diff --git a/.github/python-project-template.yml b/.github/python-project-template.yml
index 578b02b..9023ab2 100644
--- a/.github/python-project-template.yml
+++ b/.github/python-project-template.yml
@@ -4,8 +4,8 @@ default_context:
     project_slug: "your-project"
     full_name: "Your Name"
     license: "MIT"
-    github_actions_ci: "Yes"
-    gitlab_ci: "No"
-    notebooks: "No"
-    commandlineinterface: "No"
+    github_actions_ci: true
+    gitlab_ci: false
+    notebooks: false
+    commandlineinterface: false
     version_management: "manually"
diff --git a/README.md b/README.md
index 79c4d7d..a0a95d0 100644
--- a/README.md
+++ b/README.md
@@ -20,7 +20,7 @@ If your Python package contains compiled C++ modules, you might want to check ou
 In order to use Python Package Cookiecutter you need the following software installed:
 
 * Python `>= 3.10`
-* [Cookiecutter](https://github.com/cookiecutter/cookiecutter) e.g. by doing `pip install cookiecutter`.
+* [Cookiecutter](https://github.com/cookiecutter/cookiecutter) `>=2.7` e.g. by doing `pip install cookiecutter`.
 * Git `>= 1.8.2`
 
 # Using the Python Package Cookiecutter
diff --git a/cookiecutter.json b/cookiecutter.json
index 16bcf7d..29f9c8f 100644
--- a/cookiecutter.json
+++ b/cookiecutter.json
@@ -3,16 +3,48 @@
     "remote_url": "None",
     "project_slug": "{%- if cookiecutter.remote_url == 'None' -%}{{ cookiecutter.project_name|replace('+', 'p')|slugify }}{% else %}{{ cookiecutter.remote_url.split('/')[-1]|replace('.git', '')}}{%- endif -%}",
     "full_name": "Your Name",
-    "license": ["MIT", "BSD-2", "GPL-3.0", "LGPL-3.0", "None"],
-    "github_actions_ci": ["Yes", "No"],
-    "gitlab_ci": ["Yes", "No"],
-    "notebooks": ["Yes", "No"],
-    "commandlineinterface": ["No", "Yes"],
-    "version_management": ["manually", "setuptools_scm"],
+    "license": [
+        "MIT",
+        "BSD-2",
+        "GPL-3.0",
+        "LGPL-3.0",
+        "None"
+    ],
+    "github_actions_ci": true,
+    "gitlab_ci": true,
+    "notebooks": true,
+    "commandlineinterface": false,
+    "version_management": [
+        "manually",
+        "setuptools_scm"
+    ],
     "_extensions": [
         "local_extensions.PrecommitExtension",
         "local_extensions.ShortcutExtension",
         "local_extensions.CurrentDateExtension"
     ],
-    "__modname": "{{ cookiecutter|modname }}"
+    "__modname": "{{ cookiecutter|modname }}",
+    "__prompts__": {
+        "project_name": "Project name",
+        "remote_url": "Git remote URL (None to configure it later)",
+        "project_slug": "Project directory name",
+        "full_name": "Author full name",
+        "license": {
+            "__prompt__": "Project license",
+            "MIT": "MIT",
+            "BSD-2": "BSD 2-Clause",
+            "GPL-3.0": "GNU GPL v3",
+            "LGPL-3.0": "GNU LGPL v3",
+            "None": "Do not add a license"
+        },
+        "github_actions_ci": "Add GitHub Actions CI?",
+        "gitlab_ci": "Add GitLab CI?",
+        "notebooks": "Add an example Jupyter notebook?",
+        "commandlineinterface": "Add a command-line interface?",
+        "version_management": {
+            "__prompt__": "Package version management",
+            "manually": "Set the version manually",
+            "setuptools_scm": "Derive the version from Git tags with setuptools-scm"
+        }
+    }
 }
diff --git a/hooks/post_gen_project.py b/hooks/post_gen_project.py
index 1231012..2652317 100644
--- a/hooks/post_gen_project.py
+++ b/hooks/post_gen_project.py
@@ -54,14 +54,14 @@ def conditional_remove(condition, path):
 
