diff --git a/packages/features/bookings/lib/handleCancelBooking.ts b/packages/features/bookings/lib/handleCancelBooking.ts
index 6ed8d3de75..7b5518262e 100644
--- a/packages/features/bookings/lib/handleCancelBooking.ts
+++ b/packages/features/bookings/lib/handleCancelBooking.ts
@@ -185,8 +185,10 @@ async function handler(input: CancelBookingInput) {
   const teamMembersPromises = [];
   const attendeesListPromises = [];
   const hostsPresent = !!bookingToDelete.eventType?.hosts;
+  const hostEmails = new Set(bookingToDelete.eventType?.hosts?.map((host) => host.user.email) ?? []);
 
-  for (const attendee of bookingToDelete.attendees) {
+  for (let index = 0; index < bookingToDelete.attendees.length; index++) {
+    const attendee = bookingToDelete.attendees[index];
     const attendeeObject = {
       name: attendee.name,
       email: attendee.email,
@@ -198,18 +200,18 @@ async function handler(input: CancelBookingInput) {
       },
     };
 
-    // Check for the presence of hosts to determine if it is a team event type
-    if (hostsPresent) {
-      // If the attendee is a host then they are a team member
-      const teamMember = bookingToDelete.eventType?.hosts.some((host) => host.user.email === attendee.email);
-      if (teamMember) {
+    // The first attendee is the booker in all cases, so always consider them as an attendee.
+    if (index === 0) {
+      attendeesListPromises.push(attendeeObject);
+    } else {
+      const isTeamEvent = hostEmails.size > 0;
+      const isTeamMember = isTeamEvent && hostEmails.has(attendee.email);
+
+      if (isTeamMember) {
         teamMembersPromises.push(attendeeObject);
-        // If not then they are an attendee
       } else {
         attendeesListPromises.push(attendeeObject);
       }
-    } else {
-      attendeesListPromises.push(attendeeObject);
     }
   }
 
diff --git a/packages/features/bookings/lib/handleCancelBooking/test/handleCancelBooking.test.ts b/packages/features/bookings/lib/handleCancelBooking/test/handleCancelBooking.test.ts
index bf304fcb98..42214b92a3 100644
--- a/packages/features/bookings/lib/handleCancelBooking/test/handleCancelBooking.test.ts
+++ b/packages/features/bookings/lib/handleCancelBooking/test/handleCancelBooking.test.ts
@@ -263,4 +263,161 @@ describe("Cancel Booking", () => {
 
     expect(processPaymentRefund).toHaveBeenCalled();
   });
+
+  test("Should successfully cancel round robin team event when host is also an attendee with workflow emails", async () => {
+    const handleCancelBooking = (await import("@calcom/features/bookings/lib/handleCancelBooking")).default;
+
+    const organizer = getOrganizer({
+      name: "Host Organizer",
+      email: "host-organizer@example.com",
+      id: 101,
+      schedules: [TestData.schedules.IstWorkHours],
+      credentials: [getGoogleCalendarCredential()],
+      selectedCalendars: [TestData.selectedCalendars.google],
+    });
+
+    const hostAttendee = getOrganizer({
+      name: "Host Attendee",
+      email: "host-attendee@example.com",
+      id: 102,
+      schedules: [TestData.schedules.IstWorkHours],
+      credentials: [getGoogleCalendarCredential()],
+      selectedCalendars: [TestData.selectedCalendars.google],
+    });
+
+    const uidOfBookingToBeCancelled = "round-robin-booking-uid";
+    const idOfBookingToBeCancelled = 2030;
+    const { dateString: plus1DateString } = getDate({ dateIncrement: 1 });
+
+    await createBookingScenario(
+      getScenarioData({
+        webhooks: [
+          {
+            userId: organizer.id,
+            eventTriggers: ["BOOKING_CANCELLED"],
+            subscriberUrl: "http://my-webhook.example.com",
+            active: true,
+            eventTypeId: 2,
+            appId: null,
+          },
+        ],
+        eventTypes: [
+          {
+            id: 2,
+            slotInterval: 30,
+            length: 30,
+            schedulingType: "ROUND_ROBIN",
+            teamId: 1,
+            users: [
+              {
+                id: 101,
+              },
+              {
+                id: 102,
+              },
+            ],
+            hosts: [
+              {
+                userId: 101,
+                isFixed: false,
+              },
+              {
+                userId: 102,
+                isFixed: false,
+              },
+            ],
+          },
+        ],
+        workflows: [
+          {
+            id: 1,
+            name: "Cancellation Email Workflow",
+            teamId: 1,
+            trigger: "EVENT_CANCELLED",
+            action: "EMAIL_ATTENDEE",
+            template: "REMINDER",
+            activeOn: [2],
+          },
+        ],
+        bookings: [
+          {
+            id: idOfBookingToBeCancelled,
+            uid: uidOfBookingToBeCancelled,
+            eventTypeId: 2,
+            userId: 101,
+            responses: {
+              email: hostAttendee.email,
+              name: hostAttendee.name,
+              location: { optionValue: "", value: BookingLocations.CalVideo },
+            },
+            status: BookingStatus.ACCEPTED,
+            startTime: `${plus1DateString}T05:00:00.000Z`,
+            endTime: `${plus1DateString}T05:30:00.000Z`,
+            attendees: [
+              {
+                email: hostAttendee.email,
+                timeZone: "Asia/Kolkata",
+                locale: "en",
+              },
+            ],
+          },
+        ],
+        teams: [
+          {
+            id: 1,
+            name: "Test Team",
+            slug: "test-team",
+          },
+        ],
+        users: [organizer, hostAttendee],
+        apps: [TestData.apps["daily-video"]],
+      })
+    );
+
+    mockSuccessfulVideoMeetingCreation({
+      metadataLookupKey: "dailyvideo",
+      videoMeetingData: {
+        id: "MOCK_ID",
+        password: "MOCK_PASS",
+        url: `http://mock-dailyvideo.example.com/meeting-2`,
+      },
+    });
+
+    mockCalendarToHaveNoBusySlots("googlecalendar", {
+      create: {
+        id: "MOCKED_GOOGLE_CALENDAR_EVENT_ID_2",
+      },
+    });
+
+    const result = await handleCancelBooking({
+      bookingData: {
+        id: idOfBookingToBeCancelled,
+        uid: uidOfBookingToBeCancelled,
+        cancelledBy: organizer.email,
+        cancellationReason: "Testing round robin cancellation with host as attendee",
+      },
+    });
+
+    expect(result.success).toBe(true);
+    expect(result.bookingId).toBe(idOfBookingToBeCancelled);
+    expect(result.bookingUid).toBe(uidOfBookingToBeCancelled);
+    expect(result.onlyRemovedAttendee).toBe(false);
+
+    expectBookingCancelledWebhookToHaveBeenFired({
+      booker: hostAttendee,
+      organizer,
+      location: BookingLocations.CalVideo,
+      subscriberUrl: "http://my-webhook.example.com",
+      payload: {
+        cancelledBy: organizer.email,
+        organizer: {
+          id: organizer.id,
+          username: organizer.username,
+          email: organizer.email,
+          name: organizer.name,
+          timeZone: organizer.timeZone,
+        },
+      },
+    });
+  });
 });