diff --git a/.changes/1.29.0.json b/.changes/1.29.0.json
new file mode 100644
index 000000000..33afbbe29
--- /dev/null
+++ b/.changes/1.29.0.json
@@ -0,0 +1,15 @@
+{
+  "schema-version": "1.0",
+  "changes": [
+    {
+      "type": "feature",
+      "category": "Python",
+      "description": "Add support for Python 3.10 (#2037)"
+    },
+    {
+      "type": "enhancement",
+      "category": "Pip",
+      "description": "Bump pip version range to latest version <23.2 (#2034)"
+    }
+  ]
+}
diff --git a/.github/dependabot.yml b/.github/dependabot.yml
index 6331c3613..354f35af2 100644
--- a/.github/dependabot.yml
+++ b/.github/dependabot.yml
@@ -9,4 +9,3 @@ updates:
   allow:
   - dependency-name: pip
   - dependency-name: click
-  - dependency-name: attrs
diff --git a/.github/workflows/run-tests.yml b/.github/workflows/run-tests.yml
index d32176954..c7aad1b21 100644
--- a/.github/workflows/run-tests.yml
+++ b/.github/workflows/run-tests.yml
@@ -17,7 +17,7 @@ jobs:
     strategy:
       matrix:
         os: [ubuntu-latest, macos-latest]
-        python-version: [3.8, 3.9]
+        python-version: [3.8, 3.9, '3.10', 3.11]
     steps:
       - uses: actions/checkout@v2
       - uses: actions/setup-python@v2
@@ -53,7 +53,7 @@ jobs:
     runs-on: ubuntu-latest
     strategy:
       matrix:
-        python-version: [3.7, 3.8, 3.9]
+        python-version: [3.7, 3.8, 3.9, '3.10', 3.11]
         cdk-version: [cdk, cdkv2]
     steps:
       - uses: actions/checkout@v2
diff --git a/CHANGELOG.rst b/CHANGELOG.rst
index 7d2aefe6c..60cc2cece 100644
--- a/CHANGELOG.rst
+++ b/CHANGELOG.rst
@@ -2,6 +2,13 @@
 CHANGELOG
 =========
 
+1.29.0
+======
+
+* feature:Python:Add support for Python 3.10 (#2037)
+* enhancement:Pip:Bump pip version range to latest version <23.2 (#2034)
+
+
 1.28.0
 ======
 
diff --git a/README.rst b/README.rst
index 7e23adcd9..9e043c3a2 100644
--- a/README.rst
+++ b/README.rst
@@ -111,7 +111,7 @@ Quickstart
 In this tutorial, you'll use the ``chalice`` command line utility
 to create and deploy a basic REST API.  This quickstart uses Python 3.7,
 but AWS Chalice supports all versions of python supported by AWS Lambda,
-which includes python3.6, python3.7, python3.8, python3.9.
+which includes python3.6, python3.7, python3.8, python3.9, python3.10, python3.11.
 You can find the latest versions of python on the
 `Python download page <https://www.python.org/downloads/>`_.
 
diff --git a/chalice/app.py b/chalice/app.py
index 06753fad2..921534510 100644
--- a/chalice/app.py
+++ b/chalice/app.py
@@ -22,7 +22,7 @@
 from collections.abc import MutableMapping
 
 
-__version__: str = '1.28.0'
+__version__: str = '1.29.0'
 
 from typing import List, Dict, Any, Optional, Sequence, Union, Callable, Set, \
     Iterator, TYPE_CHECKING, Tuple
diff --git a/chalice/config.py b/chalice/config.py
index 178c91ffb..9b73a682a 100644
--- a/chalice/config.py
+++ b/chalice/config.py
@@ -151,14 +151,13 @@ def lambda_python_version(self) -> str:
         if major == 2:
             return 'python2.7'
         # Python 3 for backwards compatibility needs to select python3.6
-        # for python versions 3.0-3.6. 3.7 and higher will use python3.7.
+        # for python versions 3.0-3.6. 3.7-3.10 will use their version.
+        # 3.11 and higher will use 3.11
         elif (major, minor) <= (3, 6):
             return 'python3.6'
-        elif (major, minor) <= (3, 7):
-            return 'python3.7'
-        elif (major, minor) <= (3, 8):
-            return 'python3.8'
-        return 'python3.9'
+        elif (major, minor) <= (3, 10):
+            return 'python%s.%s' % (major, minor)
+        return 'python3.11'
 
