diff --git a/pkgs/applications/virtualization/virtualbox/default.nix b/pkgs/applications/virtualization/virtualbox/default.nix
index 31a148300346a5..a1a38931410563 100644
--- a/pkgs/applications/virtualization/virtualbox/default.nix
+++ b/pkgs/applications/virtualization/virtualbox/default.nix
@@ -14,7 +14,7 @@ with stdenv.lib;
 let
   buildType = "release";
 
-  version = "4.3.28"; # changes ./guest-additions as well
+  version = "5.0.0"; # changes ./guest-additions as well
 
   forEachModule = action: ''
     for mod in \
@@ -35,13 +35,13 @@ let
   '';
 
   # See https://github.com/NixOS/nixpkgs/issues/672 for details
-  extpackRevision = "100309";
+  extpackRevision = "101573";
   extensionPack = requireFile rec {
     name = "Oracle_VM_VirtualBox_Extension_Pack-${version}-${extpackRevision}.vbox-extpack";
     # IMPORTANT: Hash must be base16 encoded because it's used as an input to
     # VBoxExtPackHelperApp!
     # Tip: see http://dlc.sun.com.edgesuite.net/virtualbox/4.3.10/SHA256SUMS
-    sha256 = "72e101d9dc5eabeb76d1ab5bd6d2f817a11c89adfe8bb72cc5d614a2eef532d1";
+    sha256 = "c357e36368883df821ed092d261890a95c75e50422b75848c40ad20984086a7a";
     message = ''
       In order to use the extension pack, you need to comply with the VirtualBox Personal Use
       and Evaluation License (PUEL) by downloading the related binaries from:
@@ -60,7 +60,7 @@ in stdenv.mkDerivation {
 
   src = fetchurl {
     url = "http://download.virtualbox.org/virtualbox/${version}/VirtualBox-${version}.tar.bz2";
-    sha256 = "e157ab76d1958ae2c56b2a3875194fbff3de82486ad0e30032fd5bd772297c31";
+    sha256 = "bb71356c8f82012c9b5ae16e12302eb111c71ae7b063ada7688fbfa8aa10c2f7";
   };
 
   buildInputs =
diff --git a/pkgs/applications/virtualization/virtualbox/guest-additions/default.nix b/pkgs/applications/virtualization/virtualbox/guest-additions/default.nix
index 0d856063522090..b56e80eb3b67a0 100644
--- a/pkgs/applications/virtualization/virtualbox/guest-additions/default.nix
+++ b/pkgs/applications/virtualization/virtualbox/guest-additions/default.nix
@@ -12,7 +12,7 @@ stdenv.mkDerivation {
 
   src = fetchurl {
     url = "http://download.virtualbox.org/virtualbox/${version}/VBoxGuestAdditions_${version}.iso";
-    sha256 = "9f52e186d6c9407b2676d4b2ed1cdf96940ec129cc2bd92e54b24526271a9733";
+    sha256 = "7b61f523db7ba75aebc4c7bb0cae2da92674fa72299e4a006c5c67517f7d786b";
   };
 
   KERN_DIR = "${kernel.dev}/lib/modules/*/build";