diff --git a/apps/web/components/booking/BookingListItem.tsx b/apps/web/components/booking/BookingListItem.tsx
index c7925b9178..86933ef541 100644
--- a/apps/web/components/booking/BookingListItem.tsx
+++ b/apps/web/components/booking/BookingListItem.tsx
@@ -515,7 +515,7 @@ function BookingListItem(booking: BookingItemProps) {
             </div>
           </Link>
         </td>
-        <td className="flex w-full justify-end py-4 pl-4 text-right text-sm font-medium ltr:pr-4 rtl:pl-4 sm:pl-0">
+        <td className="flex w-full flex-col flex-wrap items-end justify-end space-x-2 space-y-2 py-4 pl-4 text-right text-sm font-medium ltr:pr-4 rtl:pl-4 sm:flex-row sm:flex-nowrap sm:items-start sm:space-y-0 sm:pl-0">
           {isUpcoming && !isCancelled ? (
             <>
               {isPending && (userId === booking.user?.id || booking.isUserTeamAdminOrOwner) && (
@@ -526,6 +526,7 @@ function BookingListItem(booking: BookingItemProps) {
             </>
           ) : null}
           {isBookingInPast && isPending && !isConfirmed ? <TableActions actions={bookedActions} /> : null}
+          {isBookingInPast && isConfirmed ? <TableActions actions={bookedActions} /> : null}
           {(showViewRecordingsButton || showCheckRecordingButton) && (
             <TableActions actions={showRecordingActions} />
           )}
diff --git a/apps/web/modules/bookings/views/bookings-single-view.tsx b/apps/web/modules/bookings/views/bookings-single-view.tsx
index 6ed383cb2e..98d084822b 100644
--- a/apps/web/modules/bookings/views/bookings-single-view.tsx
+++ b/apps/web/modules/bookings/views/bookings-single-view.tsx
@@ -310,7 +310,7 @@ export default function Success(props: PageProps) {
   function getTitle(): string {
     const titleSuffix = props.recurringBookings ? "_recurring" : "";
     const titlePrefix = isRoundRobin ? "round_robin_" : "";
-    if (isCancelled || isBookingInPast) {
+    if (isCancelled) {
       return "";
     }
     if (needsConfirmation) {
@@ -355,7 +355,7 @@ export default function Success(props: PageProps) {
   const providerName = guessEventLocationType(location)?.label;
   const rescheduleProviderName = guessEventLocationType(rescheduleLocation)?.label;
   const isBookingInPast = new Date(bookingInfo.endTime) < new Date();
-  const isReschedulable = !isCancelled && !isBookingInPast;
+  const isReschedulable = !isCancelled;
 
   const bookingCancelledEventProps = {
     booking: bookingInfo,
@@ -367,6 +367,32 @@ export default function Success(props: PageProps) {
     eventType,
   };
 
