diff --git a/templates/windows-2008R2-amd64/cygwin-setup.exe b/templates/windows-2008R2-amd64/cygwin-setup.exe
index b2c5a583..eced52c0 100644
Binary files a/templates/windows-2008R2-amd64/cygwin-setup.exe and b/templates/windows-2008R2-amd64/cygwin-setup.exe differ
diff --git a/templates/windows-2008R2-serverstandard-amd64/cygwin-setup.exe b/templates/windows-2008R2-serverstandard-amd64/cygwin-setup.exe
new file mode 100644
index 00000000..eced52c0
Binary files /dev/null and b/templates/windows-2008R2-serverstandard-amd64/cygwin-setup.exe differ
diff --git a/templates/windows-2008R2-serverstandard-amd64/definition.rb b/templates/windows-2008R2-serverstandard-amd64/definition.rb
index af3bc9a6..e7a143a0 100644
--- a/templates/windows-2008R2-serverstandard-amd64/definition.rb
+++ b/templates/windows-2008R2-serverstandard-amd64/definition.rb
@@ -13,6 +13,7 @@
 
     :floppy_files => [
       "Autounattend.xml", # automate install and setup winrm
+      "cygwin-setup.exe",
       "install-cygwin-sshd.bat",
       "install-winrm.bat",
       "oracle-cert.cer"],