diff --git a/setup.py b/setup.py
index bf013dd4944..184d5457f1a 100644
--- a/setup.py
+++ b/setup.py
@@ -102,6 +102,7 @@ CLASSIFIERS = [
     'Programming Language :: Python :: 3.6',
     'Programming Language :: Python :: 3.7',
     'Programming Language :: Python :: 3.8',
+    'Programming Language :: Python :: 3.9',
     'License :: OSI Approved :: Apache Software License',
 ]
 
diff --git a/src/python/grpcio_channelz/setup.py b/src/python/grpcio_channelz/setup.py
index f293ff9798f..678b5ef13f3 100644
--- a/src/python/grpcio_channelz/setup.py
+++ b/src/python/grpcio_channelz/setup.py
@@ -55,6 +55,7 @@ CLASSIFIERS = [
     'Programming Language :: Python :: 3.6',
     'Programming Language :: Python :: 3.7',
     'Programming Language :: Python :: 3.8',
+    'Programming Language :: Python :: 3.9',
     'License :: OSI Approved :: Apache Software License',
 ]
 
diff --git a/src/python/grpcio_health_checking/setup.py b/src/python/grpcio_health_checking/setup.py
index 62cb47004e4..fa1fbbd55ad 100644
--- a/src/python/grpcio_health_checking/setup.py
+++ b/src/python/grpcio_health_checking/setup.py
@@ -54,6 +54,7 @@ CLASSIFIERS = [
     'Programming Language :: Python :: 3.6',
     'Programming Language :: Python :: 3.7',
     'Programming Language :: Python :: 3.8',
+    'Programming Language :: Python :: 3.9',
     'License :: OSI Approved :: Apache Software License',
 ]
 
diff --git a/src/python/grpcio_reflection/setup.py b/src/python/grpcio_reflection/setup.py
index ffb1177e3b9..2d0a3fcdaaf 100644
--- a/src/python/grpcio_reflection/setup.py
+++ b/src/python/grpcio_reflection/setup.py
@@ -55,6 +55,7 @@ CLASSIFIERS = [
     'Programming Language :: Python :: 3.6',
     'Programming Language :: Python :: 3.7',
     'Programming Language :: Python :: 3.8',
+    'Programming Language :: Python :: 3.9',
     'License :: OSI Approved :: Apache Software License',
 ]
 
diff --git a/src/python/grpcio_status/setup.py b/src/python/grpcio_status/setup.py
index bfedcabe00b..eb49069c34f 100644
--- a/src/python/grpcio_status/setup.py
+++ b/src/python/grpcio_status/setup.py
@@ -54,6 +54,7 @@ CLASSIFIERS = [
     'Programming Language :: Python :: 3.6',
     'Programming Language :: Python :: 3.7',
     'Programming Language :: Python :: 3.8',
+    'Programming Language :: Python :: 3.9',
     'License :: OSI Approved :: Apache Software License',
 ]
 
diff --git a/tools/internal_ci/helper_scripts/install_python38.ps1 b/tools/internal_ci/helper_scripts/install_python_interpreters.ps1
similarity index 81%
rename from tools/internal_ci/helper_scripts/install_python38.ps1
rename to tools/internal_ci/helper_scripts/install_python_interpreters.ps1
index 26d8ed8bdc0..f00317518f9 100644
--- a/tools/internal_ci/helper_scripts/install_python38.ps1
+++ b/tools/internal_ci/helper_scripts/install_python_interpreters.ps1
@@ -35,7 +35,7 @@ function Install-Python {
     Write-Host "Python installer $PythonInstallerPath validated."
 
     # Installs Python
-    & $PythonInstallerPath /quiet InstallAllUsers=1 PrependPath=1 Include_test=0 TargetDir=$PythonInstallPath
+    & $PythonInstallerPath /passive InstallAllUsers=1 PrependPath=1 Include_test=0 TargetDir=$PythonInstallPath
     if (-Not $?) {
         throw "The Python installation exited with error!"
     }
@@ -61,6 +61,7 @@ function Install-Python {
     Write-Host "Python $PythonVersion installed by $PythonInstaller at $PythonInstallPath."
 }
 
