diff --git a/Library/Homebrew/.rubocop.yml b/Library/Homebrew/.rubocop.yml
index 0f347c452b..81854eb8f3 100644
--- a/Library/Homebrew/.rubocop.yml
+++ b/Library/Homebrew/.rubocop.yml
@@ -3,6 +3,7 @@ inherit_from:
 
 AllCops:
   Include:
+    - '**/*.rb'
     - 'Library/Homebrew/.simplecov'
   Exclude:
     - 'bin/*'
@@ -13,6 +14,10 @@ Layout/MultilineMethodCallIndentation:
   Exclude:
     - '**/*_spec.rb'
 
+# Gets false positives with our heredocs nested inside arrays
+Layout/ClosingHeredocIndentation:
+  Enabled: false
+
 # so many of these in formulae but none in here
 Lint/AmbiguousRegexpLiteral:
   Enabled: true
@@ -72,6 +77,11 @@ Naming/PredicateName:
 Naming/UncommunicativeMethodParamName:
   Enabled: false
 
+# I'm not sure how to correct these, and seems to get false positives on
+# modifiers used on symbols of methods
+Style/AccessModifierDeclarations:
+  Enabled: false
+
 Style/BlockDelimiters:
   Exclude:
     - '**/*_spec.rb'
diff --git a/Library/Homebrew/constants.rb b/Library/Homebrew/constants.rb
index 25326075e5..e7c71fdf77 100644
--- a/Library/Homebrew/constants.rb
+++ b/Library/Homebrew/constants.rb
@@ -1,5 +1,5 @@
 # frozen_string_literal: true
 
 # RuboCop version used for `brew style` and `brew cask style`
-HOMEBREW_RUBOCOP_VERSION = "0.55.0"
+HOMEBREW_RUBOCOP_VERSION = "0.57.1"
 HOMEBREW_RUBOCOP_CASK_VERSION = "~> 0.19.0" # has to be updated when RuboCop version changes