diff --git a/CHANGELOG.md b/CHANGELOG.md
index 8505e8746c7..07ea21de11a 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -2,6 +2,8 @@
 
 ### vNEXT
 
+- `apollo-server-core`: Pass request object to `context` callback function when invoking the `executeOperation` method.
+
 ### v2.4.3
 
 - `apollo-server-lambda`: Fix typings which triggered "Module has no default export" errors. [PR #2230](https://github.com/apollographql/apollo-server/pull/2230)
diff --git a/packages/apollo-server-core/src/ApolloServer.ts b/packages/apollo-server-core/src/ApolloServer.ts
index 69172d23fea..ef0b99b7eaf 100644
--- a/packages/apollo-server-core/src/ApolloServer.ts
+++ b/packages/apollo-server-core/src/ApolloServer.ts
@@ -565,7 +565,7 @@ export class ApolloServerBase {
     let options;
 
     try {
-      options = await this.graphQLServerOptions();
+      options = await this.graphQLServerOptions({ req: request });
     } catch (e) {
       e.message = `Invalid options provided to ApolloServer: ${e.message}`;
       throw new Error(e);
diff --git a/packages/apollo-server-core/src/__tests__/ApolloServer.test.ts b/packages/apollo-server-core/src/__tests__/ApolloServer.test.ts
new file mode 100644
index 00000000000..f7d21d37b16
--- /dev/null
+++ b/packages/apollo-server-core/src/__tests__/ApolloServer.test.ts
@@ -0,0 +1,40 @@
+import MockReq = require('mock-req');
+
+import { ApolloServerBase } from '../ApolloServer';
+import { GraphQLSchema, GraphQLObjectType, GraphQLString } from 'graphql';
+
+const queryType = new GraphQLObjectType({
+  name: 'QueryType',
+  fields: {
+    testString: {
+      type: GraphQLString,
+      resolve() {
+        return 'it works';
+      },
+    },
+  },
+});
+
+describe('ApolloServer', () => {
+  describe('executeOperation', () => {
+    it('Passes the request object to the context callback', () => {
+      const schema = new GraphQLSchema({
+        query: queryType,
+      });
+      const contextMock = jest.fn();
+      const apolloServer = new ApolloServerBase({
+        schema,
+        context: contextMock,
+      });
+      const mockRequest = new MockReq();
+      const operation = {
+        query: '{ }',
+        http: mockRequest,
+      };
+
+      apolloServer.executeOperation(operation);
+
+      expect(contextMock).toHaveBeenCalledWith({ req: operation });
+    });
+  });
+});