Forward exception information to resources registered in a context

CHANGES.rst

@@ -22,6 +22,8 @@ Unreleased
 -   Show correct auto complete value for nargs option in combination with flag option :issue:`2813`
 -   Fix handling of quoted and escaped parameters in Fish autocompletion. :issue:`2995` :pr:`3013`
 -   Lazily import ``shutil``. :pr:`3023`
+-   Properly forward exception information to resources registered with
+    ``click.core.Context.with_resource()``. :issue:`2447` :pr:`3058`
 
 Version 8.2.2
 -------------

src/click/core.py

@@ -483,12 +483,15 @@ def __exit__(
         exc_type: type[BaseException] | None,
         exc_value: BaseException | None,
         tb: TracebackType | None,
-    ) -> None:
+    ) -> bool | None:
         self._depth -= 1
+        exit_result: bool | None = None
         if self._depth == 0:
-            self.close()
+            exit_result = self._close_with_exception_info(exc_type, exc_value, tb)
         pop_context()
 
+        return exit_result
+
     @contextmanager
     def scope(self, cleanup: bool = True) -> cabc.Iterator[Context]:
         """This helper method can be used with the context object to promote
@@ -615,10 +618,26 @@ def close(self) -> None:
         :meth:`call_on_close`, and exit all context managers entered
         with :meth:`with_resource`.
         """
-        self._exit_stack.close()
+        self._close_with_exception_info(None, None, None)
+
+    def _close_with_exception_info(
+        self,
+        exc_type: type[BaseException] | None,
+        exc_value: BaseException | None,
+        tb: TracebackType | None,
+    ) -> bool | None:
+        """Unwind the exit stack by calling its :meth:`__exit__` providing the exception
+        information to allow for exception handling by the various resources registered
+        using :meth;`with_resource`
+
+        :return: Whatever ``exit_stack.__exit__()`` returns.
+        """
+        exit_result = self._exit_stack.__exit__(exc_type, exc_value, tb)
         # In case the context is reused, create a new exit stack.
         self._exit_stack = ExitStack()
 
+        return exit_result
+
     @property
     def command_path(self) -> str:
         """The computed command path.  This is used for the ``usage``

tests/test_context.py

@@ -1,5 +1,7 @@
 import logging
+from contextlib import AbstractContextManager
 from contextlib import contextmanager
+from types import TracebackType
 
 import pytest
 
@@ -423,6 +425,131 @@ def manager():
     assert rv == [0]
 
 
+def test_with_resource_exception() -> None:
+    class TestContext(AbstractContextManager[list[int]]):
+        _handle_exception: bool
+        _base_val: int
+        val: list[int]
+
+        def __init__(self, base_val: int = 1, *, handle_exception: bool = True) -> None:
+            self._handle_exception = handle_exception
+            self._base_val = base_val
+
+        def __enter__(self) -> list[int]:
+            self.val = [self._base_val]
+            return self.val
+
+        def __exit__(
+            self,
+            exc_type: type[BaseException] | None,
+            exc_value: BaseException | None,
+            traceback: TracebackType | None,
+        ) -> bool | None:
+            if not exc_type:
+                self.val[0] = self._base_val - 1
+                return None
+
+            self.val[0] = self._base_val + 1
+            return self._handle_exception
+
+    class TestException(Exception):
+        pass
+
+    ctx = click.Context(click.Command("test"))
+
+    base_val = 1
+
+    with ctx.scope():
+        rv = ctx.with_resource(TestContext(base_val=base_val))
+        assert rv[0] == base_val
+
+    assert rv == [base_val - 1]
+
+    with ctx.scope():
+        rv = ctx.with_resource(TestContext(base_val=base_val))
+        raise TestException()
+
+    assert rv == [base_val + 1]
+
+    with pytest.raises(TestException):
+        with ctx.scope():
+            rv = ctx.with_resource(
+                TestContext(base_val=base_val, handle_exception=False)
+            )
+            raise TestException()
+
+
+def test_with_resource_nested_exception() -> None:
+    class TestContext(AbstractContextManager[list[int]]):
+        _handle_exception: bool
+        _base_val: int
+        val: list[int]
+
+        def __init__(self, base_val: int = 1, *, handle_exception: bool = True) -> None:
+            self._handle_exception = handle_exception
+            self._base_val = base_val
+
+        def __enter__(self) -> list[int]:
+            self.val = [self._base_val]
+            return self.val
+
+        def __exit__(
+            self,
+            exc_type: type[BaseException] | None,
+            exc_value: BaseException | None,
+            traceback: TracebackType | None,
+        ) -> bool | None:
+            if not exc_type:
+                self.val[0] = self._base_val - 1
+                return None
+
+            self.val[0] = self._base_val + 1
+            return self._handle_exception
+
+    class TestException(Exception):
+        pass
+
+    ctx = click.Context(click.Command("test"))
+    base_val = 1
+    base_val_nested = 11
+
+    with ctx.scope():
+        rv = ctx.with_resource(TestContext(base_val=base_val))
+        rv_nested = ctx.with_resource(TestContext(base_val=base_val_nested))
+        assert rv[0] == base_val
+        assert rv_nested[0] == base_val_nested
+
+    assert rv == [base_val - 1]
+    assert rv_nested == [base_val_nested - 1]
+
+    with ctx.scope():
+        rv = ctx.with_resource(TestContext(base_val=base_val))
+        rv_nested = ctx.with_resource(TestContext(base_val=base_val_nested))
+        raise TestException()
+
+    # If one of the context "eats" the exceptions they will not be forwarded to other
+    # parts. This is due to how ExitStack unwinding works
+    assert rv_nested == [base_val_nested + 1]
+    assert rv == [base_val - 1]
+
+    with ctx.scope():
+        rv = ctx.with_resource(TestContext(base_val=base_val))
+        rv_nested = ctx.with_resource(
+            TestContext(base_val=base_val_nested, handle_exception=False)
+        )
+        raise TestException()
+
+    assert rv_nested == [base_val_nested + 1]
+    assert rv == [base_val + 1]
+
+    with pytest.raises(TestException):
+        rv = ctx.with_resource(TestContext(base_val=base_val, handle_exception=False))
+        rv_nested = ctx.with_resource(
+            TestContext(base_val=base_val_nested, handle_exception=False)
+        )
+        raise TestException()
+
+
 def test_make_pass_decorator_args(runner):
     """
     Test to check that make_pass_decorator doesn't consume arguments based on