diff --git a/test/README.rst b/test/README.rst
index ead71c42..747522bb 100644
--- a/test/README.rst
+++ b/test/README.rst
@@ -22,16 +22,12 @@ Updating Upstream Requirements
 
 The purpose of the upstream requirements files is to provide a stable list of
 packages for dependencies to run downstream tests of the DynamoDB Encryption
-Client. In order to update the upstream requirements in `upstream-requirements-py37.txt`
-and `upstream-requirements-py27.txt`, run these commands:
+Client. In order to update the upstream requirements in `upstream-requirements-py37.txt`,
+run these commands::
 
-   .. code::
+    $ tox -e freeze-upstream-requirements-py37
 
-      $ tox -e freeze-upstream-requirements-py27
-      $ tox -e freeze-upstream-requirements-py37
+Test them using::
 
-Test them using:
+    $ tox -e test-upstream-requirements-py37
 
-   .. code::
-      $ tox -e test-upstream-requirements-py27
-      $ tox -e test-upstream-requirements-py37
diff --git a/test/upstream-requirements-py27.txt b/test/upstream-requirements-py27.txt
deleted file mode 100644
index cb3364b1..00000000
--- a/test/upstream-requirements-py27.txt
+++ /dev/null
@@ -1,78 +0,0 @@
-apipkg==1.5
-asn1crypto==1.0.1
-atomicwrites==1.3.0
-attrs==19.2.0
-aws-sam-translator==1.15.0
-aws-xray-sdk==2.4.2
-backports.ssl-match-hostname==3.7.0.1
-backports.tempfile==1.0
-backports.weakref==1.0.post1
-boto==2.49.0
-boto3==1.9.246
-botocore==1.12.246
-certifi==2019.9.11
-cffi==1.12.3
-cfn-lint==0.24.4
-chardet==3.0.4
-configparser==4.0.2
-contextlib2==0.6.0.post1
-cookies==2.2.1
-coverage==4.5.4
-cryptography==3.3.2
-DateTime==4.3
-docker==4.1.0
-docutils==0.15.2
-ecdsa==0.13.3
-enum34==1.1.6
-execnet==1.7.1
-funcsigs==1.0.2
-functools32==3.2.3.post2
-future==0.18.0
-futures==3.3.0
-hypothesis==4.40.0
-idna==2.8
-importlib-metadata==0.23
-ipaddress==1.0.22
-Jinja2==2.11.3
-jmespath==0.9.4
-jsondiff==1.1.2
-jsonpatch==1.24
-jsonpickle==1.2
-jsonpointer==2.0
-jsonschema==3.1.1
-MarkupSafe==1.1.1
-mock==3.0.5
-more-itertools==5.0.0
-moto==1.3.13
-packaging==19.2
-pathlib2==2.3.5
-pluggy==0.13.0
-py==1.10.0
-pyasn1==0.4.7
-pycparser==2.19
-pyparsing==2.4.2
-pyrsistent==0.15.4
-pytest==4.6.5
-pytest-cov==2.8.1
-pytest-forked==1.0.2
-pytest-mock==1.11.1
-pytest-xdist==1.30.0
-python-dateutil==2.8.0
-python-jose==3.0.1
-pytz==2019.3
-PyYAML==5.4
-requests==2.22.0
-responses==0.10.6
-rsa==4.5
-s3transfer==0.2.1
-scandir==1.10.0
-six==1.12.0
-sshpubkeys==3.1.0
-urllib3==1.25.8
-wcwidth==0.1.7
-websocket-client==0.56.0
-Werkzeug==0.16.0
-wrapt==1.11.2
-xmltodict==0.12.0
-zipp==0.6.0
-zope.interface==4.6.0
diff --git a/test/upstream-requirements-py37.txt b/test/upstream-requirements-py37.txt
index fe00514f..76ee4525 100644
--- a/test/upstream-requirements-py37.txt
+++ b/test/upstream-requirements-py37.txt
@@ -1,65 +1,42 @@
-apipkg==1.5
-asn1crypto==1.0.1
-atomicwrites==1.3.0
-attrs==19.2.0
-aws-sam-translator==1.15.0
-aws-xray-sdk==2.4.2
-boto==2.49.0
-boto3==1.9.246
-botocore==1.12.246
-certifi==2019.9.11
-cffi==1.12.3
-cfn-lint==0.24.4
-chardet==3.0.4
-coverage==4.5.4
-cryptography==3.3.2
-DateTime==4.3
-docker==4.1.0
-docutils==0.15.2
-ecdsa==0.13.3
-execnet==1.7.1
-future==0.18.0
-hypothesis==4.40.0
-idna==2.8
-importlib-metadata==0.23
-Jinja2==2.11.3
-jmespath==0.9.4
-jsondiff==1.1.2
-jsonpatch==1.24
-jsonpickle==1.2
-jsonpointer==2.0
-jsonschema==3.1.1
-MarkupSafe==1.1.1
-mock==3.0.5
-more-itertools==7.2.0
-moto==1.3.13
-packaging==19.2
-pluggy==0.13.0
+attrs==21.2.0
+boto3==1.18.12
+botocore==1.21.12
+certifi==2021.5.30
+cffi==1.14.6
+charset-normalizer==2.0.4
+coverage==5.5
+cryptography==3.4.7
+execnet==1.9.0
+hypothesis==5.49.0
+idna==3.2
+importlib-metadata==4.6.3
+iniconfig==1.1.1
+Jinja2==3.0.1
+jmespath==0.10.0
+MarkupSafe==2.0.1
+mock==4.0.3
+more-itertools==8.8.0
+moto==2.2.1
+packaging==21.0
+pluggy==0.13.1
 py==1.10.0
-pyasn1==0.4.7
-pycparser==2.19
-pyparsing==2.4.2
-pyrsistent==0.15.4
-pytest==5.2.1
-pytest-cov==2.8.1
-pytest-forked==1.0.2
-pytest-mock==1.11.1
-pytest-xdist==1.30.0
-python-dateutil==2.8.0
-python-jose==3.0.1
-pytz==2019.3
-PyYAML==5.4
-requests==2.22.0
-responses==0.10.6
-rsa==4.5
-s3transfer==0.2.1
-six==1.12.0
-sshpubkeys==3.1.0
-urllib3==1.25.8
-wcwidth==0.1.7
-websocket-client==0.56.0
-Werkzeug==0.16.0
-wrapt==1.11.2
+pycparser==2.20
+pyparsing==2.4.7
+pytest==6.2.4
+pytest-cov==2.12.1
+pytest-forked==1.3.0
+pytest-mock==3.6.1
+pytest-xdist==2.3.0
+python-dateutil==2.8.2
+pytz==2021.1
+requests==2.26.0
+responses==0.13.3
+s3transfer==0.5.0
+six==1.16.0
+sortedcontainers==2.4.0
+toml==0.10.2
+typing-extensions==3.10.0.0
+urllib3==1.26.6
+Werkzeug==2.0.1
 xmltodict==0.12.0
-zipp==0.6.0
-zope.interface==4.6.0
+zipp==3.5.0