diff --git a/homeassistant/components/conversation/trigger.py b/homeassistant/components/conversation/trigger.py
index 5bd270ccfd5..b64b74c5fa6 100644
--- a/homeassistant/components/conversation/trigger.py
+++ b/homeassistant/components/conversation/trigger.py
@@ -3,6 +3,7 @@ from __future__ import annotations
 
 from typing import Any
 
+from hassil.recognize import PUNCTUATION
 import voluptuous as vol
 
 from homeassistant.const import CONF_COMMAND, CONF_PLATFORM
@@ -15,10 +16,22 @@ from . import HOME_ASSISTANT_AGENT, _get_agent_manager
 from .const import DOMAIN
 from .default_agent import DefaultAgent
 
+
+def has_no_punctuation(value: list[str]) -> list[str]:
+    """Validate result does not contain punctuation."""
+    for sentence in value:
+        if PUNCTUATION.search(sentence):
+            raise vol.Invalid("sentence should not contain punctuation")
+
+    return value
+
+
 TRIGGER_SCHEMA = cv.TRIGGER_BASE_SCHEMA.extend(
     {
         vol.Required(CONF_PLATFORM): DOMAIN,
-        vol.Required(CONF_COMMAND): vol.All(cv.ensure_list, [cv.string]),
+        vol.Required(CONF_COMMAND): vol.All(
+            cv.ensure_list, [cv.string], has_no_punctuation
+        ),
     }
 )
 
diff --git a/tests/components/conversation/test_trigger.py b/tests/components/conversation/test_trigger.py
index 74a5e4df8e2..522162fa457 100644
--- a/tests/components/conversation/test_trigger.py
+++ b/tests/components/conversation/test_trigger.py
@@ -1,7 +1,9 @@
 """Test conversation triggers."""
 import pytest
+import voluptuous as vol
 
 from homeassistant.core import HomeAssistant
+from homeassistant.helpers import trigger
 from homeassistant.setup import async_setup_component
 
 from tests.common import async_mock_service
@@ -165,3 +167,24 @@ async def test_same_sentence_multiple_triggers(
         ("trigger1", "conversation", "hello"),
         ("trigger2", "conversation", "hello"),
     }
+
+
+@pytest.mark.parametrize(
+    "command",
+    ["hello?", "hello!", "4 a.m."],
+)
+async def test_fails_on_punctuation(hass: HomeAssistant, command: str) -> None:
+    """Test that validation fails when sentences contain punctuation."""
+    with pytest.raises(vol.Invalid):
+        await trigger.async_validate_trigger_config(
+            hass,
+            [
+                {
+                    "id": "trigger1",
+                    "platform": "conversation",
+                    "command": [
+                        command,
+                    ],
+                },
+            ],
+        )