diff --git a/apps/web/modules/bookings/views/bookings-single-view.tsx b/apps/web/modules/bookings/views/bookings-single-view.tsx
index ca841004d7..7cb09d7929 100644
--- a/apps/web/modules/bookings/views/bookings-single-view.tsx
+++ b/apps/web/modules/bookings/views/bookings-single-view.tsx
@@ -296,7 +296,7 @@ export default function Success(props: PageProps) {
   function getTitle(): string {
     const titleSuffix = props.recurringBookings ? "_recurring" : "";
     const titlePrefix = isRoundRobin ? "round_robin_" : "";
-    if (isCancelled) {
+    if (isCancelled || isBookingInPast) {
       return "";
     }
     if (needsConfirmation) {
@@ -340,6 +340,8 @@ 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 bookingCancelledEventProps = {
     booking: bookingInfo,
@@ -412,7 +414,7 @@ export default function Success(props: PageProps) {
                           imageSrc={`${bookingInfo.user.avatarUrl}`}
                         />
                       )}
-                      {giphyImage && !needsConfirmation && !isCancelled && (
+                      {giphyImage && !needsConfirmation && isReschedulable && (
                         // eslint-disable-next-line @next/next/no-img-element
                         <img src={giphyImage} className="w-full rounded-lg" alt="Gif from Giphy" />
                       )}
@@ -421,17 +423,19 @@ export default function Success(props: PageProps) {
                           "mx-auto flex h-12 w-12 items-center justify-center rounded-full",
                           isRoundRobin &&
                             "border-cal-bg dark:border-cal-bg-muted absolute bottom-0 right-0 z-10 h-12 w-12 border-8",
-                          !giphyImage && !isCancelled && !needsConfirmation ? "bg-success" : "",
-                          !giphyImage && !isCancelled && needsConfirmation ? "bg-subtle" : "",
-                          isCancelled ? "bg-error" : ""
+                          !giphyImage && isReschedulable && !needsConfirmation ? "bg-success" : "",
+                          !giphyImage && isReschedulable && needsConfirmation ? "bg-subtle" : "",
+                          isCancelled || isBookingInPast ? "bg-error" : ""
                         )}>
-                        {!giphyImage && !needsConfirmation && !isCancelled && (
+                        {!giphyImage && !needsConfirmation && isReschedulable && (
                           <Icon name="check" className="h-5 w-5 text-green-600 dark:text-green-400" />
                         )}
-                        {needsConfirmation && !isCancelled && (
+                        {needsConfirmation && isReschedulable && (
                           <Icon name="calendar" className="text-emphasis h-5 w-5" />
                         )}
-                        {isCancelled && <Icon name="x" className="h-5 w-5 text-red-600 dark:text-red-200" />}
+                        {(isCancelled || isBookingInPast) && (
+                          <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">
@@ -439,7 +443,7 @@ export default function Success(props: PageProps) {
                         className="text-emphasis text-2xl font-semibold leading-6"
                         data-testid={isCancelled ? "cancelled-headline" : ""}
                         id="modal-headline">
-                        {needsConfirmation && !isCancelled
+                        {needsConfirmation && isReschedulable
                           ? props.recurringBookings
                             ? t("booking_submitted_recurring")
                             : t("booking_submitted")
@@ -447,6 +451,8 @@ export default function Success(props: PageProps) {
                           ? seatReferenceUid
                             ? t("no_longer_attending")
                             : t("event_cancelled")
+                          : isBookingInPast
+                          ? t("event_expired")
                           : props.recurringBookings
                           ? t("meeting_is_scheduled_recurring")
                           : t("meeting_is_scheduled")}
@@ -650,7 +656,7 @@ export default function Success(props: PageProps) {
