diff --git a/tools/run_tests/artifacts/build_artifact_python.sh b/tools/run_tests/artifacts/build_artifact_python.sh
index 2a84f1949aec7..6a6b07911249b 100755
--- a/tools/run_tests/artifacts/build_artifact_python.sh
+++ b/tools/run_tests/artifacts/build_artifact_python.sh
@@ -167,7 +167,7 @@ then
   "${PYTHON}" -m pip install virtualenv
   "${PYTHON}" -m virtualenv venv || { "${PYTHON}" -m pip install virtualenv==20.0.23 && "${PYTHON}" -m virtualenv venv; }
   # Ensure the generated artifacts are valid using "twine check"
-  venv/bin/python -m pip install "twine<=2.0" "readme_renderer<40.0"
+  venv/bin/python -m pip install "twine==5.0.0" "readme_renderer<40.0"
   venv/bin/python -m twine check dist/* tools/distrib/python/grpcio_tools/dist/*
   if [ "$GRPC_BUILD_MAC" == "" ]; then
     venv/bin/python -m twine check src/python/grpcio_observability/dist/*