    else:
+        assert "-Wait" not in str(exc_info.value)
+
+
 class TestDebugOptions:
     def test_without_debug_does_not_write_log(self, pytester: Pytester) -> None:
         result = pytester.runpytest()
diff --git a/testing/test_warnings.py b/testing/test_warnings.py
index 0344cb453d8..3728bb844d5 100644
--- a/testing/test_warnings.py
+++ b/testing/test_warnings.py
@@ -563,6 +563,23 @@ def test_invalid_regex_in_filterwarning(self, pytester: Pytester) -> None:
         )
 
 
+def test_dash_w_shows_wait_hint_on_usage_error(pytester: Pytester) -> None:
+    """`-Wait` is parsed as `-W ait`; the hint should point at this."""
+    result = pytester.runpytest("-Wait")
+    assert result.ret == pytest.ExitCode.USAGE_ERROR
+    result.stderr.fnmatch_lines(
+        [
+            "ERROR: while parsing the following warning configuration:",
+            "",
+            "  ait",
+            "",
+            "This error occurred:",
+            "",
+            "invalid action: 'ait'*-Wait*choose from*",
+        ]
+    )
+
+
 @pytest.mark.skip("not relevant until pytest 10.0")
 @pytest.mark.parametrize("change_default", [None, "ini", "cmdline"])
 def test_removed_in_x_warning_as_error(pytester: Pytester, change_default) -> None: