diff --git a/platforms/Windows/SideBySideUpgradeStrategy.props b/platforms/Windows/SideBySideUpgradeStrategy.props
index 2fcf6fb8..be317a4c 100644
--- a/platforms/Windows/SideBySideUpgradeStrategy.props
+++ b/platforms/Windows/SideBySideUpgradeStrategy.props
@@ -24,6 +24,7 @@
     <RtlUpgradeCode>{BEA8C6DC-F73E-445B-9486-2333D1CF2886}</RtlUpgradeCode>
     <AndroidPlatformUpgradeCode>{313B9C1F-D5B5-4FED-B7E0-138F1EE6B26A}</AndroidPlatformUpgradeCode>
     <WindowsPlatformUpgradeCode>{01AFF1CF-A025-41B6-BCBC-728D794353FD}</WindowsPlatformUpgradeCode>
+    <PythonUpgradeCode>{5FC42BA9-ABF5-4CCD-B93B-BDFED936BA37}</PythonUpgradeCode>
   </PropertyGroup>
 
   <PropertyGroup Condition="'$(MajorMinorProductVersion)' == '0.0'">
@@ -61,6 +62,7 @@
       RtlUpgradeCode=$(RtlUpgradeCode);
       AndroidPlatformUpgradeCode=$(AndroidPlatformUpgradeCode);
       WindowsPlatformUpgradeCode=$(WindowsPlatformUpgradeCode);
+      PythonUpgradeCode=$(PythonUpgradeCode);
     </DefineConstants>
   </PropertyGroup>
 </Project>
diff --git a/platforms/Windows/bundle/installer.wixproj b/platforms/Windows/bundle/installer.wixproj
index 693c07a2..0d038c25 100644
--- a/platforms/Windows/bundle/installer.wixproj
+++ b/platforms/Windows/bundle/installer.wixproj
@@ -20,6 +20,7 @@
     <ProjectReference Include="..\cli\asserts\cli.asserts.wixproj" BindName="cli.asserts" />
     <ProjectReference Include="..\dbg\asserts\dbg.asserts.wixproj" BindName="dbg.asserts" />
     <ProjectReference Include="..\ide\asserts\ide.asserts.wixproj" BindName="ide.asserts" />
+    <ProjectReference Include="..\python\asserts\python.wixproj" BindName="python" />
     <ProjectReference Include="..\rtl\msi\rtlmsi.wixproj" BindName="rtl" />
   </ItemGroup>
 
diff --git a/platforms/Windows/bundle/installer.wxs b/platforms/Windows/bundle/installer.wxs
index cf0912a7..c341c053 100644
--- a/platforms/Windows/bundle/installer.wxs
+++ b/platforms/Windows/bundle/installer.wxs
@@ -101,6 +101,13 @@
         <MsiProperty Name="INSTALLROOT" Value="[InstallRoot]" />
       </MsiPackage>
 
+      <MsiPackage
+        SourceFile="!(bindpath.python)\python.msi"
+        InstallCondition="OptionsInstallEmbeddedPython = 1"
+        DownloadUrl="$(BaseReleaseDownloadUrl)/{2}">
+        <MsiProperty Name="INSTALLROOT" Value="[InstallRoot]" />
+      </MsiPackage>
+
       <MsiPackage
         SourceFile="!(bindpath.ide.asserts)\ide.asserts.msi"
         InstallCondition="OptionsInstallIDE = 1"
diff --git a/platforms/Windows/bundle/theme.xml b/platforms/Windows/bundle/theme.xml
index 5c042120..345636e3 100644
--- a/platforms/Windows/bundle/theme.xml
+++ b/platforms/Windows/bundle/theme.xml
@@ -73,7 +73,7 @@
             <Checkbox Name="OptionsInstallAndroidSDKAMD64" X="210" Y="363" Width="-11" Height="17" TabStop="yes" FontId="3" EnableCondition="OptionsInstallAndroidPlatform">#(loc.Sdk_ProductName_Android_amd64)</Checkbox>
             <Checkbox Name="OptionsInstallAndroidSDKARM" X="210" Y="381" Width="-11" Height="17" TabStop="yes" FontId="3" EnableCondition="OptionsInstallAndroidPlatform">#(loc.Sdk_ProductName_Android_armv7)</Checkbox>
             <Checkbox Name="OptionsInstallAndroidSDKX86" X="210" Y="399" Width="-11" Height="17" TabStop="yes" FontId="3" EnableCondition="OptionsInstallAndroidPlatform">#(loc.Sdk_ProductName_Android_x86)</Checkbox>
-
+            <Checkbox Name="OptionsInstallEmbeddedPython" X="192" Y="417" Width="-11" Height="17" TabStop="yes" FontId="3">#(loc.EmbeddedPython_ProductName)</Checkbox>
