diff --git a/.github/workflows/main.yml b/.github/workflows/main.yml
index 1e776722..ed5cc3af 100644
--- a/.github/workflows/main.yml
+++ b/.github/workflows/main.yml
@@ -15,26 +15,26 @@ permissions:
   pull-requests: write
 
 jobs:
-  test:
+  test-python-versions:
     strategy:
       fail-fast: false
       matrix:
         os: [ubuntu-latest]
-        python-version: ['3.8', '3.9', '3.10', '3.11', '3.12']
+        python-version: ['3.8', '3.9', '3.10', '3.11', '3.12', '3.13']
         include:
         - os: macos-latest
-          python-version: '3.9'
+          python-version: '3.13'
         - os: windows-latest
-          python-version: '3.9'
+          python-version: '3.13'
     runs-on: ${{ matrix.os }}
     name: test (py${{ matrix.python-version }} ${{ matrix.os }})
     steps:
-    - uses: actions/checkout@v4
+    - uses: actions/checkout@v6
       with:
         fetch-depth: 0
       env:
         GITHUB_TOKEN: ${{ secrets.GITHUB_TOKEN }}
-    - uses: actions/setup-python@v4
+    - uses: actions/setup-python@v6
       with:
         python-version: ${{ matrix.python-version }}
     - run: pip install '.[test]'
@@ -52,12 +52,12 @@ jobs:
     runs-on: ubuntu-latest
     continue-on-error: true
     steps:
-    - uses: actions/checkout@v4
+    - uses: actions/checkout@v6
       with:
         fetch-depth: 0
       env:
         GITHUB_TOKEN: ${{ secrets.GITHUB_TOKEN }}
-    - uses: actions/setup-python@v4
+    - uses: actions/setup-python@v6
       with:
         python-version: 3.8.x
     - run: pip install --pre '.[test]'
@@ -67,18 +67,18 @@ jobs:
     - run: make test-3.8
 
   distributions:
-    needs: test
+    needs: test-python-versions
     strategy:
       matrix:
         package_name: ["rsconnect_python", "rsconnect"]
     runs-on: ubuntu-latest
     steps:
-    - uses: actions/checkout@v4
+    - uses: actions/checkout@v6
       with:
         fetch-depth: 0
       env:
         GITHUB_TOKEN: ${{ secrets.GITHUB_TOKEN }}
-    - uses: actions/setup-python@v4
+    - uses: actions/setup-python@v6
       with:
         python-version: 3.8.x
     - name: Install uv # see scripts/temporary-rename
@@ -103,10 +103,10 @@ jobs:
       uses: pypa/gh-action-pypi-publish@release/v1
 
   docs:
-    needs: test
+    needs: test-python-versions
     runs-on: ubuntu-latest
     steps:
-    - uses: actions/checkout@v4
+    - uses: actions/checkout@v6
       with:
         fetch-depth: 0
       env:
@@ -117,7 +117,7 @@ jobs:
         python-version: 3.12
     - name: build docs
       run: make docs
-    - uses: actions/upload-artifact@v4
+    - uses: actions/upload-artifact@v5
       with:
         name: docs
         path: site/
@@ -136,12 +136,52 @@ jobs:
     - if: github.event_name == 'push' && startsWith(github.ref, 'refs/tags')
       run: make promote-docs-in-s3
 
-  test-rsconnect:
-    name: "Integration tests against latest Connect"
+  test-connect-versions:
+    runs-on: ubuntu-latest
+    strategy:
+      fail-fast: false
+      matrix:
+        version:
+          - "release"   # special value that always points to the latest Connect release
+          - "2025.09.0" # jammy
+          - "2025.03.0" # jammy
+          - "2024.09.0" # jammy
+          - "2024.03.0" # jammy
+          - "2023.09.0" # jammy
+          - "2023.03.0" # bionic
+          - "2022.10.0" # bionic
+    name: Integration tests against Connect ${{ matrix.version }}
+    env:
+      python-version: 3.13
+    steps:
+      - uses: actions/checkout@v6
+
+      - uses: actions/setup-python@v6
+        with:
+          python-version: ${{ env.python-version }}
+
+      - name: Install dependencies
+        run: pip install '.[test]'
+
+      - run: pip freeze
+
+      - run: rsconnect version
+
+      - name: Run integration tests
+        uses: posit-dev/with-connect@main
+        with:
+          version: ${{ matrix.version }}
+          # License file valid until 2026-12-05
+          license: ${{ secrets.CONNECT_LICENSE_FILE }}
+          command: |
+            make test-${{ env.python-version }}
+
+  test-dev-connect:
+    name: "Integration tests against dev Connect"
     runs-on: ubuntu-latest
     steps:
-      - uses: actions/checkout@v4
-      - uses: actions/setup-python@v4
+      - uses: actions/checkout@v6
+      - uses: actions/setup-python@v6
         with:
           python-version: 3.12.4
       - name: Install dependencies
diff --git a/tests/test_api.py b/tests/test_api.py
index 26261c92..b42f816c 100644
--- a/tests/test_api.py
+++ b/tests/test_api.py
@@ -25,7 +25,7 @@ class TestAPI(TestCase):
     def test_executor_init(self):
         connect_server = require_connect()
         api_key = require_api_key()
-        ce = RSConnectExecutor(None, None, connect_server, api_key, True, None)
+        ce = RSConnectExecutor(url=connect_server, api_key=api_key, insecure=True)
         self.assertEqual(ce.remote_server.url, connect_server)
 
