diff --git a/Lib/test/test_site.py b/Lib/test/test_site.py
index e3c9deebf08c02..d97e7d597559e0 100644
--- a/Lib/test/test_site.py
+++ b/Lib/test/test_site.py
@@ -188,14 +188,15 @@ def test_get_path(self):
             scheme = 'osx_framework_user'
         else:
             scheme = os.name + '_user'
-        self.assertEqual(site._get_path(site._getuserbase()),
+        path = site._get_path(site._getuserbase())
+        self.assertEqual(os.path.realpath(path),
                          sysconfig.get_path('purelib', scheme))
 
     @unittest.skipUnless(site.ENABLE_USER_SITE, "requires access to PEP 370 "
                           "user-site (site.ENABLE_USER_SITE)")
     def test_s_option(self):
         # (ncoghlan) Change this to use script_helper...
-        usersite = site.USER_SITE
+        usersite = os.path.realpath(site.USER_SITE)
         self.assertIn(usersite, sys.path)
 
         env = os.environ.copy()
diff --git a/Misc/NEWS.d/next/Tests/2018-04-09-22-49-40.bpo-33222.dWWouj.rst b/Misc/NEWS.d/next/Tests/2018-04-09-22-49-40.bpo-33222.dWWouj.rst
new file mode 100644
index 00000000000000..137c984b6ff6a9
--- /dev/null
+++ b/Misc/NEWS.d/next/Tests/2018-04-09-22-49-40.bpo-33222.dWWouj.rst
@@ -0,0 +1 @@
+Add canonicalization to paths in site test suite.