diff --git a/src/Servers/HttpSys/README.md b/src/Servers/HttpSys/README.md
index 380919f82868..e51c8b2fad50 100644
--- a/src/Servers/HttpSys/README.md
+++ b/src/Servers/HttpSys/README.md
@@ -1,4 +1,42 @@
-HttpSysServer
-=============
+# HttpSys
 
-This repo contains a web server for ASP.NET Core based on the Windows [Http Server API](https://msdn.microsoft.com/en-us/library/windows/desktop/aa364510.aspx).
+ASP.NET Core HttpSys Web Server is a web server that uses the [Windows Hypertext Transfer Protocol Stack](https://docs.microsoft.com/iis/get-started/introduction-to-iis/introduction-to-iis-architecture#hypertext-transfer-protocol-stack-httpsys).
+
+Documentation for ASP.NET Core HttpSys can be found in the [ASP.NET Core HTTP.sys Docs](https://docs.microsoft.com/aspnet/core/fundamentals/servers/httpsys).
+
+## Description
+
+This folder contains all relevant code for the HttpSys Web Server implementation.
+
+- [src/](src/): Contains all production code for the HttpSys Web Server.
+- [src/NativeInterop/](src/NativeInterop): Contains the native interop layer between managed and native code.
+- [src/RequestProcessing/](src/RequestProcessing): Contains request and response processing code.
+- [samples/](samples/): Contains samples showing how to use HTTP.sys.
+
+## Development Setup
+
+### Build
+
+HTTP.sys can only be used on Windows.
+
+To build this specific project from source, you can follow the instructions [on building a subset of the code](https://github.com/dotnet/aspnetcore/blob/main/docs/BuildFromSource.md#building-a-subset-of-the-code).
+
+Or for the less detailed explanation, run the following command inside this directory.
+```powershell
+> ./build.cmd
+```
+
+### Test
+
+To run the tests for this project, you can [run the tests on the command line](https://github.com/dotnet/aspnetcore/blob/main/docs/BuildFromSource.md#running-tests-on-command-line) in this directory.
+
+Or for the less detailed explanation, run the following command inside this directory.
+```powershell
+> ./build.cmd -t
+```
+
+You can also run project specific tests by running `dotnet test` in the `tests` directory next to the `src` directory of the project.
+
+## More Information
+
+For more information, see the [ASP.NET Core README](../../../README.md).
diff --git a/src/Servers/IIS/README.md b/src/Servers/IIS/README.md
new file mode 100644
index 000000000000..abd9ca262e62
--- /dev/null
+++ b/src/Servers/IIS/README.md
@@ -0,0 +1,55 @@
+# IIS
+
+ASP.NET Core IIS Web Server is a flexible secure managed Web Server to be hosted with IIS on Windows.
+
+Documentation for ASP.NET Core IIS can be found in the [ASP.NET Core IIS Docs](https://docs.microsoft.com/aspnet/core/host-and-deploy/iis).
+
+## Description
+
+This folder contains all relevant code for the IIS Web Server implementation.
+
+There are two modes for hosting application with IIS: in-process and out-of-process. In-process will run all managed code inside of the IIS worker process, while out-of-process will use IIS as a reverse-proxy to a dotnet process running Kestrel.
+
+The following contains a description of the sub-directories.
+
+- [AspNetCoreModuleV2/](AspNetCoreModuleV2/): Contains all native code that is part of the [ASP.NET Core Module/](https://docs.microsoft.com/aspnet/core/host-and-deploy/aspnet-core-module?view=aspnetcore-5.0).
+- [AspNetCoreModuleV2/AspNetCore/](AspNetCoreModuleV2/AspNetCore/): Contains the ASP.NET Core Module shim, a minimal layer for IIS to interact with the in-process and out-of-process modules.
+- [AspNetCoreModuleV2/CommonLib/](AspNetCoreModuleV2/CommonLib/): Contains common code shared between all native components.
+- [AspNetCoreModuleV2/CommonLibTests/](AspNetCoreModuleV2/CommonLibTests/): Contains native tests for the ASP.NET Core Module.
+- [AspNetCoreModuleV2/IISLib/](AspNetCoreModuleV2/IISLib/): Contains common code for interactions with IIS.
+- [AspNetCoreModuleV2/InProcessRequestHandler/](AspNetCoreModuleV2/InProcessRequestHandler/): Contains native code for in-process hosting.
+- [AspNetCoreModuleV2/OutOfProcessRequestHandler/](AspNetCoreModuleV2/OutOfProcessRequestHandler/): Contains native code for out-of-process hosting.
+- [AspNetCoreModuleV2/RequestHandlerLib/](AspNetCoreModuleV2/RequestHandlerLib/): Contains shared code between in-process and out-of-process hosting.
+- [IIS/](IIS/): Contains managed code for hosting ASP.NET Core with in-process hosting.
+- [IISIntegration/](IISIntegration/): Contains managed code for hosting ASP.NET Core with out-of-process hosting.
+- [IntegrationTesting.IIS/](IntegrationTesting.IIS/): Contains testing infrastructure for starting IIS and IISExpress.
+
+## Development Setup
+
+### Build
+
+IIS can only be used on Windows.
+
+IIS requires VS C++ native components to build. VS C++ native components can be installed by following the [Build From Source instructions](https://github.com/dotnet/aspnetcore/blob/main/docs/BuildFromSource.md#on-windows).
+
+To build this specific project from source, you can follow the instructions [on building a subset of the code](https://github.com/dotnet/aspnetcore/blob/main/docs/BuildFromSource.md#building-a-subset-of-the-code).
+
+Or for the less detailed explanation, run the following command inside this directory.
+```powershell
+> ./build.cmd
+```
+
+### Test
+
+To run the tests for this project, you can [run the tests on the command line](https://github.com/dotnet/aspnetcore/blob/main/docs/BuildFromSource.md#running-tests-on-command-line) in this directory.
+
+Or for the less detailed explanation, run the following command inside this directory.
+```powershell
+> ./build.cmd -t
+```
+
+You can also run project specific tests by running `dotnet test` in the `tests` directory next to the `src` directory of the project.
+
+## More Information
+
+For more information, see the [ASP.NET Core README](../../../README.md).
diff --git a/src/Servers/Kestrel/README.md b/src/Servers/Kestrel/README.md
index 5aaf71c466d3..f38718cd006e 100644
--- a/src/Servers/Kestrel/README.md
+++ b/src/Servers/Kestrel/README.md
@@ -1,8 +1,42 @@
-KestrelHttpServer
-=================
+# Kestrel
 