     @property
     def log_retention_in_days(self) -> int:
diff --git a/chalice/deploy/packager.py b/chalice/deploy/packager.py
index dd8e27629..813e57d34 100644
--- a/chalice/deploy/packager.py
+++ b/chalice/deploy/packager.py
@@ -81,6 +81,8 @@ class BaseLambdaDeploymentPackager(object):
         'python3.7': 'cp37m',
         'python3.8': 'cp38',
         'python3.9': 'cp39',
+        'python3.10': 'cp310',
+        'python3.11': 'cp311',
     }
 
     def __init__(
@@ -497,6 +499,8 @@ class DependencyBuilder(object):
         'cp36m': (2, 17),
         'cp37m': (2, 17),
         'cp38': (2, 26),
+        'cp310': (2, 26),
+        'cp311': (2, 26),
     }
     # Fallback version if we're on an unknown python version
     # not in _RUNTIME_GLIBC.
diff --git a/docs/source/conf.py b/docs/source/conf.py
index b72d58762..aa558efbc 100644
--- a/docs/source/conf.py
+++ b/docs/source/conf.py
@@ -61,9 +61,9 @@
 # built documents.
 #
 # The short X.Y version.
-version = u'1.28'
+version = u'1.29'
 # The full version, including alpha/beta/rc tags.
-release = u'1.28.0'
+release = u'1.29.0'
 
 # The language for content autogenerated by Sphinx. Refer to documentation
 # for a list of supported languages.
diff --git a/docs/source/topics/middleware.rst b/docs/source/topics/middleware.rst
index 90a8ea0de..465315bc1 100644
--- a/docs/source/topics/middleware.rst
+++ b/docs/source/topics/middleware.rst
@@ -271,15 +271,15 @@ Integrating with AWS Lambda Powertools
 --------------------------------------
 
 `AWS Lambda Powertools
-<https://awslabs.github.io/aws-lambda-powertools-python/latest/>`__ is a suite of
+<https://docs.powertools.aws.dev/lambda/python/latest/>`__ is a suite of
 utilities for AWS Lambda functions that makes tracing with AWS X-Ray,
 structured logging and creating custom metrics asynchronously easier.
 
 You can use Chalice middleware to easily integrate Lambda Powertools with
 your Chalice apps.  In this example, we'll use the
 `Logger
-<https://awslabs.github.io/aws-lambda-powertools-python/latest/core/logger/>`__
-and `Tracer <https://awslabs.github.io/aws-lambda-powertools-python/latest/core/tracer/>`__
+<https://docs.powertools.aws.dev/lambda/python/latest/core/logger/>`__
+and `Tracer <https://docs.powertools.aws.dev/lambda/python/latest/core/tracer/>`__
 and convert them to Chalice middleware so they will be automatically applied
 to all Lambda functions in our application.
 
diff --git a/setup.py b/setup.py
index 586081168..cf0058849 100644
--- a/setup.py
+++ b/setup.py
@@ -25,7 +25,7 @@ def recursive_include(relative_dir):
     'typing==3.6.4;python_version<"3.7"',
     'typing-extensions>=4.0.0,<5.0.0',
     'six>=1.10.0,<2.0.0',
-    'pip>=9,<23.1',
+    'pip>=9,<23.2',
     'jmespath>=0.9.3,<2.0.0',
     'pyyaml>=5.3.1,<7.0.0',
     'inquirer>=2.7.0,<3.0.0',
@@ -35,7 +35,7 @@ def recursive_include(relative_dir):
 