 
 conditional_remove("{{ cookiecutter.license }}" == "None", "LICENSE.md")
-conditional_remove("{{ cookiecutter.github_actions_ci }}" == "No", ".github")
-conditional_remove("{{ cookiecutter.github_actions_ci }}" == "No", "codecov.yml")
-conditional_remove("{{ cookiecutter.gitlab_ci }}" == "No", ".gitlab-ci.yml")
+conditional_remove(not {{ cookiecutter.github_actions_ci }}, ".github")
+conditional_remove(not {{ cookiecutter.github_actions_ci }}, "codecov.yml")
+conditional_remove(not {{ cookiecutter.gitlab_ci }}, ".gitlab-ci.yml")
 conditional_remove(not {{ have_precommit }}, ".pre-commit-config.yaml")
-conditional_remove("{{ cookiecutter.notebooks }}" == "No", "notebooks")
-conditional_remove("{{ cookiecutter.notebooks }}" == "No", "doc/demo.nblink")
-conditional_remove("{{ cookiecutter.commandlineinterface }}" == "No", "src/{{ cookiecutter|modname }}/__main__.py")
-conditional_remove("{{ cookiecutter.commandlineinterface }}" == "No", "tests/test_cli.py")
+conditional_remove(not {{ cookiecutter.notebooks }}, "notebooks")
+conditional_remove(not {{ cookiecutter.notebooks }}, "doc/demo.nblink")
+conditional_remove(not {{ cookiecutter.commandlineinterface }}, "src/{{ cookiecutter|modname }}/__main__.py")
+conditional_remove(not {{ cookiecutter.commandlineinterface }}, "tests/test_cli.py")
 conditional_remove(os.stat("TODO.md").st_size == 0, "TODO.md")
 
 # Set up a Git repository
diff --git a/hooks/pre_gen_project.py b/hooks/pre_gen_project.py
index 9790769..2971666 100644
--- a/hooks/pre_gen_project.py
+++ b/hooks/pre_gen_project.py
@@ -6,6 +6,17 @@
 # user configuration value and exit with an error upon failure.
 
 import sys
+from importlib.metadata import version
+
+
+# Cookiecutter 2.7 coerces command-line and configuration overrides to booleans.
+# This check intentionally duplicates the one in pre_prompt.py: Cookiecutter
+# versions older than 2.4 do not support pre-prompt hooks, so this remains as a
+# fallback for them after prompting.
+parts = tuple(int(part) for part in version("cookiecutter").split(".")[:3])
+if parts < (2, 7, 0):
+    sys.stderr.write("This template requires cookiecutter >= 2.7\n")
+    sys.exit(1)
 
 
 # Call fail_if with a Jinja template-based condition to abandon the
diff --git a/hooks/pre_prompt.py b/hooks/pre_prompt.py
new file mode 100644
index 0000000..bdeddcc
--- /dev/null
+++ b/hooks/pre_prompt.py
@@ -0,0 +1,13 @@
+# This script executes before cookiecutter prompts for template variables.
+# Details about hooks can be found in the cookiecutter documentation:
+# https://cookiecutter.readthedocs.io/en/latest/advanced/hooks.html
+
+import sys
+from importlib.metadata import version
+
+
+# Cookiecutter 2.7 coerces command-line and configuration overrides to booleans.
+parts = tuple(int(part) for part in version("cookiecutter").split(".")[:3])
+if parts < (2, 7, 0):
+    sys.stderr.write("This template requires cookiecutter >= 2.7\n")
+    sys.exit(1)
diff --git a/requirements-dev.txt b/requirements-dev.txt
index 1fde23d..6cafeec 100644
--- a/requirements-dev.txt
+++ b/requirements-dev.txt
@@ -1,4 +1,4 @@
-cookiecutter>=2.1
+cookiecutter>=2.7
 flaky
 pre-commit
 PyGithub
diff --git a/tests/test_bake_project.py b/tests/test_bake_project.py
index d2216b2..78b9c01 100644
--- a/tests/test_bake_project.py
+++ b/tests/test_bake_project.py
@@ -20,8 +20,8 @@ def test_with_remote(cookies):
 
 
 @pytest.mark.local
-@pytest.mark.parametrize("cli", ("Yes", "No"))
-@pytest.mark.parametrize("notebooks", ("Yes", "No"))
+@pytest.mark.parametrize("cli", (True, False))
+@pytest.mark.parametrize("notebooks", (True, False))
 @pytest.mark.parametrize("version_management", ("manually", "setuptools_scm"))
 def test_pytest_run(cookies, virtualenv, cli, notebooks, version_management):
     # Bake the project
diff --git a/{{cookiecutter.project_slug}}/.github/workflows/ci.yml b/{{cookiecutter.project_slug}}/.github/workflows/ci.yml
index e95df8b..c63ab97 100644
--- a/{{cookiecutter.project_slug}}/.github/workflows/ci.yml
+++ b/{{cookiecutter.project_slug}}/.github/workflows/ci.yml
@@ -41,7 +41,7 @@ jobs:
 