     def test_output_task_log(self):
@@ -52,7 +52,7 @@ def test_output_task_log(self):
     def test_make_deployment_name(self):
         connect_server = require_connect()
         api_key = require_api_key()
-        ce = RSConnectExecutor(None, None, connect_server, api_key, True, None)
+        ce = RSConnectExecutor(url=connect_server, api_key=api_key, insecure=True)
         self.assertEqual(ce.make_deployment_name("title", False), "title")
         self.assertEqual(ce.make_deployment_name("Title", False), "title")
         self.assertEqual(ce.make_deployment_name("My Title", False), "my_title")
diff --git a/tests/test_bundle.py b/tests/test_bundle.py
index 7cab72ed..dc952d6b 100644
--- a/tests/test_bundle.py
+++ b/tests/test_bundle.py
@@ -132,6 +132,11 @@ def test_make_notebook_source_bundle1(self):
                             "package_file": "requirements.txt",
                         },
                     },
+                    "environment": {
+                        "python": {
+                            "requires": ">=3.8",
+                        },
+                    },
                     "files": {
                         "dummy.ipynb": {
                             "checksum": ipynb_hash,
diff --git a/tests/test_environment.py b/tests/test_environment.py
index 4da52db7..9d883315 100644
--- a/tests/test_environment.py
+++ b/tests/test_environment.py
@@ -55,6 +55,7 @@ def test_file(self):
                 source="file",
             ),
             python_interpreter=sys.executable,
+            python_version_requirement=">=3.8",
         )
         self.assertEqual(expected, result)
 
@@ -276,12 +277,12 @@ def fake_inspect_environment(
 class TestEnvironmentDeprecations:
     def test_override_python_version(self):
         with mock.patch.object(rsconnect.environment.logger, "warning") as mock_warning:
-            result = Environment.create_python_environment(get_dir("pip1"), override_python_version=None)
+            result = Environment.create_python_environment(get_dir("pip1-no-version"), override_python_version=None)
         assert mock_warning.call_count == 0
         assert result.python_version_requirement is None
 
         with mock.patch.object(rsconnect.environment.logger, "warning") as mock_warning:
-            result = Environment.create_python_environment(get_dir("pip1"), override_python_version="3.8")
+            result = Environment.create_python_environment(get_dir("pip1-no-version"), override_python_version="3.8")
         assert mock_warning.call_count == 1
         mock_warning.assert_called_once_with(
             "The --override-python-version option is deprecated, "
diff --git a/tests/test_main.py b/tests/test_main.py
index d6d2e59d..dfaa908a 100644
--- a/tests/test_main.py
+++ b/tests/test_main.py
@@ -23,6 +23,7 @@
     optional_target,
     require_api_key,
     require_connect,
+    require_connect_version,
 )
 
 
@@ -88,6 +89,7 @@ def test_ping_api_key(self):
         assert "OK" in result.output
 
     def test_deploy(self):
+        require_connect_version("2025.03.0")
         target = optional_target(get_dir(join("pip1", "dummy.ipynb")))
         runner = CliRunner()
         args = self.create_deploy_args("notebook", target)
@@ -290,6 +292,7 @@ def post_application_deploy_callback(request, uri, response_headers):
                 os.environ["CONNECT_SERVER"] = original_server_value
 
     # noinspection SpellCheckingInspection
+    @pytest.mark.skip(reason="Skipping R manifest test (requires R 3.5, docker containers have moved on).")
     def test_deploy_manifest(self):
         target = optional_target(get_manifest_path("shinyapp"))
         runner = CliRunner()
@@ -299,7 +302,8 @@ def test_deploy_manifest(self):
 
     # noinspection SpellCheckingInspection
     @httpretty.activate(verbose=True, allow_net_connect=False)
-    def test_deploy_manifest_shinyapps(self):
+    @mock.patch("rsconnect.api.webbrowser.open_new")
+    def test_deploy_manifest_shinyapps(self, mock_open_browser):
         original_api_key_value = os.environ.pop("CONNECT_API_KEY", None)
         original_server_value = os.environ.pop("CONNECT_SERVER", None)
 
@@ -474,7 +478,8 @@ def post_deploy_callback(request, uri, response_headers):
                 os.environ["CONNECT_SERVER"] = original_server_value
 
     @httpretty.activate(verbose=True, allow_net_connect=False)
-    def test_redeploy_manifest_shinyapps(self):
+    @mock.patch("rsconnect.api.webbrowser.open_new")
+    def test_redeploy_manifest_shinyapps(self, mock_open_browser):
         original_api_key_value = os.environ.pop("CONNECT_API_KEY", None)
         original_server_value = os.environ.pop("CONNECT_SERVER", None)
 