+# Python 3.8
 $Python38x86Config = @{
     PythonVersion = "3.8.0"
     PythonInstaller = "python-3.8.0"
@@ -76,3 +77,20 @@ $Python38x64Config = @{
     PythonInstallerHash = "29ea87f24c32f5e924b7d63f8a08ee8d"
 }
 Install-Python @Python38x64Config
+
+# Python 3.9
+$Python39x86Config = @{
+    PythonVersion = "3.9.0"
+    PythonInstaller = "python-3.9.0"
+    PythonInstallPath = "C:\Python39_32bit"
+    PythonInstallerHash = "4a2812db8ab9f2e522c96c7728cfcccb"
+}
+# Install-Python @Python39x86Config
+
+$Python39x64Config = @{
+    PythonVersion = "3.9.0"
+    PythonInstaller = "python-3.9.0-amd64"
+    PythonInstallPath = "C:\Python39"
+    PythonInstallerHash = "b61a33dc28f13b561452f3089c87eb63"
+}
+# Install-Python @Python39x64Config
diff --git a/tools/internal_ci/helper_scripts/prepare_build_macos_rc b/tools/internal_ci/helper_scripts/prepare_build_macos_rc
index a52c2e6dbb9..207a19c94e4 100644
--- a/tools/internal_ci/helper_scripts/prepare_build_macos_rc
+++ b/tools/internal_ci/helper_scripts/prepare_build_macos_rc
@@ -94,14 +94,17 @@ then
   brew update-reset
   brew upgrade coreutils
 
-  # Install Python 3.7 and Python 3.8
+  # Install Python 3.7, 3.8, 3.9
   time curl -O https://www.python.org/ftp/python/3.7.0/python-3.7.0-macosx10.9.pkg
   time curl -O https://www.python.org/ftp/python/3.8.0/python-3.8.0-macosx10.9.pkg
+  time curl -O https://www.python.org/ftp/python/3.9.0/python-3.9.0-macosx10.9.pkg
   echo "ae0717a02efea3b0eb34aadc680dc498 python-3.7.0-macosx10.9.pkg" > /tmp/python_installer_checksum.md5
   echo "f5f9ae9f416170c6355cab7256bb75b5 python-3.8.0-macosx10.9.pkg" >> /tmp/python_installer_checksum.md5
+  echo "16ca86fa3467e75bade26b8a9703c27f python-3.9.0-macosx10.9.pkg" >> /tmp/python_installer_checksum.md5
   md5sum -c /tmp/python_installer_checksum.md5
   time sudo installer -pkg ./python-3.7.0-macosx10.9.pkg -target /
   time sudo installer -pkg ./python-3.8.0-macosx10.9.pkg -target /
+  time sudo installer -pkg ./python-3.9.0-macosx10.9.pkg -target /
 fi
 
 if [ "${PREPARE_BUILD_INSTALL_DEPS_CSHARP}" == "true" ]
diff --git a/tools/internal_ci/helper_scripts/prepare_build_windows.bat b/tools/internal_ci/helper_scripts/prepare_build_windows.bat
index f3b2fb6dde9..df2b724fbb7 100644
--- a/tools/internal_ci/helper_scripts/prepare_build_windows.bat
+++ b/tools/internal_ci/helper_scripts/prepare_build_windows.bat
@@ -36,10 +36,10 @@ python -m pip install google-api-python-client || goto :error
 powershell -File src\csharp\install_dotnet_sdk.ps1 || goto :error
 set PATH=%LOCALAPPDATA%\Microsoft\dotnet;%PATH%
 
-@rem Install Python 3.8.0
+@rem Install Python interpreters
 @rem NOTE(lidiz): Python installer process may live longer than expected, and
 @rem has other side effects. It needs to be installed last to reduce impact.
-powershell -File tools\internal_ci\helper_scripts\install_python38.ps1 || goto :error
+powershell -File tools\internal_ci\helper_scripts\install_python_interpreters.ps1 || goto :error
 
 @rem Disable some unwanted dotnet options
 set NUGET_XMLDOC_MODE=skip
diff --git a/tools/internal_ci/macos/grpc_build_artifacts.sh b/tools/internal_ci/macos/grpc_build_artifacts.sh
index 878d30dc12b..76ff43d3101 100755
--- a/tools/internal_ci/macos/grpc_build_artifacts.sh
+++ b/tools/internal_ci/macos/grpc_build_artifacts.sh
@@ -29,6 +29,7 @@ python3.5 -m pip install -U cython setuptools==44.1.1 wheel --user
 python3.6 -m pip install -U cython setuptools==44.1.1 wheel --user
 python3.7 -m pip install -U cython setuptools==44.1.1 wheel --user
 python3.8 -m pip install -U cython setuptools==44.1.1 wheel --user
+python3.9 -m pip install -U cython setuptools==44.1.1 wheel --user
 
