Hello @Ryan Conway,
Thank you for your question.
From my testing, this behavior is actually by design in Microsoft Bookings. In the Month view, the system only displays a limited number of bookings per day when the screen size is smaller, which is why not all appointments are shown in the calendar grid.
This happens because the interface is designed to automatically adjust the content to fit within each calendar cell. The UI will try to display the booking entries within the available space, but when there are too many bookings for a single day and not enough room, it will only show one (or a limited number of) items instead of all.
However, I did find that this behavior is related to screen scaling. If you zoom out your browser or reduce the display scaling, more bookings will gradually become visible. For example, in my test (as shown in the screenshot), when I reduced the zoom level to around 50%, all bookings for that day were displayed correctly in the Month view.
If you don’t find this inconvenient, you may try adjusting the zoom level as a temporary workaround.
That said, I understand that having an indicator such as “+X more” (like in Outlook) would be more user‑friendly. If you feel this would be an important improvement, I recommend submitting feedback to Microsoft here: Bookings · Community
The Product Team actively reviews this feedback site, and many features have been developed or improved based on customer suggestions. After submitting your idea, you can also share the feedback link here so other users can upvote it and help bring more visibility to the request.
I hope this helps clarify the behavior. Please let me know if you have any further questions.
Kind regards,
If the answer is helpful, please click "Accepted" and kindly upvote it. If you have extra questions about this answer, please click "Comment".
Note: Please follow the steps in our documentation to enable e-mail notifications if you want to receive the related email notification for this thread.