diff --git a/apps/web/pages/bookings/[status].tsx b/apps/web/pages/bookings/[status].tsx
index 8e7e74e8c1..a2faa08121 100644
--- a/apps/web/pages/bookings/[status].tsx
+++ b/apps/web/pages/bookings/[status].tsx
@@ -88,6 +88,8 @@ export default function Bookings() {
         return false;
       }
       shownBookings[booking.recurringEventId] = [booking];
+    } else if (status === "upcoming") {
+      return new Date(booking.startTime).toDateString() !== new Date().toDateString();
     }
     return true;
   };
@@ -121,7 +123,7 @@ export default function Bookings() {
                 <p className="mb-2 text-xs font-medium uppercase leading-4 text-gray-500">{t("today")}</p>
                 <div className="overflow-hidden rounded-md border border-gray-200">
                   <table className="w-full max-w-full table-fixed">
-                    <tbody className="divide-y divide-gray-200 bg-white">
+                    <tbody className="divide-y divide-gray-200 bg-white" data-testid="today-bookings">
                       <Fragment>
                         {bookingsToday.map((booking: BookingOutput) => (
                           <BookingListItem
@@ -138,7 +140,6 @@ export default function Bookings() {
               </div>
             )}
             <div className="pt-2 xl:pt-0">
-              {/* <p className="mb-2 text-xs font-medium uppercase leading-4 text-gray-500">{t("all")}</p> */}
               <div className="overflow-hidden rounded-md border border-gray-200">
                 <table className="w-full max-w-full table-fixed">
                   <tbody className="divide-y divide-gray-200 bg-white" data-testid="bookings">
diff --git a/apps/web/playwright/wipe-my-cal.e2e.ts b/apps/web/playwright/wipe-my-cal.e2e.ts
index cc417cf258..da7e6ad0bd 100644
--- a/apps/web/playwright/wipe-my-cal.e2e.ts
+++ b/apps/web/playwright/wipe-my-cal.e2e.ts
@@ -38,22 +38,15 @@ test.describe("Wipe my Cal App Test", () => {
     await expect(page.locator("data-testid=wipe-today-button")).toBeVisible();
 
     const $openBookingCount = await page.locator('[data-testid="bookings"] > *').count();
-    expect($openBookingCount).toBe(3);
+    const $todayBookingCount = await page.locator('[data-testid="today-bookings"] > *').count();
+    expect($openBookingCount + $todayBookingCount).toBe(3);
 
     await page.locator("data-testid=wipe-today-button").click();
 
     // Don't await send_request click, otherwise mutation can possibly occur before observer is attached
     page.locator("data-testid=send_request").click();
-    const $openBookings = page.locator('[data-testid="bookings"]');
-    await $openBookings.evaluate((ul) => {
-      return new Promise<void>((resolve) =>
-        new window.MutationObserver(() => {
-          if (ul.childElementCount === 2) {
-            resolve();
-          }
-        }).observe(ul, { childList: true })
-      );
-    });
+    // There will not be any today-bookings
+    await expect(page.locator('[data-testid="today-bookings"]')).toBeHidden();
 
     await users.deleteAll();
   });