 setup(
     name='chalice',
-    version='1.28.0',
+    version='1.29.0',
     description="Microframework",
     long_description=README,
     author="James Saryerwinnie",
@@ -44,7 +44,7 @@ def recursive_include(relative_dir):
     packages=find_packages(exclude=['tests', 'tests.*']),
     install_requires=install_requires,
     extras_require={
-        'event-file-poller': ['watchdog==0.9.0'],
+        'event-file-poller': ['watchdog==2.3.1'],
         'cdk': [
             'aws_cdk.aws_iam>=1.85.0,<2.0',
             'aws_cdk.aws-s3-assets>=1.85.0,<2.0',
@@ -74,5 +74,7 @@ def recursive_include(relative_dir):
         'Programming Language :: Python :: 3.7',
         'Programming Language :: Python :: 3.8',
         'Programming Language :: Python :: 3.9',
+        'Programming Language :: Python :: 3.10',
+        'Programming Language :: Python :: 3.11',
     ],
 )
diff --git a/tests/functional/cli/test_cli.py b/tests/functional/cli/test_cli.py
index 325dc5421..e6672fd61 100644
--- a/tests/functional/cli/test_cli.py
+++ b/tests/functional/cli/test_cli.py
@@ -415,6 +415,10 @@ def test_error_when_no_deployed_record(runner, mock_cli_factory):
                     reason="Cannot generate pipeline for python3.8.")
 @pytest.mark.skipif(sys.version_info[:2] == (3, 9),
                     reason="Cannot generate pipeline for python3.9.")
+@pytest.mark.skipif(sys.version_info[:2] == (3, 10),
+                    reason="Cannot generate pipeline for python3.10.")
+@pytest.mark.skipif(sys.version_info[:2] == (3, 11),
+                    reason="Cannot generate pipeline for python3.11.")
 def test_can_generate_pipeline_for_all(runner):
     with runner.isolated_filesystem():
         newproj.create_new_project_skeleton('testproject')
diff --git a/tests/integration/test_package.py b/tests/integration/test_package.py
index e18438f0c..69db7ac51 100644
--- a/tests/integration/test_package.py
+++ b/tests/integration/test_package.py
@@ -16,10 +16,95 @@
 from chalice.deploy.packager import NoSuchPackageError
 
 
+PY_VERSION = sys.version_info[:2]
+VERSION_CUTOFF = (3, 9)
+# We're being cautious here, but we want to fix the package versions we
+# try to install on older versions of python.
+# If the python version being tested is less than the VERSION_CUTOFF of 3.9,
+# then we'll install the `legacy_version` in the packages below.  This is to
+# ensure we don't regress on being able to package older package versions on
+# older versions on python. Any python version above the VERSION_CUTOFF will
+# install the `version` identifier.  That way newer versions of python won't
+# need to update this list as long as a package can still be installed on
+# 3.10 or higher.
+PACKAGES_TO_TEST = {
+    'pandas': {
+        'version': '1.5.3',
+        'legacy_version': '1.1.5',
+        'contents': [
+            'pandas/_libs/__init__.py',
+            'pandas/io/sas/_sas.cpython-*-x86_64-linux-gnu.so'
+        ],
+    },
+    'SQLAlchemy': {
+        'version': '1.4.47',
+        'legacy_version': '1.3.20',
+        'contents': [
+            'sqlalchemy/__init__.py',
+            'sqlalchemy/cresultproxy.cpython-*-x86_64-linux-gnu.so'
+        ],
+    },
+    'numpy': {
+        'version': '1.23.3',
+        'legacy_version': '1.19.4',
+        'contents': [
+            'numpy/__init__.py',
+            'numpy/core/_struct_ufunc_tests.cpython-*-x86_64-linux-gnu.so'
+        ],
+    },
+    'cryptography': {
+        'version': '3.3.1',
+        'legacy_version': '3.3.1',
+        'contents': [
+            'cryptography/__init__.py',
+            'cryptography/hazmat/bindings/_openssl.abi3.so'
+        ],
+    },
+    'Jinja2': {
+        'version': '2.11.2',
+        'legacy_version': '2.11.2',
+        'contents': ['jinja2/__init__.py'],
+    },
+    'Mako': {
+        'version': '1.1.3',
+        'legacy_version': '1.1.3',
+        'contents': ['mako/__init__.py'],
+    },
+    'MarkupSafe': {
+        'version': '1.1.1',
+        'legacy_version': '1.1.1',
+        'contents': ['markupsafe/__init__.py'],
+    },
+    'scipy': {
+        'version': '1.10.1',
+        'legacy_version': '1.5.4',
+        'contents': [
+            'scipy/__init__.py',
+            'scipy/cluster/_hierarchy.cpython-*-x86_64-linux-gnu.so'
+        ],
+    },
+    'cffi': {
+        'version': '1.15.1',
+        'legacy_version': '1.14.5',
+        'contents': ['_cffi_backend.cpython-*-x86_64-linux-gnu.so'],
+    },
+    'pygit2': {
+        'version': '1.10.1',
+        'legacy_version': '1.5.0',
+        'contents': ['pygit2/_pygit2.cpython-*-x86_64-linux-gnu.so'],
+    },
+    'pyrsistent': {
+        'version': '0.17.3',
+        'legacy_version': '0.17.3',
+        'contents': ['pyrsistent/__init__.py'],
+    },
+}
+
+
 @contextmanager
 def cd(path):
+    original_dir = os.getcwd()
     try:
-        original_dir = os.getcwd()
         os.chdir(path)
         yield
     finally:
@@ -43,41 +128,26 @@ def _get_random_package_name():
     return 'foobar-%s' % str(uuid.uuid4())[:8]
 
