diff --git a/.github/workflows/python_bindings.yml b/.github/workflows/python_bindings.yml
index df0db1f984..1985167a97 100644
--- a/.github/workflows/python_bindings.yml
+++ b/.github/workflows/python_bindings.yml
@@ -24,14 +24,14 @@ jobs:
       # fail-fast: Default is true, switch to false to allow one platform to fail and still run others
       fail-fast: false
       matrix:
-        name: [Ubuntu, macOS, macOS_arm64, Windows_py37, Windows_py38, Windows_py39, Windows_py310, Windows_py311, Windows_py312]
+        name: [Ubuntu, macOS, macOS_arm64, Windows_py37, Windows_py38, Windows_py39, Windows_py310, Windows_py311, Windows_py312, Windows_py313]
         include:
         - name: Ubuntu
-          os: ubuntu-20.04
+          os: ubuntu-22.04
           python-version: 3.8
           allow_failure: false
         - name: macOS
-          os: macos-11
+          os: macos-12
           python-version: 3.8
           allow_failure: false
           MACOSX_DEPLOYMENT_TARGET: 10.15
@@ -41,7 +41,7 @@ jobs:
           python-version: 3.8
           allow_failure: false
           MACOSX_DEPLOYMENT_TARGET: 12.1
-          SDKROOT: /Applications/Xcode_14.3.1.app
+          SDKROOT: /Applications/Xcode_15.2.app
         - name: Windows_py37
           os: windows-2019
           python-version: 3.7
@@ -65,19 +65,32 @@ jobs:
         - name: Windows_py312
           os: windows-2019
           python-version: '3.12'
+          allow_failure: false
+        - name: Windows_py313
+          os: windows-2019
+          python-version: '3.13'
           allow_failure: true  # Possible this fails, don't care yet
+
     steps:
     - uses: actions/checkout@v4
       # with:
       #   ref: develop
 
     - name: Set up Python ${{ matrix.python-version }}
-      id: setup-python
+      if: runner.os == 'macOS'
+      id: setup-python-macos
       # 3.10 is the first one to have a prebuilt binary for macos-14 (arm64) on the actions/setup-python, so I forked it and actions/python-versions to add 3.8
       uses: jmarrec/setup-python@v5
       with:
         python-version: ${{ matrix.python-version }}
 
+    - name: Set up Python ${{ matrix.python-version }}
+      if: runner.os != 'macOS'
+      id: setup-python
+      uses: actions/setup-python@v5
+      with:
+        python-version: ${{ matrix.python-version }}
+
     - name: Install System dependencies
       shell: bash
       run: |
@@ -263,10 +276,18 @@ jobs:
         set -x
 
         begin_group "Conan install"
+        PYTHON_ARCH=x64
         if [ "$RUNNER_OS" == "macOS" ]; then
-          # Avoid "builtin __has_nothrow_assign is deprecated; use __is_nothrow_assignable instead" in boost/1.79 with recent clang
-          conan install . --output-folder=./build --build=missing -c tools.cmake.cmaketoolchain:generator=Ninja -s compiler.cppstd=20 -s build_type=Release -o with_testing=False -o with_benchmark=False -c tools.build:cxxflags="['-D_LIBCPP_ENABLE_CXX17_REMOVED_UNARY_BINARY_FUNCTION']"
+          PYTHON_VERSION=${{ steps.setup-python-macos.outputs.python-version }}
+          if [ "${{ matrix.name }}" == "macOS_arm64" ]; then
+            PYTHON_ARCH=arm64
+            # Avoid "builtin __has_nothrow_assign is deprecated; use __is_nothrow_assignable instead" in boost/1.79 with recent clang
+            conan install . --output-folder=./build --build=missing -c tools.cmake.cmaketoolchain:generator=Ninja -s compiler.cppstd=20 -s build_type=Release -o with_testing=False -o with_benchmark=False -c tools.build:cxxflags="['-D_LIBCPP_ENABLE_CXX17_REMOVED_UNARY_BINARY_FUNCTION -Wno-enum-constexpr-conversion']"
+          else
+            conan install . --output-folder=./build --build=missing -c tools.cmake.cmaketoolchain:generator=Ninja -s compiler.cppstd=20 -s build_type=Release -o with_testing=False -o with_benchmark=False -c tools.build:cxxflags="['-D_LIBCPP_ENABLE_CXX17_REMOVED_UNARY_BINARY_FUNCTION']"
+          fi
         else
+          PYTHON_VERSION=${{ steps.setup-python.outputs.python-version }}
           conan install . --output-folder=./build --build=missing -c tools.cmake.cmaketoolchain:generator=Ninja -s compiler.cppstd=20 -s build_type=Release -o with_testing=False -o with_benchmark=False
         fi
         echo -e "::endgroup::"
@@ -274,8 +295,8 @@ jobs:
         begin_group "CMake Configure"
         cmake --preset conan-release \
               -DBUILD_PYTHON_BINDINGS:BOOL=ON -DBUILD_PYTHON_PIP_PACKAGE:BOOL=ON -DPYTHON_PIP_REPOSITORY:STRING=${{ env.PYTHON_PIP_REPOSITORY }} \
-              -DPYTHON_VERSION:STRING=${{ steps.setup-python.outputs.python-version }} \
-              -DPython_ROOT_DIR:PATH=$RUNNER_TOOL_CACHE/Python/${{ steps.setup-python.outputs.python-version }}/x64/ \
+              -DPYTHON_VERSION:STRING=$PYTHON_VERSION \
+              -DPython_ROOT_DIR:PATH=$RUNNER_TOOL_CACHE/Python/$PYTHON_VERSION/$PYTHON_ARCH/ \
               -DBUILD_TESTING:BOOL=OFF -DBUILD_RUBY_BINDINGS:BOOL=${{ env.BUILD_RUBY_BINDINGS }} -DBUILD_CLI:BOOL=${{ env.BUILD_CLI }}
         echo -e "::endgroup::"
 