             <Button Name="OptionsOkButton" X="-91" Y="-11" Width="75" Height="23" TabStop="yes" FontId="0">
                 <Text>#(loc.OptionsOkButton)</Text>
                 <ChangePageAction Page="Install" />
diff --git a/platforms/Windows/python/asserts/python.wixproj b/platforms/Windows/python/asserts/python.wixproj
new file mode 100644
index 00000000..0ffd3fdb
--- /dev/null
+++ b/platforms/Windows/python/asserts/python.wixproj
@@ -0,0 +1,5 @@
+<Project Sdk="WixToolset.Sdk/4.0.5">
+  <PropertyGroup>
+    <OutputName>python</OutputName>
+  </PropertyGroup>
+</Project>
diff --git a/platforms/Windows/python/asserts/python.wxs b/platforms/Windows/python/asserts/python.wxs
new file mode 100644
index 00000000..1f417512
--- /dev/null
+++ b/platforms/Windows/python/asserts/python.wxs
@@ -0,0 +1,11 @@
+<Wix xmlns="http://wixtoolset.org/schemas/v4/wxs">
+  <?define VariantName = asserts ?>
+  <?define VariantUpgradeCode = $(PythonUpgradeCode)?>
+  <?define VariantProductName = !(loc.EmbeddedPython_ProductName)?>
+  <?define VariantCabinetName = python.asserts.cab?>
+  <?define ToolchainVersionedVariantDirectory = ToolchainVersionedAsserts ?>
+  <?define VariantEnvironmentComponentGUID = 30629e0c-b376-47bc-bedf-fefb7d4ca61d?>
+  <?define PythonRoot = "$(ImageRoot)\Python"?>
+
+  <?include ../python.wxi ?>
+</Wix>
\ No newline at end of file
diff --git a/platforms/Windows/python/python.wxi b/platforms/Windows/python/python.wxi
new file mode 100644
index 00000000..50b6aaac
--- /dev/null
+++ b/platforms/Windows/python/python.wxi
@@ -0,0 +1,159 @@
+<?xml version="1.0" encoding="utf-8"?>
+<Include xmlns="http://wixtoolset.org/schemas/v4/wxs">
+
+  <Package
+      Language="1033"
+      Manufacturer="!(loc.ManufacturerName)"
+      Name="$(VariantProductName)"
+      UpgradeCode="$(VariantUpgradeCode)"
+      Version="$(NonSemVerProductVersion)"
+      Scope="$(PackageScope)">
+
+    <Media Id="1" Cabinet="$(VariantCabinetName)" EmbedCab="$(ArePackageCabsEmbedded)" />
+
+    <WixVariable Id="SideBySidePackageUpgradeCode" Value="$(VariantUpgradeCode)" />
+    <FeatureGroupRef Id="SideBySideUpgradeStrategy" />
+
+    <ComponentGroup Id="EmbeddedPython">
+      <Component Directory="toolchain_$(VariantName)_usr_bin">
+        <File Source="$(PythonRoot)\libcrypto-1_1-arm64.dll" />
+      </Component>
+
+      <Component Directory="toolchain_$(VariantName)_usr_bin">
+        <File Source="$(PythonRoot)\libffi-7.dll" />
+      </Component>
+
+      <Component Directory="toolchain_$(VariantName)_usr_bin">
+        <File Source="$(PythonRoot)\libssl-1_1-arm64.dll" />
+      </Component>
+
+      <Component Directory="toolchain_$(VariantName)_usr_bin">
+        <File Source="$(PythonRoot)\LICENSE.txt" />
+      </Component>
+
+      <Component Directory="toolchain_$(VariantName)_usr_bin">
+        <File Source="$(PythonRoot)\pyexpat.pyd" />
+      </Component>
+
+      <Component Directory="toolchain_$(VariantName)_usr_bin">
+        <File Source="$(PythonRoot)\python.cat" />
+      </Component>
+
+      <Component Directory="toolchain_$(VariantName)_usr_bin">
+        <File Source="$(PythonRoot)\python.exe" />
+      </Component>
+
+      <Component Directory="toolchain_$(VariantName)_usr_bin">
+        <File Source="$(PythonRoot)\python3.dll" />
+      </Component>
+
+      <Component Directory="toolchain_$(VariantName)_usr_bin">
+        <File Source="$(PythonRoot)\python310.dll" />
+      </Component>
+