     - name: Run Python tests
       run: |
-        python -m pytest{% if cookiecutter.notebooks == "Yes" %} --nbval{% endif %}
+        python -m pytest{% if cookiecutter.notebooks %} --nbval{% endif %}
 
   coverage:
     name: Coverage Testing
diff --git a/{{cookiecutter.project_slug}}/.gitlab-ci.yml b/{{cookiecutter.project_slug}}/.gitlab-ci.yml
index f16d1eb..89d813a 100644
--- a/{{cookiecutter.project_slug}}/.gitlab-ci.yml
+++ b/{{cookiecutter.project_slug}}/.gitlab-ci.yml
@@ -1,7 +1,7 @@
 .template: &template
   script:
     - python -m pip install .[tests]
-    - python -m pytest{% if cookiecutter.notebooks == "Yes" %} --nbval{% endif %}
+    - python -m pytest{% if cookiecutter.notebooks %} --nbval{% endif %}
 
 test-{{ cookiecutter|modname }}-python3.10:
   image: python:3.10
@@ -10,4 +10,3 @@ test-{{ cookiecutter|modname }}-python3.10:
 test-{{ cookiecutter|modname }}-python3.13:
   image: python:3.13
   <<: *template
-
diff --git a/{{cookiecutter.project_slug}}/.pre-commit-config.yaml b/{{cookiecutter.project_slug}}/.pre-commit-config.yaml
index debff41..6fedb9a 100644
--- a/{{cookiecutter.project_slug}}/.pre-commit-config.yaml
+++ b/{{cookiecutter.project_slug}}/.pre-commit-config.yaml
@@ -22,7 +22,7 @@ repos:
       - id: check-toml
       # Unify file endings
       - id: end-of-file-fixer
-{%- if cookiecutter.notebooks == "Yes" %}
+{%- if cookiecutter.notebooks %}
 
   # Make sure that Jupyter notebooks under version control
   # have their outputs stripped before committing
@@ -32,7 +32,7 @@ repos:
       - id: nbstripout
         files: ".ipynb"
 {%- endif %}
-{%- if cookiecutter.github_actions_ci == "Yes" %}
+{%- if cookiecutter.github_actions_ci %}
 
   # GitHub Actions Workflow linter
   - repo: https://github.com/rhysd/actionlint
diff --git a/{{cookiecutter.project_slug}}/FILESTRUCTURE.md b/{{cookiecutter.project_slug}}/FILESTRUCTURE.md
index ba6c050..896c424 100644
--- a/{{cookiecutter.project_slug}}/FILESTRUCTURE.md
+++ b/{{cookiecutter.project_slug}}/FILESTRUCTURE.md
@@ -2,7 +2,7 @@ This is an explanation of the file structure that the cookiecutter generated for
 
