diff --git a/homeassistant/components/automation/__init__.py b/homeassistant/components/automation/__init__.py
index 295450e8211..94f2cedd58e 100644
--- a/homeassistant/components/automation/__init__.py
+++ b/homeassistant/components/automation/__init__.py
@@ -32,7 +32,7 @@ from homeassistant.core import (
     callback,
     split_entity_id,
 )
-from homeassistant.exceptions import HomeAssistantError
+from homeassistant.exceptions import ConditionError, HomeAssistantError
 from homeassistant.helpers import condition, extract_domain_configs, template
 import homeassistant.helpers.config_validation as cv
 from homeassistant.helpers.entity import ToggleEntity
@@ -588,7 +588,11 @@ async def _async_process_if(hass, config, p_config):
 
     def if_action(variables=None):
         """AND all conditions."""
-        return all(check(hass, variables) for check in checks)
+        try:
+            return all(check(hass, variables) for check in checks)
+        except ConditionError as ex:
+            LOGGER.warning("Error in 'condition' evaluation: %s", ex)
+            return False
 
     if_action.config = if_configs
 
diff --git a/homeassistant/components/bayesian/binary_sensor.py b/homeassistant/components/bayesian/binary_sensor.py
index 4768b3f4fe6..15176d45349 100644
--- a/homeassistant/components/bayesian/binary_sensor.py
+++ b/homeassistant/components/bayesian/binary_sensor.py
@@ -17,7 +17,7 @@ from homeassistant.const import (
     STATE_UNKNOWN,
 )
 from homeassistant.core import callback
-from homeassistant.exceptions import TemplateError
+from homeassistant.exceptions import ConditionError, TemplateError
 from homeassistant.helpers import condition
 import homeassistant.helpers.config_validation as cv
 from homeassistant.helpers.event import (
@@ -340,14 +340,17 @@ class BayesianBinarySensor(BinarySensorEntity):
         """Return True if numeric condition is met."""
         entity = entity_observation["entity_id"]
 
-        return condition.async_numeric_state(
-            self.hass,
-            entity,
-            entity_observation.get("below"),
-            entity_observation.get("above"),
-            None,
-            entity_observation,
-        )
+        try:
+            return condition.async_numeric_state(
+                self.hass,
+                entity,
+                entity_observation.get("below"),
+                entity_observation.get("above"),
+                None,
+                entity_observation,
+            )
+        except ConditionError:
+            return False
 
     def _process_state(self, entity_observation):
         """Return True if state conditions are met."""
diff --git a/homeassistant/components/homeassistant/triggers/numeric_state.py b/homeassistant/components/homeassistant/triggers/numeric_state.py
index 7cfee8fad93..55e875c90de 100644
--- a/homeassistant/components/homeassistant/triggers/numeric_state.py
+++ b/homeassistant/components/homeassistant/triggers/numeric_state.py
@@ -96,13 +96,20 @@ async def async_attach_trigger(
     @callback
     def check_numeric_state(entity_id, from_s, to_s):
         """Return True if criteria are now met."""
-        if to_s is None:
+        try:
+            return condition.async_numeric_state(
+                hass,
+                to_s,
+                below,
+                above,
+                value_template,
+                variables(entity_id),
+                attribute,
+            )
+        except exceptions.ConditionError as err:
+            _LOGGER.warning("%s", err)
             return False
 
-        return condition.async_numeric_state(
-            hass, to_s, below, above, value_template, variables(entity_id), attribute
-        )
-
     @callback
     def state_automation_listener(event):
         """Listen for state changes and calls action."""
diff --git a/homeassistant/exceptions.py b/homeassistant/exceptions.py
index e37f68a07bf..852795ebb4a 100644
--- a/homeassistant/exceptions.py
+++ b/homeassistant/exceptions.py
@@ -25,6 +25,10 @@ class TemplateError(HomeAssistantError):
         super().__init__(f"{exception.__class__.__name__}: {exception}")
 
 
+class ConditionError(HomeAssistantError):
+    """Error during condition evaluation."""
+
+
 class PlatformNotReady(HomeAssistantError):
     """Error to indicate that platform is not ready."""
 
diff --git a/homeassistant/helpers/condition.py b/homeassistant/helpers/condition.py
index 5ace4c91bcf..e47374a9d17 100644
--- a/homeassistant/helpers/condition.py
+++ b/homeassistant/helpers/condition.py
@@ -36,7 +36,7 @@ from homeassistant.const import (
     WEEKDAYS,
 )
 from homeassistant.core import HomeAssistant, State, callback
-from homeassistant.exceptions import HomeAssistantError, TemplateError
+from homeassistant.exceptions import ConditionError, HomeAssistantError, TemplateError
 import homeassistant.helpers.config_validation as cv
 from homeassistant.helpers.sun import get_astral_event_date
 from homeassistant.helpers.template import Template
@@ -204,11 +204,22 @@ def async_numeric_state(
     attribute: Optional[str] = None,
 ) -> bool:
     """Test a numeric state condition."""
+    if entity is None:
+        raise ConditionError("No entity specified")
+
     if isinstance(entity, str):
+        entity_id = entity
         entity = hass.states.get(entity)
 
-    if entity is None or (attribute is not None and attribute not in entity.attributes):
-        return False
+        if entity is None:
+            raise ConditionError(f"Unknown entity {entity_id}")
+    else:
+        entity_id = entity.entity_id
+
+    if attribute is not None and attribute not in entity.attributes:
+        raise ConditionError(
+            f"Attribute '{attribute}' (of entity {entity_id}) does not exist"
+        )
 
     value: Any = None
     if value_template is None:
@@ -222,30 +233,27 @@ def async_numeric_state(
         try:
             value = value_template.async_render(variables)
         except TemplateError as ex:
-            _LOGGER.error("Template error: %s", ex)
-            return False
+            raise ConditionError(f"Template error: {ex}") from ex
 
     if value in (STATE_UNAVAILABLE, STATE_UNKNOWN):
-        return False
+        raise ConditionError("State is not available")
 
     try:
         fvalue = float(value)
-    except ValueError:
-        _LOGGER.warning(
-            "Value cannot be processed as a number: %s (Offending entity: %s)",
-            entity,
-            value,
-        )
-        return False
+    except ValueError as ex:
+        raise ConditionError(
+            f"Entity {entity_id} state '{value}' cannot be processed as a number"
+        ) from ex
 
     if below is not None:
         if isinstance(below, str):
             below_entity = hass.states.get(below)
-            if (
-                not below_entity
-                or below_entity.state in (STATE_UNAVAILABLE, STATE_UNKNOWN)
-                or fvalue >= float(below_entity.state)
+            if not below_entity or below_entity.state in (
+                STATE_UNAVAILABLE,
+                STATE_UNKNOWN,
             ):
+                raise ConditionError(f"The below entity {below} is not available")
+            if fvalue >= float(below_entity.state):
                 return False
         elif fvalue >= below:
             return False
@@ -253,11 +261,12 @@ def async_numeric_state(
     if above is not None:
         if isinstance(above, str):
             above_entity = hass.states.get(above)
-            if (
-                not above_entity
-                or above_entity.state in (STATE_UNAVAILABLE, STATE_UNKNOWN)
-                or fvalue <= float(above_entity.state)
+            if not above_entity or above_entity.state in (
+                STATE_UNAVAILABLE,
+                STATE_UNKNOWN,
             ):
+                raise ConditionError(f"The above entity {above} is not available")
+            if fvalue <= float(above_entity.state):
                 return False
         elif fvalue <= above:
             return False
diff --git a/homeassistant/helpers/script.py b/homeassistant/helpers/script.py
index 60a1be6103a..8706f765b50 100644
--- a/homeassistant/helpers/script.py
+++ b/homeassistant/helpers/script.py
@@ -519,7 +519,12 @@ class _ScriptRun:
             CONF_ALIAS, self._action[CONF_CONDITION]
         )
         cond = await self._async_get_condition(self._action)
-        check = cond(self._hass, self._variables)
+        try:
+            check = cond(self._hass, self._variables)
+        except exceptions.ConditionError as ex:
+            _LOGGER.warning("Error in 'condition' evaluation: %s", ex)
+            check = False
+
         self._log("Test condition %s: %s", self._script.last_action, check)
         if not check:
             raise _StopScript
@@ -570,10 +575,15 @@ class _ScriptRun:
             ]
             for iteration in itertools.count(1):
                 set_repeat_var(iteration)
-                if self._stop.is_set() or not all(
-                    cond(self._hass, self._variables) for cond in conditions
-                ):
+                try:
+                    if self._stop.is_set() or not all(
+                        cond(self._hass, self._variables) for cond in conditions
+                    ):
+                        break
+                except exceptions.ConditionError as ex:
+                    _LOGGER.warning("Error in 'while' evaluation: %s", ex)
                     break
+
                 await async_run_sequence(iteration)
 
         elif CONF_UNTIL in repeat:
@@ -583,9 +593,13 @@ class _ScriptRun:
             for iteration in itertools.count(1):
                 set_repeat_var(iteration)
                 await async_run_sequence(iteration)
-                if self._stop.is_set() or all(
-                    cond(self._hass, self._variables) for cond in conditions
-                ):
+                try:
+                    if self._stop.is_set() or all(
+                        cond(self._hass, self._variables) for cond in conditions
+                    ):
+                        break
+                except exceptions.ConditionError as ex:
+                    _LOGGER.warning("Error in 'until' evaluation: %s", ex)
                     break
 
         if saved_repeat_vars:
@@ -599,9 +613,14 @@ class _ScriptRun:
         choose_data = await self._script._async_get_choose_data(self._step)
 
         for conditions, script in choose_data["choices"]:
-            if all(condition(self._hass, self._variables) for condition in conditions):
-                await self._async_run_script(script)
-                return
+            try:
+                if all(
+                    condition(self._hass, self._variables) for condition in conditions
+                ):
+                    await self._async_run_script(script)
+                    return
+            except exceptions.ConditionError as ex:
+                _LOGGER.warning("Error in 'choose' evaluation: %s", ex)
 
         if choose_data["default"]:
             await self._async_run_script(choose_data["default"])
diff --git a/tests/components/automation/test_init.py b/tests/components/automation/test_init.py
index c31af555e32..0dbc4b2cc69 100644
--- a/tests/components/automation/test_init.py
+++ b/tests/components/automation/test_init.py
@@ -162,18 +162,20 @@ async def test_trigger_service_ignoring_condition(hass, calls):
                 "alias": "test",
                 "trigger": [{"platform": "event", "event_type": "test_event"}],
                 "condition": {
-                    "condition": "state",
+                    "condition": "numeric_state",
                     "entity_id": "non.existing",
-                    "state": "beer",
+                    "above": "1",
                 },
                 "action": {"service": "test.automation"},
             }
         },
     )
 
-    hass.bus.async_fire("test_event")
-    await hass.async_block_till_done()
-    assert len(calls) == 0
+    with patch("homeassistant.components.automation.LOGGER.warning") as logwarn:
+        hass.bus.async_fire("test_event")
+        await hass.async_block_till_done()
+        assert len(calls) == 0
+        assert len(logwarn.mock_calls) == 1
 
     await hass.services.async_call(
         "automation", "trigger", {"entity_id": "automation.test"}, blocking=True
diff --git a/tests/components/homeassistant/triggers/test_numeric_state.py b/tests/components/homeassistant/triggers/test_numeric_state.py
index b9696fffe06..979c5bad5d7 100644
--- a/tests/components/homeassistant/triggers/test_numeric_state.py
+++ b/tests/components/homeassistant/triggers/test_numeric_state.py
@@ -572,6 +572,32 @@ async def test_if_not_fires_if_entity_not_match(hass, calls, below):
     assert len(calls) == 0
 
 
+async def test_if_not_fires_and_warns_if_below_entity_unknown(hass, calls):
+    """Test if warns with unknown below entity."""
+    assert await async_setup_component(
+        hass,
+        automation.DOMAIN,
+        {
+            automation.DOMAIN: {
+                "trigger": {
+                    "platform": "numeric_state",
+                    "entity_id": "test.entity",
+                    "below": "input_number.unknown",
+                },
+                "action": {"service": "test.automation"},
+            }
+        },
+    )
+
+    with patch(
+        "homeassistant.components.homeassistant.triggers.numeric_state._LOGGER.warning"
+    ) as logwarn:
+        hass.states.async_set("test.entity", 1)
+        await hass.async_block_till_done()
+        assert len(calls) == 0
+        assert len(logwarn.mock_calls) == 1
+
+
 @pytest.mark.parametrize("below", (10, "input_number.value_10"))
 async def test_if_fires_on_entity_change_below_with_attribute(hass, calls, below):
     """Test attributes change."""
diff --git a/tests/helpers/test_condition.py b/tests/helpers/test_condition.py
index fe2a9aa4406..5c388aa6db4 100644
--- a/tests/helpers/test_condition.py
+++ b/tests/helpers/test_condition.py
@@ -4,7 +4,7 @@ from unittest.mock import patch
 
 import pytest
 
-from homeassistant.exceptions import HomeAssistantError
+from homeassistant.exceptions import ConditionError, HomeAssistantError
 from homeassistant.helpers import condition
 from homeassistant.helpers.template import Template
 from homeassistant.setup import async_setup_component
@@ -338,8 +338,8 @@ async def test_time_using_input_datetime(hass):
     assert not condition.time(hass, before="input_datetime.not_existing")
 
 
-async def test_if_numeric_state_not_raise_on_unavailable(hass):
-    """Test numeric_state doesn't raise on unavailable/unknown state."""
+async def test_if_numeric_state_raises_on_unavailable(hass):
+    """Test numeric_state raises on unavailable/unknown state."""
     test = await condition.async_from_config(
         hass,
         {"condition": "numeric_state", "entity_id": "sensor.temperature", "below": 42},
@@ -347,11 +347,13 @@ async def test_if_numeric_state_not_raise_on_unavailable(hass):
 
     with patch("homeassistant.helpers.condition._LOGGER.warning") as logwarn:
         hass.states.async_set("sensor.temperature", "unavailable")
-        assert not test(hass)
+        with pytest.raises(ConditionError):
+            test(hass)
         assert len(logwarn.mock_calls) == 0
 
         hass.states.async_set("sensor.temperature", "unknown")
-        assert not test(hass)
+        with pytest.raises(ConditionError):
+            test(hass)
         assert len(logwarn.mock_calls) == 0
 
 
@@ -550,6 +552,108 @@ async def test_state_using_input_entities(hass):
     assert test(hass)
 
 
+async def test_numeric_state_raises(hass):
+    """Test that numeric_state raises ConditionError on errors."""
+    # Unknown entity_id
+    with pytest.raises(ConditionError, match="Unknown entity"):
+        test = await condition.async_from_config(
+            hass,
+            {
+                "condition": "numeric_state",
+                "entity_id": "sensor.temperature_unknown",
+                "above": 0,
+            },
+        )
+
+        assert test(hass)
+
+    # Unknown attribute
+    with pytest.raises(ConditionError, match=r"Attribute .* does not exist"):
+        test = await condition.async_from_config(
+            hass,
+            {
+                "condition": "numeric_state",
+                "entity_id": "sensor.temperature",
+                "attribute": "temperature",
+                "above": 0,
+            },
+        )
+
+        hass.states.async_set("sensor.temperature", 50)
+        test(hass)
+
+    # Template error
+    with pytest.raises(ConditionError, match="ZeroDivisionError"):
+        test = await condition.async_from_config(
+            hass,
+            {
+                "condition": "numeric_state",
+                "entity_id": "sensor.temperature",
+                "value_template": "{{ 1 / 0 }}",
+                "above": 0,
+            },
+        )
+
+        hass.states.async_set("sensor.temperature", 50)
+        test(hass)
+
+    # Unavailable state
+    with pytest.raises(ConditionError, match="State is not available"):
+        test = await condition.async_from_config(
+            hass,
+            {
+                "condition": "numeric_state",
+                "entity_id": "sensor.temperature",
+                "above": 0,
+            },
+        )
+
+        hass.states.async_set("sensor.temperature", "unavailable")
+        test(hass)
+
+    # Bad number
+    with pytest.raises(ConditionError, match="cannot be processed as a number"):
+        test = await condition.async_from_config(
+            hass,
+            {
+                "condition": "numeric_state",
+                "entity_id": "sensor.temperature",
+                "above": 0,
+            },
+        )
+
+        hass.states.async_set("sensor.temperature", "fifty")
+        test(hass)
+
+    # Below entity missing
+    with pytest.raises(ConditionError, match="below entity"):
+        test = await condition.async_from_config(
+            hass,
+            {
+                "condition": "numeric_state",
+                "entity_id": "sensor.temperature",
+                "below": "input_number.missing",
+            },
+        )
+
+        hass.states.async_set("sensor.temperature", 50)
+        test(hass)
+
+    # Above entity missing
+    with pytest.raises(ConditionError, match="above entity"):
+        test = await condition.async_from_config(
+            hass,
+            {
+                "condition": "numeric_state",
+                "entity_id": "sensor.temperature",
+                "above": "input_number.missing",
+            },
+        )
+
+        hass.states.async_set("sensor.temperature", 50)
+        test(hass)
+
+
 async def test_numeric_state_multiple_entities(hass):
     """Test with multiple entities in condition."""
     test = await condition.async_from_config(
@@ -660,12 +764,14 @@ async def test_numeric_state_using_input_number(hass):
     )
     assert test(hass)
 
-    assert not condition.async_numeric_state(
-        hass, entity="sensor.temperature", below="input_number.not_exist"
-    )
-    assert not condition.async_numeric_state(
-        hass, entity="sensor.temperature", above="input_number.not_exist"
-    )
+    with pytest.raises(ConditionError):
+        condition.async_numeric_state(
+            hass, entity="sensor.temperature", below="input_number.not_exist"
+        )
+    with pytest.raises(ConditionError):
+        condition.async_numeric_state(
+            hass, entity="sensor.temperature", above="input_number.not_exist"
+        )
 
 
 async def test_zone_multiple_entities(hass):
diff --git a/tests/helpers/test_script.py b/tests/helpers/test_script.py
index 65d8b442bf0..003e903de14 100644
--- a/tests/helpers/test_script.py
+++ b/tests/helpers/test_script.py
@@ -990,6 +990,32 @@ async def test_wait_for_trigger_generated_exception(hass, caplog):
     assert "something bad" in caplog.text
 
 
+async def test_condition_warning(hass):
+    """Test warning on condition."""
+    event = "test_event"
+    events = async_capture_events(hass, event)
+    sequence = cv.SCRIPT_SCHEMA(
+        [
+            {"event": event},
+            {
+                "condition": "numeric_state",
+                "entity_id": "test.entity",
+                "above": 0,
+            },
+            {"event": event},
+        ]
+    )
+    script_obj = script.Script(hass, sequence, "Test Name", "test_domain")
+
+    hass.states.async_set("test.entity", "string")
+    with patch("homeassistant.helpers.script._LOGGER.warning") as logwarn:
+        await script_obj.async_run(context=Context())
+        await hass.async_block_till_done()
+        assert len(logwarn.mock_calls) == 1
+
+    assert len(events) == 1
+
+
 async def test_condition_basic(hass):
     """Test if we can use conditions in a script."""
     event = "test_event"
@@ -1100,6 +1126,44 @@ async def test_repeat_count(hass):
         assert event.data.get("last") == (index == count - 1)
 
 
+@pytest.mark.parametrize("condition", ["while", "until"])
+async def test_repeat_condition_warning(hass, condition):
+    """Test warning on repeat conditions."""
+    event = "test_event"
+    events = async_capture_events(hass, event)
+    count = 0 if condition == "while" else 1
+
+    sequence = {
+        "repeat": {
+            "sequence": [
+                {
+                    "event": event,
+                },
+            ],
+        }
+    }
+    sequence["repeat"][condition] = {
+        "condition": "numeric_state",
+        "entity_id": "sensor.test",
+        "value_template": "{{ unassigned_variable }}",
+        "above": "0",
+    }
+
+    script_obj = script.Script(
+        hass, cv.SCRIPT_SCHEMA(sequence), f"Test {condition}", "test_domain"
+    )
+
+    # wait_started = async_watch_for_action(script_obj, "wait")
+    hass.states.async_set("sensor.test", "1")
+
+    with patch("homeassistant.helpers.script._LOGGER.warning") as logwarn:
+        hass.async_create_task(script_obj.async_run(context=Context()))
+        await asyncio.wait_for(hass.async_block_till_done(), 1)
+        assert len(logwarn.mock_calls) == 1
+
+    assert len(events) == count
+
+
 @pytest.mark.parametrize("condition", ["while", "until"])
 @pytest.mark.parametrize("direct_template", [False, True])
 async def test_repeat_conditional(hass, condition, direct_template):
@@ -1305,6 +1369,51 @@ async def test_repeat_nested(hass, variables, first_last, inside_x):
         }
 
 
+async def test_choose_warning(hass):
+    """Test warning on choose."""
+    event = "test_event"
+    events = async_capture_events(hass, event)
+
+    sequence = cv.SCRIPT_SCHEMA(
+        {
+            "choose": [
+                {
+                    "conditions": {
+                        "condition": "numeric_state",
+                        "entity_id": "test.entity",
+                        "value_template": "{{ undefined_a + undefined_b }}",
+                        "above": 1,
+                    },
+                    "sequence": {"event": event, "event_data": {"choice": "first"}},
+                },
+                {
+                    "conditions": {
+                        "condition": "numeric_state",
+                        "entity_id": "test.entity",
+                        "value_template": "{{ 'string' }}",
+                        "above": 2,
+                    },
+                    "sequence": {"event": event, "event_data": {"choice": "second"}},
+                },
+            ],
+            "default": {"event": event, "event_data": {"choice": "default"}},
+        }
+    )
+    script_obj = script.Script(hass, sequence, "Test Name", "test_domain")
+
+    hass.states.async_set("test.entity", "9")
+    await hass.async_block_till_done()
+
+    with patch("homeassistant.helpers.script._LOGGER.warning") as logwarn:
+        await script_obj.async_run(context=Context())
+        await hass.async_block_till_done()
+        print(logwarn.mock_calls)
+        assert len(logwarn.mock_calls) == 2
+
+    assert len(events) == 1
+    assert events[0].data["choice"] == "default"
+
+
 @pytest.mark.parametrize("var,result", [(1, "first"), (2, "second"), (3, "default")])
 async def test_choose(hass, var, result):
     """Test choose action."""