diff --git a/.github/workflows/stubtest.yml b/.github/workflows/stubtest.yml
index 40e130734..790bc506c 100644
--- a/.github/workflows/stubtest.yml
+++ b/.github/workflows/stubtest.yml
@@ -18,9 +18,8 @@ jobs:
     runs-on: ${{ matrix.os }}
     strategy:
       matrix:
-        # Temporarily disable "macos-latest", since Python 3.10.1 is not available.
-        # os: ["ubuntu-latest", "windows-latest", "macos-latest"]
-        os: ["ubuntu-latest", "windows-latest"]
+        # macos-11 does not have tcl/tk installed, needed for stubtesting tkinter
+        os: ["ubuntu-latest", "windows-latest", "macos-10.15"]
         # Temporarily hard-coded 3.10.1 due to stubtest incompatibilities.
         python-version: ["3.6", "3.7", "3.8", "3.9", "3.10.1"]
       fail-fast: false
diff --git a/.github/workflows/tests.yml b/.github/workflows/tests.yml
index d935ad463..c1e4f9fed 100644
--- a/.github/workflows/tests.yml
+++ b/.github/workflows/tests.yml
@@ -94,9 +94,8 @@ jobs:
     runs-on: ${{ matrix.os }}
     strategy:
       matrix:
-        # Temporarily disable "macos-latest", since Python 3.10.1 is not available.
-        # os: ["ubuntu-latest", "windows-latest", "macos-latest"]
-        os: ["ubuntu-latest", "windows-latest"]
+        # macos-11 does not have tcl/tk installed, needed for stubtesting tkinter
+        os: ["ubuntu-latest", "windows-latest", "macos-10.15"]
         # Temporarily hard-coded 3.10.1 due to stubtest incompatibilities.
         python-version: ["3.6", "3.7", "3.8", "3.9", "3.10.1"]
       fail-fast: false
diff --git a/tests/stubtest_allowlists/darwin-py310.txt b/tests/stubtest_allowlists/darwin-py310.txt
index d6256794a..dbe24dfe9 100644
--- a/tests/stubtest_allowlists/darwin-py310.txt
+++ b/tests/stubtest_allowlists/darwin-py310.txt
@@ -10,3 +10,10 @@ os.CLD_STOPPED
 os.POSIX_SPAWN_CLOSE
 os.POSIX_SPAWN_DUP2
 os.POSIX_SPAWN_OPEN
+
+mmap.MADV_FREE
+posix.CLD_KILLED
+posix.CLD_STOPPED
+posix.POSIX_SPAWN_CLOSE
+posix.POSIX_SPAWN_DUP2
+posix.POSIX_SPAWN_OPEN
diff --git a/tests/stubtest_allowlists/darwin-py36.txt b/tests/stubtest_allowlists/darwin-py36.txt
index c083aac60..2d6707abf 100644
--- a/tests/stubtest_allowlists/darwin-py36.txt
+++ b/tests/stubtest_allowlists/darwin-py36.txt
@@ -9,3 +9,5 @@ ntpath.splitunc
 posix.stat_float_times
 ssl.OP_ENABLE_MIDDLEBOX_COMPAT
 ssl.Options.OP_ENABLE_MIDDLEBOX_COMPAT
+
+uuid.lib
diff --git a/tests/stubtest_allowlists/darwin-py38.txt b/tests/stubtest_allowlists/darwin-py38.txt
index da34281ca..bea495b9f 100644
--- a/tests/stubtest_allowlists/darwin-py38.txt
+++ b/tests/stubtest_allowlists/darwin-py38.txt
@@ -4,3 +4,8 @@ _?curses.A_ITALIC
 os.POSIX_SPAWN_CLOSE
 os.POSIX_SPAWN_DUP2
 os.POSIX_SPAWN_OPEN
+
+mmap.MADV_FREE
+posix.POSIX_SPAWN_CLOSE
+posix.POSIX_SPAWN_DUP2
+posix.POSIX_SPAWN_OPEN
diff --git a/tests/stubtest_allowlists/darwin-py39.txt b/tests/stubtest_allowlists/darwin-py39.txt
index 6c7075800..4cdab0315 100644
--- a/tests/stubtest_allowlists/darwin-py39.txt
+++ b/tests/stubtest_allowlists/darwin-py39.txt
@@ -8,3 +8,10 @@ os.CLD_STOPPED
 os.POSIX_SPAWN_CLOSE
 os.POSIX_SPAWN_DUP2
 os.POSIX_SPAWN_OPEN
+
+mmap.MADV_FREE
+posix.CLD_KILLED
+posix.CLD_STOPPED
+posix.POSIX_SPAWN_CLOSE
+posix.POSIX_SPAWN_DUP2
+posix.POSIX_SPAWN_OPEN
diff --git a/tests/stubtest_allowlists/darwin.txt b/tests/stubtest_allowlists/darwin.txt
index 49e8d0185..1b33628f7 100644
--- a/tests/stubtest_allowlists/darwin.txt
+++ b/tests/stubtest_allowlists/darwin.txt
@@ -53,3 +53,10 @@ socket.AddressInfo.AI_DEFAULT
 socket.AddressInfo.AI_MASK
 socket.AddressInfo.AI_V4MAPPED_CFG
 socket.MsgFlag.MSG_EOF
+
+posix.NGROUPS_MAX
+posix.error.characters_written
+resource.error.characters_written
+select.POLLRDHUP
+webbrowser.MacOSX.__init__
+webbrowser.MacOSXOSAScript.__init__