+  const isRecurringBooking = props.recurringBookings;
+  const needsConfirmationAndReschedulable = needsConfirmation && isReschedulable;
+  const isNotAttendingSeatedEvent = isCancelled && seatReferenceUid;
+  const isEventCancelled = isCancelled && !seatReferenceUid;
+  const isPastBooking = isBookingInPast;
+
+  const successPageHeadline = (() => {
+    if (needsConfirmationAndReschedulable) {
+      return isRecurringBooking ? t("booking_submitted_recurring") : t("booking_submitted");
+    }
+
+    if (isNotAttendingSeatedEvent) {
+      return t("no_longer_attending");
+    }
+
+    if (isEventCancelled) {
+      return t("event_cancelled");
+    }
+
+    if (isPastBooking) {
+      return t("event_is_in_the_past");
+    }
+
+    return isRecurringBooking ? t("meeting_is_scheduled_recurring") : t("meeting_is_scheduled");
+  })();
+
   return (
     <div className={isEmbed ? "" : "h-screen"} data-testid="success-page">
       {!isEmbed && !isFeedbackMode && (
@@ -439,7 +465,7 @@ export default function Success(props: PageProps) {
                             "border-cal-bg dark:border-cal-bg-muted absolute bottom-0 right-0 z-10 h-12 w-12 border-8",
                           !giphyImage && isReschedulable && !needsConfirmation ? "bg-success" : "",
                           !giphyImage && isReschedulable && needsConfirmation ? "bg-subtle" : "",
-                          isCancelled || isBookingInPast ? "bg-error" : ""
+                          isCancelled ? "bg-error" : ""
                         )}>
                         {!giphyImage && !needsConfirmation && isReschedulable && (
                           <Icon name="check" className="h-5 w-5 text-green-600 dark:text-green-400" />
@@ -447,9 +473,7 @@ export default function Success(props: PageProps) {
                         {needsConfirmation && isReschedulable && (
                           <Icon name="calendar" className="text-emphasis h-5 w-5" />
                         )}
-                        {(isCancelled || isBookingInPast) && (
-                          <Icon name="x" className="h-5 w-5 text-red-600 dark:text-red-200" />
-                        )}
+                        {isCancelled && <Icon name="x" className="h-5 w-5 text-red-600 dark:text-red-200" />}
                       </div>
                     </div>
                     <div className="mb-8 mt-6 text-center last:mb-0">
@@ -457,19 +481,7 @@ export default function Success(props: PageProps) {
                         className="text-emphasis text-2xl font-semibold leading-6"
                         data-testid={isCancelled ? "cancelled-headline" : ""}
                         id="modal-headline">
-                        {needsConfirmation && isReschedulable
-                          ? props.recurringBookings
-                            ? t("booking_submitted_recurring")
-                            : t("booking_submitted")
-                          : isCancelled
-                          ? seatReferenceUid
-                            ? t("no_longer_attending")
-                            : t("event_cancelled")
-                          : isBookingInPast
-                          ? t("event_expired")
-                          : props.recurringBookings
-                          ? t("meeting_is_scheduled_recurring")
-                          : t("meeting_is_scheduled")}
+                        {successPageHeadline}
                       </h3>
                       <div className="mt-3">
                         <p className="text-default">{getTitle()}</p>
diff --git a/packages/features/calendars/DatePicker.tsx b/packages/features/calendars/DatePicker.tsx
index 728a3ea301..1a46fdac54 100644
--- a/packages/features/calendars/DatePicker.tsx
+++ b/packages/features/calendars/DatePicker.tsx
@@ -129,16 +129,6 @@ const NoAvailabilityOverlay = ({
   );
 };
 
-const ReschedulingNotPossibleOverlay = () => {
-  const { t } = useLocale();
-
-  return (
-    <div className="bg-muted border-subtle absolute left-1/2 top-40 -mt-10 w-2/3 -translate-x-1/2 -translate-y-1/2 transform break-all rounded-md border p-8 shadow-sm">
-      <h4 className="text-emphasis font-medium">{t("rescheduling_not_possible")}</h4>
-    </div>
-  );
-};
-
 const Days = ({
   minDate,
   excludedDates = [],
@@ -291,8 +281,6 @@ const Days = ({
         </div>
       ))}
 
-      {isBookingInPast && <ReschedulingNotPossibleOverlay />}
-
       {!props.isPending && !isBookingInPast && includedDates && includedDates?.length === 0 && (
         <NoAvailabilityOverlay month={month} nextMonthButton={nextMonthButton} />
       )}
@@ -374,13 +362,11 @@ const DatePicker = ({
             <Button
               className={classNames(
                 `group p-1 opacity-70 transition hover:opacity-100 rtl:rotate-180`,
-                isBookingInPast && `disabled:text-bookinglighter hover:bg-background hover:opacity-70`,
                 `${customClassNames?.datePickerToggle}`
               )}
               onClick={() => changeMonth(+1)}
               data-testid="incrementMonth"
               color="minimal"
-              disabled={isBookingInPast}
               variant="icon"
               StartIcon="chevron-right"
             />
@@ -406,13 +392,13 @@ const DatePicker = ({
             datePickerDateActive: customClassNames?.datePickerDatesActive,
           }}
           weekStart={weekStart}
-          selected={!isBookingInPast ? selected : null}
+          selected={selected}
           {...passThroughProps}
           browsingDate={browsingDate}
           month={month}
           nextMonthButton={() => changeMonth(+1)}
-          slots={!isBookingInPast ? slots : {}}
-          includedDates={!isBookingInPast ? includedDates : []}
+          slots={slots}
+          includedDates={includedDates}
           isBookingInPast={isBookingInPast}
         />
       </div>