diff --git a/CHANGELOG.md b/CHANGELOG.md
index f4e383979..fc4b0f5b4 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -17,6 +17,7 @@
 #### Fixes
 
 * [#2767](https://github.com/ruby-grape/grape/pull/2767): Update rubocop to 1.88.0 and rubocop-rspec to 3.10.2 - [@ericproulx](https://github.com/ericproulx).
+* [#2791](https://github.com/ruby-grape/grape/pull/2791): Build HEAD/OPTIONS/405 helper routes from a copy of the inheritable settings instead of temporarily mutating the shared class-level settings during compilation - [@ericproulx](https://github.com/ericproulx).
 * Your contribution here.
 
 ### 3.3.2 (2026-07-05)
diff --git a/lib/grape/api/instance.rb b/lib/grape/api/instance.rb
index fcf012ccc..5e9e5615d 100644
--- a/lib/grape/api/instance.rb
+++ b/lib/grape/api/instance.rb
@@ -150,14 +150,19 @@ def add_head_not_allowed_methods_and_options_methods
         # contain already versioning information when using path versioning.
         all_routes = self.class.endpoints.flat_map(&:routes)
 
-        # Disable versioning so adding a route won't prepend versioning
-        # informations again.
-        without_root_prefix_and_versioning { collect_route_config_per_pattern(all_routes) }
+        # Read the settings the helper routes need from a *copy* with the
+        # root-prefix/versioning keys stripped, so adding these routes won't
+        # prepend versioning information again. This used to delete those keys
+        # from the shared class-level settings and restore them in an ensure;
+        # a request served concurrently on another instance during a runtime
+        # recompile could observe the missing keys (e.g. via #cascade?). A
+        # local copy keeps that mutation off the shared object.
+        namespace_inheritable = self.class.inheritable_setting.namespace_inheritable.to_hash.except(*ROOT_PREFIX_VERSIONING_KEYS)
+        collect_route_config_per_pattern(all_routes, namespace_inheritable)
       end
 
-      def collect_route_config_per_pattern(all_routes)
+      def collect_route_config_per_pattern(all_routes, namespace_inheritable)
         routes_by_regexp = all_routes.group_by(&:pattern_regexp)
-        namespace_inheritable = self.class.inheritable_setting.namespace_inheritable
 
         # Build the configuration based on the first endpoint and the collection of methods supported.
         routes_by_regexp.each_value do |routes|
@@ -177,18 +182,6 @@ def collect_route_config_per_pattern(all_routes)
 
       ROOT_PREFIX_VERSIONING_KEYS = %i[version version_options root_prefix].freeze
       private_constant :ROOT_PREFIX_VERSIONING_KEYS
-
-      # Allows definition of endpoints that ignore the versioning configuration
-      # used by the rest of your API.
-      def without_root_prefix_and_versioning
-        inheritable_setting = self.class.inheritable_setting
-        deleted_values = inheritable_setting.namespace_inheritable.delete(*ROOT_PREFIX_VERSIONING_KEYS)
-        yield
-      ensure
-        ROOT_PREFIX_VERSIONING_KEYS.zip(deleted_values) do |key, value|
-          inheritable_setting.namespace_inheritable[key] = value
-        end
-      end
     end
   end
 end
diff --git a/spec/grape/api_spec.rb b/spec/grape/api_spec.rb
index 0bb42eb7f..fcab87d18 100644
--- a/spec/grape/api_spec.rb
+++ b/spec/grape/api_spec.rb
@@ -7,6 +7,27 @@
 
   let(:app) { subject }
 
+  describe 'thread-safe (re)compilation' do
+    # Regression: building the HEAD/OPTIONS/405 helper routes used to delete the
+    # root-prefix/versioning keys from the shared class-level settings and
+    # restore them in an ensure. A request served concurrently on another
+    # instance during a runtime recompile could observe the missing keys (e.g.
+    # via #cascade?). Compilation must not mutate the shared settings.
+    it 'does not mutate the shared inheritable settings while (re)compiling' do
+      subject.version 'v1', using: :path, cascade: false
+      subject.get('/x') { 'x' }
+      subject.compile!
+
+      shared = subject.base_instance.inheritable_setting.namespace_inheritable
+      expect(shared).not_to receive(:delete)
+
+      subject.change!
+      subject.compile!
+
+      expect(shared[:version_options]).to be_present
+    end
+  end
+
   describe '.prefix' do
     it 'routes root through with the prefix' do
       subject.prefix 'awesome/sauce'