diff --git a/docs/conf.py b/docs/conf.py
index da7d36929ec..d209c55402b 100644
--- a/docs/conf.py
+++ b/docs/conf.py
@@ -8,7 +8,6 @@
 sys.path.append(os.path.dirname(__file__))
 os.environ.setdefault("DJANGO_SETTINGS_MODULE", "readthedocs.settings.dev")
 
-from django.conf import settings
 from django.utils import timezone
 
 import django
@@ -32,7 +31,6 @@ def get_version():
     'doc_extensions',
     'sphinx_tabs.tabs',
     'sphinx-prompt',
-    'recommonmark',
     'notfound.extension',
     'hoverxref.extension',
     'sphinx_search.extension',
@@ -40,10 +38,9 @@ def get_version():
 ]
 
 templates_path = ['_templates']
-source_suffix = ['.rst', '.md']
 
 master_doc = 'index'
-project = u'Read the Docs'
+project = 'Read the Docs'
 copyright = '2010-{}, Read the Docs, Inc & contributors'.format(
     timezone.now().year
 )
@@ -59,12 +56,12 @@ def get_version():
 }
 htmlhelp_basename = 'ReadTheDocsdoc'
 latex_documents = [
-    ('index', 'ReadTheDocs.tex', u'Read the Docs Documentation',
-     u'Eric Holscher, Charlie Leifer, Bobby Grace', 'manual'),
+    ('index', 'ReadTheDocs.tex', 'Read the Docs Documentation',
+     'Eric Holscher, Charlie Leifer, Bobby Grace', 'manual'),
 ]
 man_pages = [
-    ('index', 'read-the-docs', u'Read the Docs Documentation',
-     [u'Eric Holscher, Charlie Leifer, Bobby Grace'], 1)
+    ('index', 'read-the-docs', 'Read the Docs Documentation',
+     ['Eric Holscher, Charlie Leifer, Bobby Grace'], 1)
 ]
 
 exclude_patterns = [
diff --git a/requirements/docker.txt b/requirements/docker.txt
index b952b63ead9..a70075a1b53 100644
--- a/requirements/docker.txt
+++ b/requirements/docker.txt
@@ -12,7 +12,7 @@ django-redis-cache==2.1.3  # pyup: ignore
 pillow==8.2.0
 
 # local debugging tools
-watchdog==2.0.3
+watchdog==2.1.1
 datadiff==2.0.0
 ipdb==0.13.7
 pdbpp==0.10.2
@@ -25,4 +25,4 @@ jedi>0.17,<0.18  # pyup: ignore
 argh==0.26.2
 
 # run tests
-tox==3.23.0
+tox==3.23.1
diff --git a/requirements/docs.txt b/requirements/docs.txt
index a51a3d91959..b553befeceb 100644
--- a/requirements/docs.txt
+++ b/requirements/docs.txt
@@ -1,16 +1,10 @@
 # Packages required to build docs, independent of application dependencies
 
-Sphinx==3.5.4
+# Our deps aren't ready for 4.0 yet.
+# - sphinx-tabs
+Sphinx==3.5.4  # pyup: <4.0
 Pygments==2.9.0
 
-# doctuils==0.15 produces this error
-#   File "python3.6/site-packages/docutils/parsers/rst/states.py", line 882, in interpreted
-#    nodes[0][0].rawsource = unescape(text, True)
-# AttributeError: 'str' object has no attribute 'rawsource'  File "python3.6/site-packages/docutils/parsers/rst/states.py", line 882, in interpreted
-#     nodes[0][0].rawsource = unescape(text, True)
-# AttributeError: 'str' object has no attribute 'rawsource'
-docutils==0.14  # pyup: ignore
-
 sphinx_rtd_theme==0.5.2
 sphinx-tabs==2.1.0
 sphinx-intl==2.0.1
@@ -25,8 +19,6 @@ sphinxemoji==0.1.8
 sphinxcontrib-httpdomain==1.7.0
 sphinx-prompt==1.4.0
 sphinx-notfound-page==0.6
-commonmark==0.9.1
-recommonmark==0.7.1
 sphinx-autobuild==2021.3.14
 
 # Linting
diff --git a/requirements/pip.txt b/requirements/pip.txt
index 048ce2ca2f4..d4d1968ee9c 100644
--- a/requirements/pip.txt
+++ b/requirements/pip.txt
@@ -1,9 +1,9 @@
 # Base packages
 
 pip==21.1.1
-virtualenv==20.4.4
+virtualenv==20.4.6
 
-django==2.2.20  # pyup: <2.3
+django==2.2.22  # pyup: <2.3
 django-extensions==3.1.3
 django_polymorphic==3.0.0
 django-autoslug==1.9.8
@@ -11,7 +11,7 @@ django-autoslug==1.9.8
 djangorestframework==3.12.4
 
 # For intersphinx during builds
-Sphinx==3.5.4
+Sphinx==4.0.0
 
 # Filtering for the REST API
 django-filter==2.4.0
@@ -19,7 +19,7 @@ django-filter==2.4.0
 drf-flex-fields==0.9.0
 drf-extensions==0.7.0
 
-django-vanilla-views==2.0.0
+django-vanilla-views==3.0.0
 jsonfield==3.1.0
 
 requests==2.25.1
diff --git a/requirements/testing.txt b/requirements/testing.txt
index 538c5239f83..8c384e25ce8 100644
--- a/requirements/testing.txt
+++ b/requirements/testing.txt
@@ -3,7 +3,7 @@
 -r pip.txt
 
 django-dynamic-fixture==3.1.1
-pytest==6.2.3
+pytest==6.2.4
 pytest-custom-exit-code==0.3.0
 pytest-django==4.2.0
 pytest-xdist==2.2.1
@@ -20,7 +20,7 @@ execnet==1.8.0
 Mercurial==4.4.2  # pyup: ignore
 
 yamale==2.2.0  # pyup: <3.0
-pytest-mock==3.6.0
+pytest-mock==3.6.1
 
 # local debugging tools
 datadiff==2.0.0