 
+def _get_package_install_test_cases():
+    testcases = []
+    if PY_VERSION <= VERSION_CUTOFF:
+        version_key = 'legacy_version'
+    else:
+        version_key = 'version'
+    for package, config in PACKAGES_TO_TEST.items():
+        package_version = f'{package}=={config[version_key]}'
+        testcases.append(
+            (package_version, config['contents'])
+        )
+    return testcases
+
+
 # This test can take a while, but you can set this env var to make sure that
 # the commonly used python packages can be packaged successfully.
 @pytest.mark.skipif(not os.environ.get('CHALICE_TEST_EXTENDED_PACKAGING'),
                     reason='Set CHALICE_TEST_EXTENDED_PACKAGING for extended '
                            'packaging tests.')
-@pytest.mark.skipif(sys.version_info[0] == 2,
-                    reason='Extended packaging tests only run on py3.')
-@pytest.mark.parametrize(
-    'package,contents', [
-        ('pandas==1.1.5', [
-            'pandas/_libs/__init__.py',
-            'pandas/io/sas/_sas.cpython-*-x86_64-linux-gnu.so']),
-        ('SQLAlchemy==1.3.20', [
-            'sqlalchemy/__init__.py',
-            'sqlalchemy/cresultproxy.cpython-*-x86_64-linux-gnu.so']),
-        ('numpy==1.19.4', [
-            'numpy/__init__.py',
-            'numpy/core/_struct_ufunc_tests.cpython-*-x86_64-linux-gnu.so']),
-        ('cryptography==3.3.1', [
-            'cryptography/__init__.py',
-            'cryptography/hazmat/bindings/_openssl.abi3.so']),
-        ('Jinja2==2.11.2', ['jinja2/__init__.py']),
-        ('Mako==1.1.3', ['mako/__init__.py']),
-        ('MarkupSafe==1.1.1', ['markupsafe/__init__.py']),
-        ('scipy==1.5.4', [
-            'scipy/__init__.py',
-            'scipy/cluster/_hierarchy.cpython-*-x86_64-linux-gnu.so']),
-        ('cffi==1.14.5', [
-            '_cffi_backend.cpython-*-x86_64-linux-gnu.so']),
-        ('pygit2==1.5.0', [
-            'pygit2/_pygit2.cpython-*-x86_64-linux-gnu.so']),
-        ('pyrsistent==0.17.3', [
-            'pyrsistent/__init__.py']),
-    ]
-)
+@pytest.mark.parametrize('package,contents', _get_package_install_test_cases())
 def test_package_install_smoke_tests(package, contents, runner, app_skeleton):
     assert_can_package_dependency(runner, app_skeleton, package, contents)
 
@@ -144,10 +214,11 @@ def test_can_package_sqlalchemy(self, runner, app_skeleton,
     @pytest.mark.skipif(sys.version_info[0] == 2,
                         reason='pandas==1.1.5 is only suported on py3.')
     def test_can_package_pandas(self, runner, app_skeleton, no_local_config):
+        version = '1.5.3' if sys.version_info[1] >= 10 else '1.1.5'
         assert_can_package_dependency(
             runner,
             app_skeleton,
-            'pandas==1.1.5',
+            'pandas==' + version,
             contents=[
                 'pandas/_libs/__init__.py',
             ],
diff --git a/tests/unit/test_config.py b/tests/unit/test_config.py
index 38b748429..c386fbe0f 100644
--- a/tests/unit/test_config.py
+++ b/tests/unit/test_config.py
@@ -375,8 +375,12 @@ def test_can_load_python_version():
         expected_runtime = 'python3.7'
     elif minor <= 8:
         expected_runtime = 'python3.8'
-    else:
+    elif minor <= 9:
         expected_runtime = 'python3.9'
+    elif minor <= 10:
+        expected_runtime = 'python3.10'
+    else:
+        expected_runtime = 'python3.11'
     assert c.lambda_python_version == expected_runtime