-Kestrel is a cross-platform web server for ASP.NET Core.
+Kestrel is our cross-platform web server that is included and enabled by default in ASP.NET Core.
 
-## File logging for functional test
+Documentation for ASP.NET Core Kestrel can be found in the [ASP.NET Core Kestrel Docs](https://docs.microsoft.com/aspnet/core/fundamentals/servers/kestrel).
 
-Turn on file logging for Kestrel functional tests by specifying the environment variable ASPNETCORE_TEST_LOG_DIR to the log output directory.
+## Description
+
+The following contains a description of the sub-directories.
+
+- [Core/](Core/): Contains the main server implementation for Kestrel.
+- [Kestrel/](Kestrel/): Contains the public API exposed to use Kestrel.
+- [test/](test/): Contains End to End tests for Kestrel.
+- [Transport.Sockets/](Transport.Sockets/):Contains the Sockets transport for connection management.
+- [Transport.Quic/](Transport.Quic/): Contains the QUIC transport for connection management.
+- [Transport.Libuv/](Transport.Libuv/): Contains the obsolete Libuv transport for connection management.
+
+## Development Setup
+
+### Build
+
+To build this specific project from source, you can follow the instructions [on building a subset of the code](https://github.com/dotnet/aspnetcore/blob/main/docs/BuildFromSource.md#building-a-subset-of-the-code).
+
+Or for the less detailed explanation, run the following command inside this directory.
+```powershell
+> ./build.cmd
+```
+
+### Test
+
+To run the tests for this project, you can [run the tests on the command line](https://github.com/dotnet/aspnetcore/blob/main/docs/BuildFromSource.md#running-tests-on-command-line) in this directory.
+
+Or for the less detailed explanation, run the following command inside this directory.
+```powershell
+> ./build.cmd -t
+```
+
+You can also run project specific tests by running `dotnet test` in the `tests` directory next to the `src` directory of the project.
+
+## More Information
+
+For more information, see the [ASP.NET Core README](../../../README.md).
diff --git a/src/Servers/README.md b/src/Servers/README.md
new file mode 100644
index 000000000000..a3daf34160ec
--- /dev/null
+++ b/src/Servers/README.md
@@ -0,0 +1,20 @@
+# ASP.NET Core Servers
+
+ASP.NET Core Servers contains all servers that can be used in ASP.NET Core by default. These include:
+
+- [Kestrel](https://docs.microsoft.com/aspnet/core/fundamentals/servers/kestrel), our cross-platform web server that is included and enabled by default in ASP.NET Core.
+- [IIS Server/ASP.NET Core Module](https://docs.microsoft.com/aspnet/core/host-and-deploy/iis/), a flexible secure managed Web Server to be hosted with IIS on Windows.
+- [HTTP.sys](https://docs.microsoft.com/aspnet/core/fundamentals/servers/httpsys), a web server that uses the [Windows Hypertext Transfer Protocol Stack](https://docs.microsoft.com/iis/get-started/introduction-to-iis/introduction-to-iis-architecture#hypertext-transfer-protocol-stack-httpsys).
+
+## Description
+
+This folder contains all servers implementations related abstractions for ASP.NET Core.
+
+- [Kestrel/](Kestrel/): Contains the implementation of the Kestrel Web Server.
+- [IIS/](IIS/): Cotnains all code for the IIS Web Server and ASP.NET Core Module.
+- [HttpSys/](HttpSys/): Contains all code for the HTTP.sys Web Server.
+- [Connections.Abstractions/](Connections.Abstractions/): A set of abstractions for creating and using Connections; used in the server implementations and SignalR.
+
+## More Information
+
+For more information, see the [ASP.NET Core README](../../README.md).