@@ -641,6 +646,7 @@ def post_deploy_callback(request, uri, response_headers):
                 os.environ["CONNECT_SERVER"] = original_server_value
 
     def test_deploy_api(self):
+        require_connect_version("2025.03.0")
         target = optional_target(get_api_path("flask"))
         runner = CliRunner()
         args = self.create_deploy_args("api", target)
@@ -656,6 +662,7 @@ def test_deploy_api_fail_verify(self):
         assert result.exit_code == 1, result.output
 
     def test_deploy_api_fail_no_verify(self):
+        require_connect_version("2025.03.0")
         target = optional_target(get_api_path("flask-bad"))
         runner = CliRunner()
         args = self.create_deploy_args("api", target)
diff --git a/tests/testdata/api/flask-bad/.python-version b/tests/testdata/api/flask-bad/.python-version
new file mode 100644
index 00000000..221a9649
--- /dev/null
+++ b/tests/testdata/api/flask-bad/.python-version
@@ -0,0 +1 @@
+>=3.8
diff --git a/tests/testdata/api/flask/.python-version b/tests/testdata/api/flask/.python-version
new file mode 100644
index 00000000..221a9649
--- /dev/null
+++ b/tests/testdata/api/flask/.python-version
@@ -0,0 +1 @@
+>=3.8
diff --git a/tests/testdata/py3/pip1-no-version/dummy.ipynb b/tests/testdata/py3/pip1-no-version/dummy.ipynb
new file mode 100644
index 00000000..76fe3342
--- /dev/null
+++ b/tests/testdata/py3/pip1-no-version/dummy.ipynb
@@ -0,0 +1,52 @@
+{
+ "cells": [
+  {
+   "cell_type": "code",
+   "execution_count": 1,
+   "metadata": {},
+   "outputs": [
+    {
+     "data": {
+      "text/plain": [
+       "'this is a notebook'"
+      ]
+     },
+     "execution_count": 1,
+     "metadata": {},
+     "output_type": "execute_result"
+    }
+   ],
+   "source": [
+    "\"this is a notebook\""
+   ]
+  },
+  {
+   "cell_type": "code",
+   "execution_count": null,
+   "metadata": {},
+   "outputs": [],
+   "source": []
+  }
+ ],
+ "metadata": {
+  "kernelspec": {
+   "display_name": "Python 3",
+   "language": "python",
+   "name": "python3"
+  },
+  "language_info": {
+   "codemirror_mode": {
+    "name": "ipython",
+    "version": 3
+   },
+   "file_extension": ".py",
+   "mimetype": "text/x-python",
+   "name": "python",
+   "nbconvert_exporter": "python",
+   "pygments_lexer": "ipython3",
+   "version": "3.6.6"
+  }
+ },
+ "nbformat": 4,
+ "nbformat_minor": 2
+}
diff --git a/tests/testdata/py3/pip1-no-version/requirements.txt b/tests/testdata/py3/pip1-no-version/requirements.txt
new file mode 100644
index 00000000..40218701
--- /dev/null
+++ b/tests/testdata/py3/pip1-no-version/requirements.txt
@@ -0,0 +1,3 @@
+numpy
+pandas
+matplotlib
diff --git a/tests/testdata/py3/pip1/.python-version b/tests/testdata/py3/pip1/.python-version
new file mode 100644
index 00000000..221a9649
--- /dev/null
+++ b/tests/testdata/py3/pip1/.python-version
@@ -0,0 +1 @@
+>=3.8
diff --git a/tests/utils.py b/tests/utils.py
index 1dfdcb78..274c62e3 100644
--- a/tests/utils.py
+++ b/tests/utils.py
@@ -3,8 +3,10 @@
 import jwt
 import re
 from os.path import join, dirname, exists
+from packaging import version
 
 import pytest
+from rsconnect.api import RSConnectServer, RSConnectClient
 
 
 def apply_common_args(args: list, server=None, key=None, cacert=None, insecure=False):
@@ -42,6 +44,29 @@ def require_api_key():
     return connect_api_key
 
 
+def require_connect_version(min_version: str):
+    """
+    Skip test if Connect server version is less than min_version.
+
+    Args:
+        min_version: Minimum required version (e.g., "2025.03.0")
+    """
+    connect_server = require_connect()
+    api_key = require_api_key()
+
+    server = RSConnectServer(connect_server, api_key)
+    client = RSConnectClient(server)
+
+    try:
+        settings = client.server_settings()
+        server_version = settings["version"]
+
+        if version.parse(server_version) < version.parse(min_version):
+            pytest.skip(f"Connect server {server_version} < {min_version}")
+    except Exception as e:
+        pytest.skip(f"Could not determine Connect server version: {e}")
+
+
 def get_dir(name):
     py_version = "py%d" % sys.version_info[0]
     # noinspection SpellCheckingInspection