@@ -309,7 +330,7 @@ jobs:
   upload_python_bindings_to_testpypi:
     needs: python_bindings
     name: Upload to TestPyPi
-    runs-on: ubuntu-20.04
+    runs-on: ubuntu-22.04
     steps:
 
     - name: Set up Python
@@ -351,7 +372,7 @@ jobs:
         done;
 
         ls -R
-        python -m twine upload --skip-existing --repository testpypi dist/*
+        python -m twine upload --verbose --skip-existing --repository testpypi dist/*
 
 
   test_python_bindings:
@@ -363,14 +384,14 @@ jobs:
       # fail-fast: Default is true, switch to false to allow one platform to fail and still run others
       fail-fast: false
       matrix:
-        name: [Ubuntu, macOS, macOS_arm64, Windows_py37, Windows_py38, Windows_py39, Windows_py310, Windows_py311, Windows_py312]
+        name: [Ubuntu, macOS, macOS_arm64, Windows_py37, Windows_py38, Windows_py39, Windows_py310, Windows_py311, Windows_py312, Windows_py313]
         include:
         - name: Ubuntu
-          os: ubuntu-20.04
+          os: ubuntu-22.04
           python-version: 3.11  # Voluntarily using a newer version than built with for Unix
           allow_failure: false
         - name: macOS
-          os: macos-11
+          os: macos-12
           python-version: 3.11
           allow_failure: false
         - name: macOS_arm64
@@ -400,8 +421,11 @@ jobs:
         - name: Windows_py312
           os: windows-2019
           python-version: '3.12'
+          allow_failure: false
+        - name: Windows_py313
+          os: windows-2019
+          python-version: '3.13'
           allow_failure: true  # Possible this fails, don't care yet
-
     steps:
     - uses: actions/checkout@v4
 
@@ -438,7 +462,7 @@ jobs:
     if: contains(github.ref, 'refs/tags')
     needs: test_python_bindings
     name: Upload to PyPi
-    runs-on: ubuntu-20.04
+    runs-on: ubuntu-22.04
     steps:
 
     - name: Set up Python
@@ -478,4 +502,4 @@ jobs:
         done;
 
         ls -R
-        python -m twine upload --skip-existing --repository pypi dist/*
+        python -m twine upload --verbose --skip-existing --repository pypi dist/*
diff --git a/python/engine/PythonEngine.cpp b/python/engine/PythonEngine.cpp
index 97e12250ba..a9b9514011 100644
--- a/python/engine/PythonEngine.cpp
+++ b/python/engine/PythonEngine.cpp
@@ -25,6 +25,17 @@
 #  pragma GCC diagnostic pop
 #endif
 
+// >= 3.13.0
+// #if PY_VERSION_HEX >= 0x30d0000
+#if PY_MAJOR_VERSION > 3 || (PY_MAJOR_VERSION == 3 && PY_MINOR_VERSION > 12)
+extern "C"
+{
+  // These functions was removed from Python 3.13 API but are still exported
+  // for the stable ABI. Until we upgrade to PyConfig, just keep using it
+  extern void Py_SetPath(const wchar_t* path);
+}
+#endif
+
 namespace openstudio {
 
 void addToPythonPath(const openstudio::path& includePath) {
diff --git a/python/module/openstudio.py b/python/module/openstudio.py
index 70b72eadb5..62e8260b44 100644
--- a/python/module/openstudio.py
+++ b/python/module/openstudio.py
@@ -45,6 +45,12 @@
     from .openstudioutilitiesxml import *
 
 else:
+    import os
+    if os.name == 'nt':
+        # When we're using system python to load the **installed** C:\openstudio-X.Y-Z\Python stuff (not PyPi package)
+        # This allows finding openstudiolib.dll and the msvc ones in the bin/ folder while we're in the Python/ folder
+        # Otherwise you'd have to manually copy these DLLs from bin/ to Python/
+        os.add_dll_directory(os.path.abspath(os.path.join(os.path.dirname(__file__), '..', 'bin')))
     import openstudioairflow as airflow
     import openstudioenergyplus as energyplus
     import openstudioepjson as epjson