Tis the season for Out Of Office: best way to announce your out of office in Microsoft Outlook.
Out of Office Outlook
Besides remote access to the office, the most requests I get this time of year from small businesses is How Do I Put on Out of Office in Outlook?
While you can do this from desktop version, the web version of Outlook actually offers the easiest way to put on Out Of Office.
Outlook on the web
Log in to www.office.com with your email address and password. Click on the App waffle in the upper left hand corner. Click Outlook icon.
Settings in Outlook on the web
Next click the Settings gear icon in the upper right hand side of the screen.

By default, it takes you to Mail settings. If you want to forward messages to a colleague while you are on vacation, click Forwarding.
In Forwarding, enable Forward. Add email address you wish your emails to go to. I recommend you keep a copy of forwarded messages just in case. Remember to turn this off when you are back in the office.

Out of Office messages
Still in Settings, click on Account. Click on Automatic Replies.

Outlook provides a lot of out of office options here. Be careful to scroll through the whole list of options as Microsoft put one of the most important items at the bottom.
First, turn on Automatic replies and set your time period. Next name your time period. Next block your calendar for that time period. Click Automatically decline new calendar invites. You can also decline and cancel existing appointments in that time period. Fill in your automatic reply for inside your organization.

Next, important step, enable replies to outside your organization (clients, vendors, etc.). Add your automatic reply.

Review the whole page of options and then click save at the bottom.
Tis the season for Out Of Office
Simple to set up via Outlook on the web. If you have employees setting up out of office you might want to make sure their auto reply message to colleagues and clients is appropriate.