diff --git a/lib/ruby_lsp/ruby_lsp_rails/addon.rb b/lib/ruby_lsp/ruby_lsp_rails/addon.rb
index f4363c62..36a41b98 100644
--- a/lib/ruby_lsp/ruby_lsp_rails/addon.rb
+++ b/lib/ruby_lsp/ruby_lsp_rails/addon.rb
@@ -119,10 +119,13 @@ def create_definition_listener(response_builder, uri, node_context, dispatcher)
 
       sig { params(changes: T::Array[{ uri: String, type: Integer }]).void }
       def workspace_did_change_watched_files(changes)
-        if changes.any? do |change|
-             change[:uri].end_with?("db/schema.rb") || change[:uri].end_with?("structure.sql")
-           end
+        schema = lambda { |change| change[:uri].end_with?("db/schema.rb") || change[:uri].end_with?("structure.sql") }
+        routes = lambda { |change| change[:uri].end_with?("routes.rb") || change[:uri].match?("routes/**/*.rb") }
+
+        if changes.any?(&schema)
           @rails_runner_client.trigger_reload
+        elsif changes.any?(&routes)
+          @rails_runner_client.reload_routes
         end
       end
 
@@ -141,7 +144,7 @@ def register_additional_file_watchers(global_state:, outgoing_queue:)
                 register_options: Interface::DidChangeWatchedFilesRegistrationOptions.new(
                   watchers: [
                     Interface::FileSystemWatcher.new(
-                      glob_pattern: "**/*structure.sql",
+                      glob_pattern: "**/*structure.sql,**/*routes.rb,routes/**/*.rb",
                       kind: Constant::WatchKind::CREATE | Constant::WatchKind::CHANGE | Constant::WatchKind::DELETE,
                     ),
                   ],
diff --git a/lib/ruby_lsp/ruby_lsp_rails/runner_client.rb b/lib/ruby_lsp/ruby_lsp_rails/runner_client.rb
index 10706648..7535d702 100644
--- a/lib/ruby_lsp/ruby_lsp_rails/runner_client.rb
+++ b/lib/ruby_lsp/ruby_lsp_rails/runner_client.rb
@@ -225,6 +225,18 @@ def trigger_reload
         nil
       end
 
+      sig { void }
+      def reload_routes
+        log_message("Reloading Rails routes")
+        send_notification("reload_routes")
+      rescue IncompleteMessageError
+        log_message(
+          "Ruby LSP Rails failed to reload routes",
+          type: RubyLsp::Constant::MessageType::ERROR,
+        )
+        nil
+      end
+
       sig { void }
       def shutdown
         log_message("Ruby LSP Rails shutting down server")
diff --git a/lib/ruby_lsp/ruby_lsp_rails/server.rb b/lib/ruby_lsp/ruby_lsp_rails/server.rb
index 24675580..52a883fc 100644
--- a/lib/ruby_lsp/ruby_lsp_rails/server.rb
+++ b/lib/ruby_lsp/ruby_lsp_rails/server.rb
@@ -111,6 +111,8 @@ def execute(request, params)
           send_message(resolve_association_target(params))
         when "reload"
           ::Rails.application.reloader.reload!
+        when "reload_routes"
+          ::Rails.application.routes_reloader.execute
         when "route_location"
           send_message(route_location(params.fetch(:name)))
         when "route_info"
diff --git a/test/ruby_lsp_rails/server_test.rb b/test/ruby_lsp_rails/server_test.rb
index 4120d921..99353ffa 100644
--- a/test/ruby_lsp_rails/server_test.rb
+++ b/test/ruby_lsp_rails/server_test.rb
@@ -176,10 +176,34 @@ def resolve_route_info(requirements)
     assert_equal("Hello\n", stderr)
   end
 
+  test "reloads if routes files change" do
+    old_routes = File.read("test/dummy/config/routes.rb")
+
+    @server.execute("route_location", { name: "user_path" })
+    location = response[:result][:location]
+    assert_match(%r{test/dummy/config/routes.rb:5$}, location)
+
+    File.write("test/dummy/config/routes.rb", <<~RUBY)
+      Rails.application.routes.draw do
+      end
+    RUBY
+
+    @server.execute("reload_routes", {})
+
+    @server.execute("route_location", { name: "user_path" })
+
+    assert_nil(response[:result])
+  ensure
+    File.write("test/dummy/config/routes.rb", old_routes)
+  end
+
   private
 
   def response
-    _headers, content = @stdout.string.split("\r\n\r\n")
-    JSON.parse(content, symbolize_names: true)
+    headers, content = @stdout.string.split("\r\n\r\n")
+    content_length = headers[/Content-Length: (\d+)/i, 1].to_i
+    # binding.break
+    # @stdout.string = ""
+    JSON.parse(content.first(content_length), symbolize_names: true)
   end
 end