diff --git a/Lib/test/test_doctest3.py b/Lib/test/test_doctest3.py
new file mode 100644
index 00000000000000..95ea38201b06fe
--- /dev/null
+++ b/Lib/test/test_doctest3.py
@@ -0,0 +1,16 @@
+import unittest
+import io
+import contextlib
+import doctest
+
+class TestDoctest(unittest.TestCase):
+    def test_syntax_error(self):
+        f = io.StringIO()
+        with contextlib.redirect_stdout(f):
+            doctest.run_docstring_examples('>>> 1 1', globals())
+        self.assertIn('''
+        1 1
+        ^^^
+    SyntaxError: invalid syntax. Perhaps you forgot a comma?''',
+        f.getvalue())
+
diff --git a/Misc/NEWS.d/next/Library/2021-09-26-09-56-46.bpo-45249.RG5p25.rst b/Misc/NEWS.d/next/Library/2021-09-26-09-56-46.bpo-45249.RG5p25.rst
new file mode 100644
index 00000000000000..871de19a86d14d
--- /dev/null
+++ b/Misc/NEWS.d/next/Library/2021-09-26-09-56-46.bpo-45249.RG5p25.rst
@@ -0,0 +1,2 @@
+Added regression test for caret indicators of :exc:`SyntaxError` errors
+in :mod:`doctest`.