diff --git a/lib/vagrant/action/general/package.rb b/lib/vagrant/action/general/package.rb
index 8dc5da016..58b36b540 100644
--- a/lib/vagrant/action/general/package.rb
+++ b/lib/vagrant/action/general/package.rb
@@ -68,7 +68,13 @@ module Vagrant
           files_to_copy.each do |from, to|
             @env.ui.info I18n.t("vagrant.actions.general.package.packaging", :file => from)
             FileUtils.mkdir_p(to.parent)
-            FileUtils.cp(from, to)
+
+            # Copy direcotry contents recursively.
+            if File.directory?(from)
+              FileUtils.cp_r(Dir.glob(from), to.parent)
+            else
+              FileUtils.cp(from, to)
+            end
           end
         end
 
diff --git a/test/vagrant/action/general/package_test.rb b/test/vagrant/action/general/package_test.rb
index 049365d08..be71bbb61 100644
--- a/test/vagrant/action/general/package_test.rb
+++ b/test/vagrant/action/general/package_test.rb
@@ -173,11 +173,25 @@ class PackageGeneralActionTest < Test::Unit::TestCase
         seq = sequence("seq")
         @instance.files_to_copy.each do |from, to|
           FileUtils.expects(:mkdir_p).with(to.parent).in_sequence(seq)
+          File.expects(:directory?).with(from).returns(false).in_sequence(seq)
           FileUtils.expects(:cp).with(from, to).in_sequence(seq)
         end
 
         @instance.copy_include_files
       end
+
+      should "create the include directory and recursively copy globbed files to it" do
+        @env["package.include"] = ["foo*.txt"]
+        seq = sequence("seq")
+        @instance.files_to_copy.each do |from, to|
+          FileUtils.expects(:mkdir_p).with(to.parent).in_sequence(seq)
+          File.expects(:directory?).with(from).returns(true).in_sequence(seq)
+          Dir.expects(:glob).with(from).returns(from).in_sequence(seq)
+          FileUtils.expects(:cp_r).with(from, to.parent).in_sequence(seq)
+        end
+
+        @instance.copy_include_files
+      end
     end
 
     context "compression" do