+      <Component Directory="toolchain_$(VariantName)_usr_bin">
+        <File Source="$(PythonRoot)\python310.zip" />
+      </Component>
+
+      <Component Directory="toolchain_$(VariantName)_usr_bin">
+        <File Source="$(PythonRoot)\python310._pth" />
+      </Component>
+
+      <Component Directory="toolchain_$(VariantName)_usr_bin">
+        <File Source="$(PythonRoot)\pythonw.exe" />
+      </Component>
+
+      <Component Directory="toolchain_$(VariantName)_usr_bin">
+        <File Source="$(PythonRoot)\select.pyd" />
+      </Component>
+
+      <Component Directory="toolchain_$(VariantName)_usr_bin">
+        <File Source="$(PythonRoot)\sqlite3.dll" />
+      </Component>
+
+      <Component Directory="toolchain_$(VariantName)_usr_bin">
+        <File Source="$(PythonRoot)\unicodedata.pyd" />
+      </Component>
+
+      <Component Directory="toolchain_$(VariantName)_usr_bin">
+        <File Source="$(PythonRoot)\vcruntime140.dll" />
+      </Component>
+
+      <Component Directory="toolchain_$(VariantName)_usr_bin">
+        <File Source="$(PythonRoot)\vcruntime140_1.dll" />
+      </Component>
+
+      <Component Directory="toolchain_$(VariantName)_usr_bin">
+        <File Source="$(PythonRoot)\winsound.pyd" />
+      </Component>
+
+      <Component Directory="toolchain_$(VariantName)_usr_bin">
+        <File Source="$(PythonRoot)\_asyncio.pyd" />
+      </Component>
+
+      <Component Directory="toolchain_$(VariantName)_usr_bin">
+        <File Source="$(PythonRoot)\_bz2.pyd" />
+      </Component>
+
+      <Component Directory="toolchain_$(VariantName)_usr_bin">
+        <File Source="$(PythonRoot)\_ctypes.pyd" />
+      </Component>
+
+      <Component Directory="toolchain_$(VariantName)_usr_bin">
+        <File Source="$(PythonRoot)\_decimal.pyd" />
+      </Component>
+
+      <Component Directory="toolchain_$(VariantName)_usr_bin">
+        <File Source="$(PythonRoot)\_elementtree.pyd" />
+      </Component>
+
+      <Component Directory="toolchain_$(VariantName)_usr_bin">
+        <File Source="$(PythonRoot)\_hashlib.pyd" />
+      </Component>
+
+      <Component Directory="toolchain_$(VariantName)_usr_bin">
+        <File Source="$(PythonRoot)\_lzma.pyd" />
+      </Component>
+
+      <Component Directory="toolchain_$(VariantName)_usr_bin">
+        <File Source="$(PythonRoot)\_msi.pyd" />
+      </Component>
+
+      <Component Directory="toolchain_$(VariantName)_usr_bin">
+        <File Source="$(PythonRoot)\_multiprocessing.pyd" />
+      </Component>
+
+      <Component Directory="toolchain_$(VariantName)_usr_bin">
+        <File Source="$(PythonRoot)\_overlapped.pyd" />
+      </Component>
+
+      <Component Directory="toolchain_$(VariantName)_usr_bin">
+        <File Source="$(PythonRoot)\_queue.pyd" />
+      </Component>
+
+      <Component Directory="toolchain_$(VariantName)_usr_bin">
+        <File Source="$(PythonRoot)\_socket.pyd" />
+      </Component>
+
+      <Component Directory="toolchain_$(VariantName)_usr_bin">
+        <File Source="$(PythonRoot)\_sqlite3.pyd" />
+      </Component>
+
+      <Component Directory="toolchain_$(VariantName)_usr_bin">
+        <File Source="$(PythonRoot)\_ssl.pyd" />
+      </Component>
+
+      <Component Directory="toolchain_$(VariantName)_usr_bin">
+        <File Source="$(PythonRoot)\_uuid.pyd" />
+      </Component>
+
+      <Component Directory="toolchain_$(VariantName)_usr_bin">
+        <File Source="$(PythonRoot)\_zoneinfo.pyd" />
+      </Component>
