Block your calendar so people know you’re away.When you set an automatic reply in Outlook on the web, Outlook will offer to do the following on your behalf: Outlook on the web now makes it easier to clear your calendar and automatically decline meetings before you head out for some time away from the office. We want to take one thing off your to-do list. However, the weeks leading up to it can often be as stressful as the time off is fun, as you rush to get packed and finish all those important to-dos before you set your “Out of Office” message.