diff --git a/Tests/test_imagefontctl.py b/Tests/test_imagefontctl.py
index f538bf71b..82e2b4ebc 100644
--- a/Tests/test_imagefontctl.py
+++ b/Tests/test_imagefontctl.py
@@ -118,7 +118,7 @@ def test_text_direction_ttb():
 
     target = "Tests/images/test_direction_ttb.png"
     with Image.open(target) as target_img:
-        assert_image_similar(im, target_img, 1.15)
+        assert_image_similar(im, target_img, 2.8)
 
 
 def test_text_direction_ttb_stroke():
@@ -142,7 +142,7 @@ def test_text_direction_ttb_stroke():
 
     target = "Tests/images/test_direction_ttb_stroke.png"
     with Image.open(target) as target_img:
-        assert_image_similar(im, target_img, 12.4)
+        assert_image_similar(im, target_img, 19.4)
 
 
 def test_ligature_features():
diff --git a/winbuild/build_prepare.py b/winbuild/build_prepare.py
index 0239131eb..352c3f76b 100644
--- a/winbuild/build_prepare.py
+++ b/winbuild/build_prepare.py
@@ -184,9 +184,9 @@ deps = {
         "libs": [r"libpng16.lib"],
     },
     "freetype": {
-        "url": "https://download.savannah.gnu.org/releases/freetype/freetype-2.10.2.tar.gz",  # noqa: E501
-        "filename": "freetype-2.10.2.tar.gz",
-        "dir": "freetype-2.10.2",
+        "url": "https://download.savannah.gnu.org/releases/freetype/freetype-2.10.3.tar.gz",  # noqa: E501
+        "filename": "freetype-2.10.3.tar.gz",
+        "dir": "freetype-2.10.3",
         "patch": {
             r"builds\windows\vc2010\freetype.vcxproj": {
                 # freetype setting is /MD for .dll and /MT for .lib, we need /MD