+    </ComponentGroup>
+
+    <Feature Id="EmbeddedPython" AllowAbsent="yes" Title="$(VariantProductName)">
+      <ComponentGroupRef Id="EmbeddedPython" />
+    </Feature>
+  </Package>
+</Include>
diff --git a/platforms/Windows/readme.md b/platforms/Windows/readme.md
index d3783e11..663482df 100644
--- a/platforms/Windows/readme.md
+++ b/platforms/Windows/readme.md
@@ -34,6 +34,7 @@ The bundle authoring (in `installer.wxs`) drives optional install directory and
 | InstallRoot | A formatted string variable that specifies the installation root directory. The default value specified in `installer.wxs` should match the equivalent `INSTALLROOT` authoring in `shared.wxs`. The bundle variable is passed to each `MsiPackage` so overwrites the default directory authored in the MSI packages -- but keeping them in sync avoids the confusion if the default directory should change. |
 | OptionsInstallCLI | Controls whether command-line tools will be installed. |
 | OptionsInstallDBG | Controls whether debugging tools will be installed. |
+| OptionsInstallEmbeddedPython | Controls whether embeddable Python will be installed. |
 | OptionsInstallIDE | Controls whether IDE integration tools will be installed. |
 | OptionsInstallUtilties | Controls whether additional utilities will be installed. |
 | OptionsInstallAndroidPlatform | Controls whether the Android platform will be installed. |
@@ -216,7 +217,7 @@ Note that these GUIDs are substituted at bind time so they skip the normal valid
 
 | Property | Description |
 | -------- | ----------- |
-| BldAssertsUpgradeCode, CliAssertsUpgradeCode, DbgAssertsUpgradeCode, IdeUpgradeCode, RtlUpgradeCode, WindowsSDKUpgradeCode, AndroidSDKUpgradeCode | Upgrade codes for individual packages. Packages keep the same upgrade codes "forever" because MSI lets you specify version ranges for upgrades, which you can find in `shared/shared.wxs`. |
+| BldAssertsUpgradeCode, CliAssertsUpgradeCode, DbgAssertsUpgradeCode, IdeUpgradeCode, RtlUpgradeCode, WindowsSDKUpgradeCode, AndroidSDKUpgradeCode, PythonUpgradeCode | Upgrade codes for individual packages. Packages keep the same upgrade codes "forever" because MSI lets you specify version ranges for upgrades, which you can find in `shared/shared.wxs`. |
 | BundleUpgradeCode | Upgrade codes for the bundle. Bundles don't support upgrade version ranges, so the bundle upgrade code must change for every minor version _and_ stay the same for the entire lifetime of that minor version (e.g., v5.10.0 through v5.10.9999). You can keep the history of upgrade codes using a condition like `Condition="'$(MajorMinorProductVersion)' == '5.10'` or just replace BundleUpgradeCode when forking to a new minor version. |
 
 
diff --git a/platforms/Windows/shared/swift.en-us.wxl b/platforms/Windows/shared/swift.en-us.wxl
index cea243ca..5a898f70 100644
--- a/platforms/Windows/shared/swift.en-us.wxl
+++ b/platforms/Windows/shared/swift.en-us.wxl
@@ -8,6 +8,7 @@
   <String Id="CliAsserts_ProductName" Value="Swift Command Line Tools (Asserts)" />
   <String Id="Dbg_ProductName" Value="Swift Debugging Tools" />
   <String Id="DbgAsserts_ProductName" Value="Swift Debugging Tools (Asserts)" />
+  <String Id="EmbeddedPython_ProductName" Value="Embedded Python 3.10.1" />
   <String Id="Ide_ProductName" Value="Swift IDE Integration Tools" />
   <String Id="IdeAsserts_ProductName" Value="Swift IDE Integration Tools (Asserts)" />
   <String Id="Rtl_ProductName" Value="Swift Windows Runtime" />