diff --git a/src/Installers/Windows/SharedFrameworkBundle/Bundle.wxs b/src/Installers/Windows/SharedFrameworkBundle/Bundle.wxs
index 2ca506b46e..879bbbee50 100644
--- a/src/Installers/Windows/SharedFrameworkBundle/Bundle.wxs
+++ b/src/Installers/Windows/SharedFrameworkBundle/Bundle.wxs
@@ -1,6 +1,6 @@
 <?xml version="1.0" encoding="UTF-8"?>
 <Wix xmlns="http://schemas.microsoft.com/wix/2006/wi" xmlns:dep="http://schemas.microsoft.com/wix/DependencyExtension" xmlns:bal="http://schemas.microsoft.com/wix/BalExtension">
-    <Bundle Name="$(var.BundleName)" Version="$(var.Version)" Manufacturer="Microsoft Corporation" UpgradeCode="$(var.BundleUpgradeCode)"
+    <Bundle Name="$(var.BundleName)" Version="$(var.BundleVersion)" Manufacturer="Microsoft Corporation" UpgradeCode="$(var.BundleUpgradeCode)"
             dep:ProviderKey="$(var.BundleProviderKey)">
         <BootstrapperApplicationRef Id="WixStandardBootstrapperApplication.HyperlinkLicense">
             <bal:WixStandardBootstrapperApplication LicenseUrl="https://go.microsoft.com/fwlink/?LinkId=320539"
@@ -10,6 +10,19 @@
                                                     LocalizationFile="thm.wxl"/>
         </BootstrapperApplicationRef>
 
+        <!-- Ensure upgrades from 3.0.0 preview 1, 2, and 3. Conditioned for the 3.0.0 family. -->
+        <?if $(var.Version)=3.0.0.0?>
+        <?if $(var.Platform)=x86?>
+        <RelatedBundle Action="Upgrade" Id="{EC5CFEAE-D169-3A4A-AA09-F446BBC39AD9}"/>
+        <RelatedBundle Action="Upgrade" Id="{1D6E2BA3-B920-3C74-8F3E-F38E6097A297}"/>
+        <RelatedBundle Action="Upgrade" Id="{D73B587E-7C85-3418-9B07-6A8469CF7E94}"/>
+        <?elseif $(var.Platform=x64?>
+        <RelatedBundle Action="Upgrade" Id="{F5C19B0F-77DF-3353-96D9-3F398FA38CF7}"/>
+        <RelatedBundle Action="Upgrade" Id="{DFC9DEC7-307D-39B5-AF9C-4E8CE923B1BA}"/>
+        <RelatedBundle Action="Upgrade" Id="{FDCA5106-C69E-34BB-A3B8-A24ADD0B4769}"/>
+        <?endif?>
+        <?endif?>
+
         <!-- Customizations of the default BA -->
         <Log Prefix="dd_$(var.BundleLogPrefix)_" Extension=".log" />
         <OptionalUpdateRegistration Manufacturer="$(var.BundleRegManufacturer)" ProductFamily="$(var.BundleRegFamily)" Name="$(var.BundleRegName)" />
diff --git a/src/Installers/Windows/WindowsHostingBundle/Bundle.wxs b/src/Installers/Windows/WindowsHostingBundle/Bundle.wxs
index d477d11145..e434c01186 100644
--- a/src/Installers/Windows/WindowsHostingBundle/Bundle.wxs
+++ b/src/Installers/Windows/WindowsHostingBundle/Bundle.wxs
@@ -1,7 +1,7 @@
 <?xml version="1.0" encoding="UTF-8"?>
 <Wix xmlns="http://schemas.microsoft.com/wix/2006/wi" xmlns:util="http://schemas.microsoft.com/wix/UtilExtension"
      xmlns:dep="http://schemas.microsoft.com/wix/DependencyExtension" xmlns:bal="http://schemas.microsoft.com/wix/BalExtension">
-    <Bundle Name="$(var.BundleName)" Version="$(var.Version)" Manufacturer="Microsoft Corporation" UpgradeCode="$(var.BundleUpgradeCode)"
+    <Bundle Name="$(var.BundleName)" Version="$(var.BundleVersion)" Manufacturer="Microsoft Corporation" UpgradeCode="$(var.BundleUpgradeCode)"
             dep:ProviderKey="$(var.BundleProviderKey)">
         <BootstrapperApplicationRef Id="WixStandardBootstrapperApplication.HyperlinkLicense">
             <bal:WixStandardBootstrapperApplication LicenseUrl="https://go.microsoft.com/fwlink/?LinkId=320539"
@@ -11,6 +11,13 @@
                                                     LocalizationFile="thm.wxl"/>
         </BootstrapperApplicationRef>
 
