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Send & Receive Issues

How to Fix Microsoft Bookings Emails Not Being Delivered

Maira MehtabMaira Mehtab Sep 22, 2026 869 views

Question details

Microsoft Bookings notifications and emails are failing to reach a specified or redirected email group.

Product
Microsoft Bookings / Microsoft 365
Device & OS
not provided
Scenario
Routing automated booking confirmations and notifications to a centralized Microsoft 365 email group.
Observed behavior
Emails generated by Microsoft Bookings stop being delivered to the target group due to delivery restrictions, insufficient permissions, or temporary service issues.
Before you start

Ensure you have administrator access to the Microsoft 365 admin center, as troubleshooting group delivery restrictions and running message traces require elevated privileges.

Solution 1Recommended

Verify Group Permissions and Delivery Restrictions

Ensure the receiving email group is correctly configured to accept automated messages from Microsoft Bookings or external senders.

Often, email groups are restricted by default to only accept messages from internal users. Because Microsoft Bookings can act as an external or system sender depending on the configuration, you must update the group's delivery management settings.

1
Log in to Microsoft 365

Access the Microsoft 365 admin center using your administrator credentials.

2
Navigate to Groups

Go to 'Teams & groups' in the left-hand navigation pane and select 'Active teams and groups'.

3
Select the Target Group

Search for and click on the specific email group that is supposed to receive the Bookings notifications.

4
Update Delivery Settings

Open the 'Settings' or 'Mail' tab for the group and ensure that the option allowing external senders to email the group is enabled.

Propagation Time: Changes to group delivery restrictions can take up to 60 minutes to fully propagate across the Microsoft 365 environment.
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Frequently Asked Questions

Why are my Microsoft Bookings emails suddenly not being delivered to my group?

This commonly happens due to a recent configuration change in Microsoft 365, such as updated group delivery restrictions that block external senders, or a temporary backend service outage affecting the Bookings service.

How do I allow external senders to email a Microsoft 365 group?

In the Microsoft 365 admin center, go to 'Teams & groups', select your specific group, open the 'Settings' tab, and check the box that allows external senders to email the group.

Can I change the sender address for Microsoft Bookings notifications?

Microsoft Bookings sends emails from a specific system-generated email address tied to your booking calendar. While you can customize the display name, you cannot change the underlying sending domain, which is why your receiving groups must be configured to allow emails from it.

What is a message trace in Microsoft 365?

A message trace is a diagnostic tool found in the Exchange Admin Center. It tracks emails as they travel through your Exchange Online organization, helping administrators determine if a message was successfully delivered, rejected, or deferred.