diff --git a/automatic/vagrant/tools/chocolateyinstall.ps1 b/automatic/vagrant/tools/chocolateyinstall.ps1
index ca07d1f9e87..5435faa66a8 100644
--- a/automatic/vagrant/tools/chocolateyinstall.ps1
+++ b/automatic/vagrant/tools/chocolateyinstall.ps1
@@ -3,8 +3,8 @@
 $packageArgs = @{
   packageName    = 'vagrant'
   fileType       = 'msi'
-  url            = 'https://releases.hashicorp.com/vagrant/1.9.2/vagrant_1.9.2.msi'
-  checksum       = '083025f5a2c0fd7a7a93c73d92bc3e929c8cd03ddd4be1f04a5dae3688af56ec'
+  url            = 'https://releases.hashicorp.com/vagrant/1.9.4/vagrant_1.9.4.msi'
+  checksum       = 'efe0b24d99cf99f44d3be536ce340062b3cef1e7951da55e2f6a8a33db292cbc'
   checksumType   = 'sha256'
   silentArgs     = "/qn /norestart"
   validExitCodes = @(0, 3010, 1641)
diff --git a/automatic/vagrant/vagrant.nuspec b/automatic/vagrant/vagrant.nuspec
index a67431ebf03..c4989dc63ca 100644
--- a/automatic/vagrant/vagrant.nuspec
+++ b/automatic/vagrant/vagrant.nuspec
@@ -4,7 +4,7 @@
   <metadata>
     <id>vagrant</id>
     <title>Vagrant (Install)</title>
-    <version>1.9.2</version>
+    <version>1.9.4</version>
     <authors>Mitchell Hashimoto, John Bender, HashiCorp</authors>
     <owners>chocolatey, Rob Reynolds, Patrick Wyatt</owners>
     <summary>Vagrant - Development environments made easy.</summary>
@@ -23,7 +23,7 @@ To achieve its magic, Vagrant stands on the shoulders of giants. Machines are pr
     <copyright>Copyright 2015 HashiCorp</copyright>
     <licenseUrl>https://github.com/mitchellh/vagrant/blob/master/LICENSE</licenseUrl>
     <requireLicenseAcceptance>true</requireLicenseAcceptance>
-    <iconUrl>https://cdn.rawgit.com/chocolatey/chocolatey-coreteampackages/62469751380dc5a9f2620f4b34c08fd7c741e5a5/icons/vagrant.png</iconUrl>
+    <iconUrl>https://cdn.rawgit.com/chocolatey/chocolatey-coreteampackages/269d34200380fe4fded0508b85e341e1c055cd85/icons/vagrant.png</iconUrl>
     <releaseNotes>[CHANGELOG](https://github.com/mitchellh/vagrant/blob/master/CHANGELOG.md)</releaseNotes>
     <!--<provides>vagrant</provides>-->
   </metadata>