diff --git a/plugins/Python.py b/plugins/Python.py
index 6b1fde738..57026bb29 100644
--- a/plugins/Python.py
+++ b/plugins/Python.py
@@ -53,7 +53,10 @@ import utils
 import privmsgs
 import callbacks
 
-pythonPath = map(os.path.dirname, [os.__file__, math.__file__])
+L = [os.__file__]
+if hasattr(math, '__file__'):
+    L.append(math.__file__)
+pythonPath = map(os.path.dirname, L)
 
 def configure(onStart, afterConnect, advanced):
     # This will be called by setup.py to configure this module.  onStart and
diff --git a/test/test_Python.py b/test/test_Python.py
index 65d39886b..13cc77cba 100644
--- a/test/test_Python.py
+++ b/test/test_Python.py
@@ -42,7 +42,8 @@ class PythonTestCase(PluginTestCase, PluginDocumentation):
         if os.name == 'posix':
             self.assertNotRegexp('pydoc crypt.crypt', 'NameError')
             self.assertNotError('pydoc crypt.crypt')
-        self.assertNotError('pydoc math.sin')
+            # .so modules don't have an __file__ in Windows.
+            self.assertNotError('pydoc math.sin')
         self.assertNotError('pydoc string.translate')
         self.assertNotError('pydoc fnmatch.fnmatch')
         self.assertNotError('pydoc socket.socket')