diff --git a/CHANGELOG.md b/CHANGELOG.md
index 972472ef5..64de811a4 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -33,6 +33,8 @@ FEATURES:
 
 IMPROVEMENTS:
 
+  - Full Windows support in cmd.exe, PowerShell, Cygwin, and MingW based
+    environments.
   - By adding the "disabled" boolean flag to synced folders you can disable
     them altogether. [GH-1004]
   - Specify the default provider with the `VAGRANT_DEFAULT_PROVIDER`
@@ -45,6 +47,8 @@ BUG FIXES:
   - Don't preserve modified time when untarring boxes. [GH-1539]
   - Forwarded port auto-correct will not auto-correct to a port
     that is also in use.
+  - Cygwin will always output color by default. Specify `--no-color` to
+    override this.
 
 ## 1.1.6 (April 3, 2013)
 
diff --git a/bin/vagrant b/bin/vagrant
index 895e2c160..04e16816e 100755
--- a/bin/vagrant
+++ b/bin/vagrant
@@ -22,18 +22,33 @@ $stderr.sync = true
 # environment.
 opts = {}
 
-# Disable color if the proper argument was passed or if we're
-# on Windows since the default Windows terminal doesn't support
-# colors.
-if ARGV.include?("--no-color") || !$stdout.tty? || !Vagrant::Util::Platform.terminal_supports_colors?
-  # Delete the argument from the list so that it doesn't cause any
-  # invalid arguments down the road.
+# Disable color in a few cases:
+#
+#   * --no-color is anywhere in our arguments
+#   * STDOUT is not a TTY
+#   * The terminal doesn't support colors (Windows)
+#
+if ARGV.include?("--no-color")
+  # Delete the argument from the list so that it doesn't
+  # cause any invalid arguments down the road.
   ARGV.delete("--no-color")
+
   opts[:ui_class] = Vagrant::UI::Basic
-else
-  opts[:ui_class] = Vagrant::UI::Colored
+elsif !Vagrant::Util::Platform.terminal_supports_colors?
+  opts[:ui_class] = Vagrant::UI::Basic
+elsif !$stdout.tty?
+  # If we're not a TTY, verify we're not in Cygwin. Cygwin always
+  # reports that stdout is not a TTY, when in fact it is.
+  ENV["VAGRANT_DETECTED_OS"] ||= ""
+
+  if !ENV["VAGRANT_DETECTED_OS"].downcase.include?("cygwin")
+    opts[:ui_class] = Vagrant::UI::Basic
+  end
 end
 
+# Default to colored output
+opts[:ui_class] ||= Vagrant::UI::Colored
+
 # This is kind of hacky, and I'd love to find a better way to do this, but
 # if we're accessing the plugin interface, we want to NOT load plugins
 # for this run, because they can actually interfere with the function
diff --git a/lib/vagrant/util/platform.rb b/lib/vagrant/util/platform.rb
index 44a4b0a63..d8f626012 100644
--- a/lib/vagrant/util/platform.rb
+++ b/lib/vagrant/util/platform.rb
@@ -67,7 +67,8 @@ module Vagrant
         # output.
         def terminal_supports_colors?
           if windows?
-            return ENV.has_key?("ANSICON")
+            return ENV.has_key?("ANSICON") ||
+              ENV["VAGRANT_DETECTED_OS"].downcase.include?("cygwin")
           end
 
           true