diff --git a/src/compwa_policy/check_dev_files/precommit.py b/src/compwa_policy/check_dev_files/precommit.py
index 923d77b8..2d5eca6a 100644
--- a/src/compwa_policy/check_dev_files/precommit.py
+++ b/src/compwa_policy/check_dev_files/precommit.py
@@ -10,11 +10,10 @@
 from ruamel.yaml.scalarstring import DoubleQuotedScalarString
 
 from compwa_policy.errors import PrecommitError
-from compwa_policy.utilities import CONFIG_PATH
 from compwa_policy.utilities.executor import Executor
 from compwa_policy.utilities.precommit.getters import find_repo
 from compwa_policy.utilities.precommit.struct import Hook
-from compwa_policy.utilities.pyproject import Pyproject, get_constraints_file
+from compwa_policy.utilities.python import has_constraint_files
 from compwa_policy.utilities.yaml import create_prettier_round_trip_yaml
 
 if TYPE_CHECKING:
@@ -91,7 +90,7 @@ def _update_precommit_ci_commit_msg(precommit: ModifiablePrecommit) -> None:
     precommit_ci = precommit.document.get("ci")
     if precommit_ci is None:
         return
-    if __has_constraint_files():
+    if has_constraint_files():
         expected_msg = "MAINT: update pip constraints and pre-commit"
     else:
         expected_msg = "MAINT: autoupdate pre-commit hooks"
@@ -103,15 +102,6 @@ def _update_precommit_ci_commit_msg(precommit: ModifiablePrecommit) -> None:
         precommit.append_to_changelog(msg)
 
 
-def __has_constraint_files() -> bool:
-    if not CONFIG_PATH.pip_constraints.exists():
-        return False
-    python_versions = Pyproject.load().get_supported_python_versions()
-    constraint_files = [get_constraints_file(v) for v in python_versions]
-    constraint_paths = [Path(path) for path in constraint_files if path is not None]
-    return any(path.exists() for path in constraint_paths)
-
-
 def _update_precommit_ci_skip(precommit: ModifiablePrecommit) -> None:
     precommit_ci = precommit.document.get("ci")
     if precommit_ci is None:
diff --git a/src/compwa_policy/check_dev_files/vscode.py b/src/compwa_policy/check_dev_files/vscode.py
index ea7c1403..279c1d8c 100644
--- a/src/compwa_policy/check_dev_files/vscode.py
+++ b/src/compwa_policy/check_dev_files/vscode.py
@@ -4,6 +4,7 @@
 
 from compwa_policy.utilities import CONFIG_PATH, vscode
 from compwa_policy.utilities.executor import Executor
+from compwa_policy.utilities.python import has_constraint_files
 
 
 def main(has_notebooks: bool) -> None:
@@ -73,6 +74,11 @@ def _update_settings(has_notebooks: bool) -> None:
         if has_notebooks:
             do(_update_notebook_settings)
         do(_update_pytest_settings)
+        if has_constraint_files():
+            do(
+                vscode.update_settings,
+                {"files.associations": {"**/.constraints/py*.txt": "pip-requirements"}},
+            )
         if CONFIG_PATH.envrc.exists():
             do(vscode.update_settings, {"python.terminal.activateEnvironment": False})
 
diff --git a/src/compwa_policy/utilities/python.py b/src/compwa_policy/utilities/python.py
new file mode 100644
index 00000000..7899f768
--- /dev/null
+++ b/src/compwa_policy/utilities/python.py
@@ -0,0 +1,13 @@
+from pathlib import Path  # noqa: D100
+
+from compwa_policy.utilities import CONFIG_PATH
+from compwa_policy.utilities.pyproject import Pyproject, get_constraints_file
+
+
+def has_constraint_files() -> bool:
+    if not CONFIG_PATH.pip_constraints.exists():
+        return False
+    python_versions = Pyproject.load().get_supported_python_versions()
+    constraint_files = [get_constraints_file(v) for v in python_versions]
+    constraint_paths = [Path(path) for path in constraint_files if path is not None]
+    return any(path.exists() for path in constraint_paths)