diff --git a/.travis.yml b/.travis.yml
index dafe4cebf1..02e104b4bd 100644
--- a/.travis.yml
+++ b/.travis.yml
@@ -75,6 +75,11 @@ matrix:
       env: RAILS_VERSION='~> 5.2.0'
     - rvm: 2.3.8
       env: RAILS_VERSION='~> 5.2.0'
+    - rvm: 2.2.10
+      env: RAILS_VERSION='~> 5.2.0'
+      allow_failure: true
+    - rvm: 2.2.10
+      env: RAILS_VERSION='5-2-stable'
 
     # Rails 5.1 Builds >= 2.2.2
     - rvm: 2.6.6
@@ -85,6 +90,8 @@ matrix:
       env: RAILS_VERSION='~> 5.1.0'
     - rvm: 2.3.8
       env: RAILS_VERSION='~> 5.1.0'
+    - rvm: 2.2.10
+      env: RAILS_VERSION='~> 5.1.0'
 
     # Rails 5.0 Builds >= 2.2.2
     - rvm: 2.6.6
@@ -95,5 +102,7 @@ matrix:
       env: RAILS_VERSION='~> 5.0.0'
     - rvm: 2.3.8
       env: RAILS_VERSION='~> 5.0.0'
+    - rvm: 2.2.10
+      env: RAILS_VERSION='~> 5.0.0'
 
   fast_finish: true
diff --git a/Gemfile b/Gemfile
index 07d5f4c98d..ac7c392be7 100644
--- a/Gemfile
+++ b/Gemfile
@@ -22,6 +22,9 @@ case RAILS_VERSION
 when /master/
   MAJOR = 6
   MINOR = 0
+when /5-2-stable/
+  MAJOR = 5
+  MINOR = 2
 when /stable/
   MAJOR = 6
   MINOR = 0
@@ -46,7 +49,11 @@ gem 'rake', '~> 12'
 
 gem 'mime-types', "~> 3"
 
-gem 'capybara', '>= 2.13', '< 4.0', require: false
+if RUBY_VERSION.to_f == 2.2
+  gem 'capybara', '~> 3.1.0'
+else
+  gem 'capybara', '>= 2.13', '< 4.0', require: false
+end
 
 if MAJOR < 6
   gem 'nokogiri', '1.9.1'
@@ -56,7 +63,9 @@ end
 
 gem "rubyzip", '~> 1.2'
 
-gem 'rubocop', '~> 0.80.1'
+if RUBY_VERSION.to_f >= 2.3
+  gem 'rubocop', '~> 0.80.1'
+end
 
 custom_gemfile = File.expand_path('Gemfile-custom', __dir__)
 eval_gemfile custom_gemfile if File.exist?(custom_gemfile)
diff --git a/example_app_generator/generate_app.rb b/example_app_generator/generate_app.rb
index b1f16d7d52..a69d856eac 100644
--- a/example_app_generator/generate_app.rb
+++ b/example_app_generator/generate_app.rb
@@ -36,7 +36,9 @@
   end
 
   if Rails::VERSION::STRING >= "5.1.0"
-    if RUBY_VERSION < "2.4"
+    if RUBY_VERSION < "2.3"
+      gsub_file "Gemfile", /.*capybara.*/, "gem 'capybara', '~> 3.1.0'"
+    elsif RUBY_VERSION < "2.4"
       gsub_file "Gemfile", /.*capybara.*/, "gem 'capybara', '~> 3.15.0'"
     end
     if Rails::VERSION::STRING >= "5.2.0"
diff --git a/lib/rspec/rails/example/mailer_example_group.rb b/lib/rspec/rails/example/mailer_example_group.rb
index 874c773cf7..fd86fe9427 100644
--- a/lib/rspec/rails/example/mailer_example_group.rb
+++ b/lib/rspec/rails/example/mailer_example_group.rb
@@ -21,8 +21,8 @@ module MailerExampleGroup
 
         included do
           include ::Rails.application.routes.url_helpers
-          options = ::Rails.configuration.action_mailer.default_url_options
-          options&.each { |key, value| default_url_options[key] = value }
+          options = ::Rails.configuration.action_mailer.default_url_options || {}
+          options.each { |key, value| default_url_options[key] = value }
         end
 
         # Class-level DSL for mailer specs.
diff --git a/script/update_rubygems_and_install_bundler b/script/update_rubygems_and_install_bundler
index c5372151e4..2ecbbf294a 100755
--- a/script/update_rubygems_and_install_bundler
+++ b/script/update_rubygems_and_install_bundler
@@ -5,5 +5,11 @@
 set -e
 source script/functions.sh
 
-gem update --no-document --system
-gem install --no-document bundler
+if is_ruby_23_plus; then
+  gem update --no-document --system
+  gem install --no-document bundler
+else
+  echo "Warning installing older versions of Rubygems / Bundler"
+  gem update --system '2.7.8'
+  gem install bundler -v '1.17.3'
+fi
diff --git a/spec/rspec/rails/example/view_example_group_spec.rb b/spec/rspec/rails/example/view_example_group_spec.rb
index 3ca3c93976..87edd4ef25 100644
--- a/spec/rspec/rails/example/view_example_group_spec.rb
+++ b/spec/rspec/rails/example/view_example_group_spec.rb
@@ -236,7 +236,18 @@ def _view; end # Stub method
         expect(view_spec.view).to eq(view)
       end
 
-      it 'is accessible to hooks' do
+      if RUBY_VERSION <= "2.3.0" && ::Rails.version.to_f == 5.2
+        pending_only_on_ruby_22_rails_52 = """
+          Rails 5.2.4.2 has a syntax error in ActionDispatch::Request::Session.
+          (A &. usage which does not work in 2.2.10)
+          It has been fixed but not released, this spec will not pass until that
+          has been released.
+        """
+      else
+        pending_only_on_ruby_22_rails_52 = false
+      end
+
+      it 'is accessible to hooks', pending: pending_only_on_ruby_22_rails_52 do
         with_isolated_config do
           run_count = 0
           RSpec.configuration.before(:each, type: :view) do