 # needed to build ruby artifacts
 time bash tools/distrib/build_ruby_environment_macos.sh
diff --git a/tools/run_tests/artifacts/artifact_targets.py b/tools/run_tests/artifacts/artifact_targets.py
index fbf46b70374..3680e44cb5d 100644
--- a/tools/run_tests/artifacts/artifact_targets.py
+++ b/tools/run_tests/artifacts/artifact_targets.py
@@ -360,6 +360,7 @@ def targets():
         PythonArtifact('manylinux2014', 'x86', 'cp36-cp36m'),
         PythonArtifact('manylinux2014', 'x86', 'cp37-cp37m'),
         PythonArtifact('manylinux2014', 'x86', 'cp38-cp38'),
+        PythonArtifact('manylinux2014', 'x86', 'cp39-cp39'),
         PythonArtifact('manylinux2010', 'x64', 'cp27-cp27m'),
         PythonArtifact('manylinux2010', 'x64', 'cp27-cp27mu'),
         PythonArtifact('manylinux2010', 'x64', 'cp35-cp35m'),
@@ -372,6 +373,7 @@ def targets():
         PythonArtifact('manylinux2010', 'x86', 'cp36-cp36m'),
         PythonArtifact('manylinux2010', 'x86', 'cp37-cp37m'),
         PythonArtifact('manylinux2010', 'x86', 'cp38-cp38'),
+        PythonArtifact('manylinux2010', 'x86', 'cp39-cp39'),
         PythonArtifact('linux_extra', 'armv7', '2.7'),
         PythonArtifact('linux_extra', 'armv7', '3.5'),
         PythonArtifact('linux_extra', 'armv7', '3.6'),
@@ -383,16 +385,21 @@ def targets():
         PythonArtifact('macos', 'x64', 'python3.6'),
         PythonArtifact('macos', 'x64', 'python3.7'),
         PythonArtifact('macos', 'x64', 'python3.8'),
+        PythonArtifact('macos', 'x64', 'python3.9'),
         PythonArtifact('windows', 'x86', 'Python27_32bit'),
         PythonArtifact('windows', 'x86', 'Python35_32bit'),
         PythonArtifact('windows', 'x86', 'Python36_32bit'),
         PythonArtifact('windows', 'x86', 'Python37_32bit'),
         PythonArtifact('windows', 'x86', 'Python38_32bit'),
+        # TODO(lidiz) uncomment if Python39 installs stably.
+        # PythonArtifact('windows', 'x86', 'Python39_32bit'),
         PythonArtifact('windows', 'x64', 'Python27'),
         PythonArtifact('windows', 'x64', 'Python35'),
         PythonArtifact('windows', 'x64', 'Python36'),
         PythonArtifact('windows', 'x64', 'Python37'),
         PythonArtifact('windows', 'x64', 'Python38'),
+        # TODO(lidiz) uncomment if Python39 installs stably.
+        # PythonArtifact('windows', 'x64', 'Python39'),
         RubyArtifact('linux', 'x64'),
         RubyArtifact('macos', 'x64'),
         PHPArtifact('linux', 'x64')
diff --git a/tools/run_tests/artifacts/build_artifact_python.sh b/tools/run_tests/artifacts/build_artifact_python.sh
index bf8b5ac6d95..7a342ec4ee3 100755
--- a/tools/run_tests/artifacts/build_artifact_python.sh
+++ b/tools/run_tests/artifacts/build_artifact_python.sh
@@ -137,6 +137,7 @@ then
 fi
 
 # Ensure the generated artifacts are valid.
+"${PYTHON}" -m pip install virtualenv
 "${PYTHON}" -m virtualenv venv || { "${PYTHON}" -m pip install virtualenv==16.7.9 && "${PYTHON}" -m virtualenv venv; }
 venv/bin/python -m pip install "twine<=2.0"
 venv/bin/python -m twine check dist/* tools/distrib/python/grpcio_tools/dist/*