                     )}
                     {!requiresLoginToUpdate &&
                       (!needsConfirmation || !userIsOwner) &&
-                      !isCancelled &&
+                      isReschedulable &&
                       (!isCancellationMode ? (
                         <>
                           <hr className="border-subtle mb-8" />
@@ -708,7 +714,7 @@ export default function Success(props: PageProps) {
                     {userIsOwner &&
                       !needsConfirmation &&
                       !isCancellationMode &&
-                      !isCancelled &&
+                      isReschedulable &&
                       !!calculatedDuration && (
                         <>
                           <hr className="border-subtle mt-8" />
diff --git a/apps/web/public/static/locales/en/common.json b/apps/web/public/static/locales/en/common.json
index 57f3e50ea0..c27286079d 100644
--- a/apps/web/public/static/locales/en/common.json
+++ b/apps/web/public/static/locales/en/common.json
@@ -2484,5 +2484,7 @@
   "USER_PENDING_MEMBER_OF_THE_ORG": "User is a pending member of the organization",
   "USER_ALREADY_INVITED_OR_MEMBER": "User is already invited or a member",
   "USER_MEMBER_OF_OTHER_ORGANIZATION": "User is member of an organization that this team is not a part of.",
+  "rescheduling_not_possible": "Rescheduling is not possible as the event has expired",
+  "event_expired": "This event is expired",
   "ADD_NEW_STRINGS_ABOVE_THIS_LINE_TO_PREVENT_MERGE_CONFLICTS": "↑↑↑↑↑↑↑↑↑↑↑↑↑ Add your new strings above here ↑↑↑↑↑↑↑↑↑↑↑↑↑↑↑↑↑↑↑↑"
 }
diff --git a/packages/features/calendars/DatePicker.tsx b/packages/features/calendars/DatePicker.tsx
index 68dd6884b8..58f98beccf 100644
--- a/packages/features/calendars/DatePicker.tsx
+++ b/packages/features/calendars/DatePicker.tsx
@@ -129,6 +129,16 @@ 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 = [],
@@ -141,6 +151,7 @@ const Days = ({
   eventSlug,
   slots,
   customClassName,
+  isBookingInPast,
   ...props
 }: Omit<DatePickerProps, "locale" | "className" | "weekStart"> & {
   DayComponent?: React.FC<React.ComponentProps<typeof Day>>;
@@ -153,6 +164,7 @@ const Days = ({
     datePickerDateActive?: string;
   };
   scrollToTimeSlots?: () => void;
+  isBookingInPast: boolean;
 }) => {
   // Create placeholder elements for empty days in first week
   const weekdayOfFirst = browsingDate.date(1).day();
@@ -279,7 +291,9 @@ const Days = ({
         </div>
       ))}
 
-      {!props.isPending && includedDates && includedDates?.length === 0 && (
+      {isBookingInPast && <ReschedulingNotPossibleOverlay />}
+
+      {!props.isPending && !isBookingInPast && includedDates && includedDates?.length === 0 && (
         <NoAvailabilityOverlay month={month} nextMonthButton={nextMonthButton} />
       )}
     </>
@@ -294,6 +308,7 @@ const DatePicker = ({
   onMonthChange,
   slots,
   customClassNames,
+  includedDates,
   ...passThroughProps
 }: DatePickerProps &
   Partial<React.ComponentProps<typeof Days>> & {
@@ -308,6 +323,8 @@ const DatePicker = ({
   }) => {
   const browsingDate = passThroughProps.browsingDate || dayjs().startOf("month");
   const { i18n } = useLocale();
+  const bookingData = useBookerStore((state) => state.bookingData);
+  const isBookingInPast = bookingData ? new Date(bookingData.endTime) < new Date() : false;
 
   const changeMonth = (newMonth: number) => {
     if (onMonthChange) {
@@ -357,11 +374,13 @@ 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"
             />
@@ -387,12 +406,14 @@ const DatePicker = ({
             datePickerDateActive: customClassNames?.datePickerDatesActive,
           }}
           weekStart={weekStart}
-          selected={selected}
+          selected={!isBookingInPast ? selected : null}
           {...passThroughProps}
           browsingDate={browsingDate}
           month={month}
           nextMonthButton={() => changeMonth(+1)}
-          slots={slots}
+          slots={!isBookingInPast ? slots : {}}
+          includedDates={!isBookingInPast ? includedDates : []}
+          isBookingInPast={isBookingInPast}
         />
       </div>
     </div>