+        <!-- Ensure upgrades from 3.0.0 preview 1 and 2 (Preview 3 was not shipped). Conditioned for the 3.0.0 family. Hosting bundle simships x86/x64 so there's
+             a single set of upgrade codes. -->
+        <?if $(var.Version)=3.0.0.0?>
+        <RelatedBundle Action="Upgrade" Id="{D8BFC3A1-72B1-36C1-9E5A-49FE36A5563B}"/>
+        <RelatedBundle Action="Upgrade" Id="{EA47395A-BC9B-3ECC-8229-229BC9528DF6}"/>
+        <?endif?>
+
         <!-- Customizations of the default BA -->
         <Log Prefix="dd_$(var.BundleLogPrefix)_" Extension=".log" />
         <OptionalUpdateRegistration Manufacturer="$(var.BundleRegManufacturer)" ProductFamily="$(var.BundleRegFamily)" Name="$(var.BundleRegName)" />
diff --git a/src/Installers/Windows/Wix.props b/src/Installers/Windows/Wix.props
index a88784006a..837ed106f6 100644
--- a/src/Installers/Windows/Wix.props
+++ b/src/Installers/Windows/Wix.props
@@ -1,7 +1,10 @@
 <Project>
 
   <PropertyGroup>
+    <!-- Used for generating stable upgrade codes for bundles -->
     <Version>$(AspNetCoreMajorVersion).$(AspNetCoreMinorVersion).$(AspNetCorePatchVersion).0</Version>
+    <!-- Actual upgrade code used in bundles to ensure upgrades withing a version band, e.g. 3.0.0.xxx -->
+    <BundleVersion>$(AspNetCoreMajorVersion).$(AspNetCoreMinorVersion).$(AspNetCorePatchVersion).$(_BuildNumberShortDate)</BundleVersion>
     <Configuration Condition="'$(Configuration)' == ''">Release</Configuration>
     <Platform Condition="'$(Platform)' == ''">x64</Platform>
     <Lang Condition="'$(Lang)' == ''">ENU</Lang>
diff --git a/src/Installers/Windows/Wix.targets b/src/Installers/Windows/Wix.targets
index 1ceda1d5a5..025ec99946 100644
--- a/src/Installers/Windows/Wix.targets
+++ b/src/Installers/Windows/Wix.targets
@@ -26,15 +26,18 @@
   </Target>
 
   <Target Name="_GenerateBundleGuids" Condition="'$(OutputType)' == 'bundle'">
-    <GenerateGuid NamespaceGuid="$(NamespaceGuid)" Values="$(BundleNameShort);$(GuidInputs)">
+    <!-- Don't need to use the name of the bundle since we have separate namespace GUIDs. The name will also changes based on the milestone and destabalize
+         the upgrade code. Bundle upgrades pivot on Major.Minor.Patch changes. For example, 3.0.1-preview 1 can upgrade to 3.0.1-preview 8, but 3.0.1
+         cannot upgrade to 3.0.2 or 3.1. -->
+    <GenerateGuid NamespaceGuid="$(NamespaceGuid)" Values="$(AspNetCoreMajorVersion).$(AspNetCoreMinorVersion).$(AspNetCorePatchVersion);$(Platform)">
       <Output TaskParameter="Guid" PropertyName="BundleProviderKey" />
     </GenerateGuid>
-    <GenerateGuid NamespaceGuid="$(NamespaceGuid)" Values="$(BundleNameShort);$(GuidInputs);$(OutputType)">
+    <GenerateGuid NamespaceGuid="$(NamespaceGuid)" Values="$(AspNetCoreMajorVersion).$(AspNetCoreMinorVersion);$(AspNetCorePatchVersion);Platform)">
       <Output TaskParameter="Guid" PropertyName="BundleUpgradeCode" />
     </GenerateGuid>
 
     <PropertyGroup>
-      <DefineConstants>$(DefineConstants);BundleProviderKey=$(BundleProviderKey);BundleUpgradeCode=$(BundleUpgradeCode)</DefineConstants>
+      <DefineConstants>$(DefineConstants);BundleVersion=$(BundleVersion);BundleProviderKey=$(BundleProviderKey);BundleUpgradeCode=$(BundleUpgradeCode)</DefineConstants>
     </PropertyGroup>
   </Target>