diff --git a/config/initializers/doorkeeper.rb b/config/initializers/doorkeeper.rb
index c3e6503a4b..bf40143de9 100644
--- a/config/initializers/doorkeeper.rb
+++ b/config/initializers/doorkeeper.rb
@@ -49,6 +49,13 @@ Doorkeeper.configure do
     context.scopes.exists?('offline_access')
   end
 
+  after_successful_strategy_response do |request, _response|
+    if request.is_a? Doorkeeper::OAuth::RefreshTokenRequest
+      Web::PushSubscription.where(access_token_id: request.refresh_token.id).update!(access_token_id: request.access_token.id)
+      SessionActivation.where(access_token_id: request.refresh_token.id).update!(access_token_id: request.access_token.id)
+    end
+  end
+
   # Use a custom class for generating the access token.
   # https://github.com/doorkeeper-gem/doorkeeper#custom-access-token-generator
   # access_token_generator "::Doorkeeper::JWT"
diff --git a/spec/fabricators/application_fabricator.rb b/spec/fabricators/application_fabricator.rb
index 272821304c..072f355bfa 100644
--- a/spec/fabricators/application_fabricator.rb
+++ b/spec/fabricators/application_fabricator.rb
@@ -3,5 +3,5 @@
 Fabricator(:application, from: Doorkeeper::Application) do
   name         'Example'
   website      'http://example.com'
-  redirect_uri 'http://example.com/callback'
+  redirect_uri 'urn:ietf:wg:oauth:2.0:oob'
 end
diff --git a/spec/requests/oauth/token_spec.rb b/spec/requests/oauth/token_spec.rb
index 04e3d3fc88..27bbbe7ac5 100644
--- a/spec/requests/oauth/token_spec.rb
+++ b/spec/requests/oauth/token_spec.rb
@@ -105,6 +105,53 @@ RSpec.describe 'Managing OAuth Tokens' do
         end
       end
     end
+
+    context "with grant_type 'refresh_token'" do
+      let(:grant_type) { 'refresh_token' }
+
+      let!(:user) { Fabricate(:user) }
+      let!(:application) { Fabricate(:application, scopes: 'read offline_access') }
+      let!(:access_token) do
+        Fabricate(
+          :accessible_access_token,
+          resource_owner_id: user.id,
+          application: application,
+          # Even though the `application` uses the `offline_access` scope, the
+          # generation of a refresh token only happens when the model is created
+          # with `use_refresh_token: true`.
+          #
+          # This is normally determined from the request to create the access
+          # token, but here we are just creating the access token model, so we
+          # need to force the `access_token` to have `use_refresh_token: true`
+          use_refresh_token: true
+        )
+      end
+
+      let!(:web_push_subscription) { Fabricate(:web_push_subscription, user: user, access_token: access_token) }
+
+      let(:params) do
+        {
+          grant_type: grant_type,
+          refresh_token: access_token.refresh_token,
+        }
+      end
+
+      it 'updates the Web::PushSubscription when refreshed' do
+        expect { subject }
+          .to change { access_token.reload.revoked_at }.from(nil).to(be_present)
+
+        expect(response).to have_http_status(200)
+
+        new_token = Doorkeeper::AccessToken.by_token(response.parsed_body[:access_token])
+
+        expect(web_push_subscription.reload.access_token_id).to eq(new_token.id)
+
+        # Assert that there are definitely no subscriptions left for the
+        # previous access token:
+        expect(Web::PushSubscription.where(access_token: access_token.id).count)
+          .to eq(0)
+      end
+    end
   end
 
   describe 'POST /oauth/revoke' do