 * Python source files:
   * The Python package source files are located in the `src/{{ cookiecutter|modname }}` directory.
-{%- if cookiecutter.commandlineinterface == "Yes" %}
+{%- if cookiecutter.commandlineinterface %}
   * The file `src/{{ cookiecutter|modname }}.__main__.py` defines a command line interface that
     is accessible both as the command `{{ cookiecutter|modname }}` and via
     `python -m {{ cookiecutter|modname }}`.
@@ -10,7 +10,7 @@ This is an explanation of the file structure that the cookiecutter generated for
 {%- endif %}
   * `tests/test_{{ cookiecutter|modname }}.py` contains the unit tests for the package.
   * `tests/conftest.py` contains testing setup and configuration for `pytest`
-{%- if cookiecutter.notebooks == "Yes" %}
+{%- if cookiecutter.notebooks %}
   * The `notebooks` directory contains an example Jupyter notebook on how to use `{{ cookiecutter|modname }}`.
     This notebook is always executed during `pytest` execution and it is automatically
     rendered into the Sphinx documentation.
diff --git a/{{cookiecutter.project_slug}}/README.md b/{{cookiecutter.project_slug}}/README.md
index 04c6e89..66a9e6a 100644
--- a/{{cookiecutter.project_slug}}/README.md
+++ b/{{cookiecutter.project_slug}}/README.md
@@ -14,10 +14,10 @@
 [![License: LGPL v3](https://img.shields.io/badge/License-LGPL%20v3-blue.svg)](https://www.gnu.org/licenses/lgpl-3.0)
 {% endif -%}
 {% if cookiecutter.remote_url != "None" -%}
-{% if cookiecutter.github_actions_ci == "Yes" and cookiecutter|is_github -%}
+{% if cookiecutter.github_actions_ci and cookiecutter|is_github -%}
 [![GitHub Workflow Status](https://img.shields.io/github/actions/workflow/status/{{ cookiecutter|username }}/{{ cookiecutter|remote_slug }}/ci.yml?branch=main)](https://github.com/{{ cookiecutter|username }}/{{ cookiecutter|remote_slug }}/actions/workflows/ci.yml)
 {% endif -%}
-{% if cookiecutter.gitlab_ci == "Yes" and cookiecutter|is_gitlab -%}
+{% if cookiecutter.gitlab_ci and cookiecutter|is_gitlab -%}
 [![Gitlab pipeline status](https://img.shields.io/gitlab/pipeline/{{ cookiecutter|username }}/{{ cookiecutter|remote_slug }}/main
 {%- if "gitlab.com" not in cookiecutter.remote_url -%}
 ?gitlab_url={{ cookiecutter|gitlab_instance }}
diff --git a/{{cookiecutter.project_slug}}/TODO.md b/{{cookiecutter.project_slug}}/TODO.md
index 65ad1c2..fbab376 100644
--- a/{{cookiecutter.project_slug}}/TODO.md
+++ b/{{cookiecutter.project_slug}}/TODO.md
@@ -19,7 +19,7 @@ The following tasks need to be done to get a fully working project:
 * Enable the integration of Readthedocs with your Git hoster. In the case of Github, this means
   that you need to login at [Read the Docs](https://readthedocs.org) and click the button
   *Import a Project*.
-{%- if cookiecutter.github_actions_ci == 'Yes' %}
+{%- if cookiecutter.github_actions_ci %}
 * Enable the integration with `codecov.io` by heading to the [Codecov.io Website](https://codecov.io),
   log in (e.g. with your Github credentials) and enable integration for your repository. In order to do
   so, you need to select it from the list of repositories (potentially re-syncing with GitHub). Then, head
diff --git a/{{cookiecutter.project_slug}}/doc/conf.py b/{{cookiecutter.project_slug}}/doc/conf.py
index 465dd9e..5e23b90 100644
--- a/{{cookiecutter.project_slug}}/doc/conf.py
+++ b/{{cookiecutter.project_slug}}/doc/conf.py
@@ -17,7 +17,7 @@
 # extensions coming with Sphinx (named 'sphinx.ext.*') or your custom
 # ones.
 extensions = [
-{%- if cookiecutter.notebooks == "Yes" %}
+{%- if cookiecutter.notebooks %}
     "nbsphinx",
     "nbsphinx_link",
 {%- endif %}
diff --git a/{{cookiecutter.project_slug}}/doc/index.rst b/{{cookiecutter.project_slug}}/doc/index.rst
index 3054caa..7355f53 100644
--- a/{{cookiecutter.project_slug}}/doc/index.rst
+++ b/{{cookiecutter.project_slug}}/doc/index.rst
@@ -6,7 +6,7 @@
    :caption: Contents:
 
    intro
-{%- if cookiecutter.notebooks == "Yes" %}
+{%- if cookiecutter.notebooks %}
    demo
 {%- endif %}
    api
diff --git a/{{cookiecutter.project_slug}}/pyproject.toml b/{{cookiecutter.project_slug}}/pyproject.toml
index 4a1a6e4..d00fdc2 100644
--- a/{{cookiecutter.project_slug}}/pyproject.toml
+++ b/{{cookiecutter.project_slug}}/pyproject.toml
@@ -43,7 +43,7 @@ classifiers = [
     "Operating System :: OS Independent",
 ]
 dependencies = [
-{%- if cookiecutter.commandlineinterface == "Yes" %}
+{%- if cookiecutter.commandlineinterface %}
     "click",
 {%- endif %}
 ]
@@ -52,12 +52,12 @@ dependencies = [
 tests = [
     "pytest",
     "pytest-cov",
-{%- if cookiecutter.notebooks == "Yes" %}
+{%- if cookiecutter.notebooks %}
     "nbval",
 {%- endif %}
 ]
 docs = [
-{%- if cookiecutter.notebooks == "Yes" %}
+{%- if cookiecutter.notebooks %}
     "ipykernel",
     "nbsphinx",
     "nbsphinx-link",
@@ -66,7 +66,7 @@ docs = [
     "sphinx_mdinclude",
     "sphinx_rtd_theme",
 ]
-{% if cookiecutter.commandlineinterface == "Yes" %}
+{% if cookiecutter.commandlineinterface %}
 # Command line scripts installed as part of the installation
 [project.scripts]
 {{ cookiecutter|modname }} = "{{ cookiecutter|modname }}.__main__:main"
@@ -92,7 +92,7 @@ write_to = "src/{{ cookiecutter|modname }}/_version.py"
 [tool.pytest.ini_options]
 testpaths = [
     "tests",
-{%- if cookiecutter.notebooks == "Yes" %}
+{%- if cookiecutter.notebooks %}
     "notebooks",
 {%- endif %}
 ]