diff --git a/manifests/p/Python/Python/2/2.7.18/Python.Python.2.installer.yaml b/manifests/p/Python/Python/2/2.7.18/Python.Python.2.installer.yaml
new file mode 100644
index 000000000..cb1777d22
--- /dev/null
+++ b/manifests/p/Python/Python/2/2.7.18/Python.Python.2.installer.yaml
@@ -0,0 +1,19 @@
+# yaml-language-server: $schema=https://aka.ms/winget-manifest.installer.1.0.0.schema.json
+PackageIdentifier: Python.Python.2
+PackageVersion: 2.7.18
+FileExtensions:
+- py
+- pyw
+- pyc
+- pyo
+InstallerType: msi
+Installers:
+- Architecture: x64
+  InstallerUrl: https://www.python.org/ftp/python/2.7.18/python-2.7.18.amd64.msi
+  InstallerSha256: B74A3AFA1E0BF2A6FC566A7B70D15C9BFABBA3756FB077797D16FFFA27800C05
+- Architecture: x86
+  InstallerUrl: https://www.python.org/ftp/python/2.7.18/python-2.7.18.msi
+  InstallerSha256: D901802E90026E9BAD76B8A81F8DD7E43C7D7E8269D9281C9E9DF7A9C40480A9
+ManifestType: installer
+ManifestVersion: 1.0.0
+
diff --git a/manifests/p/Python/Python/2/2.7.18/Python.Python.2.locale.en-US.yaml b/manifests/p/Python/Python/2/2.7.18/Python.Python.2.locale.en-US.yaml
new file mode 100644
index 000000000..5cab1e3e2
--- /dev/null
+++ b/manifests/p/Python/Python/2/2.7.18/Python.Python.2.locale.en-US.yaml
@@ -0,0 +1,20 @@
+# yaml-language-server: $schema=https://aka.ms/winget-manifest.defaultLocale.1.0.0.schema.json
+PackageIdentifier: Python.Python.2
+PackageVersion: 2.7.18
+PackageLocale: en-US
+Author: Python
+Tags:
+- python
+- python3
+- programming language
+- script
+- glue language
+PackageUrl: https://www.python.org
+LicenseUrl: https://docs.python.org/3/license.html
+Publisher: Python
+PackageName: Python 2.7.18
+License: PSF LICENSE AGREEMENT FOR PYTHON
+ShortDescription: Python is a programming language that lets you work more quickly and integrate your systems more effectively.
+ManifestType: defaultLocale
+ManifestVersion: 1.0.0
+
diff --git a/manifests/p/Python/Python/2/2.7.18/Python.Python.2.yaml b/manifests/p/Python/Python/2/2.7.18/Python.Python.2.yaml
new file mode 100644
index 000000000..c2c8e047e
--- /dev/null
+++ b/manifests/p/Python/Python/2/2.7.18/Python.Python.2.yaml
@@ -0,0 +1,7 @@
+# yaml-language-server: $schema=https://aka.ms/winget-manifest.version.1.0.0.schema.json
+PackageIdentifier: Python.Python.2
+PackageVersion: 2.7.18
+DefaultLocale: en-US
+ManifestType: version
+ManifestVersion: 1.0.0
+