Does calendly work with google calendar and outlook or only one?

Product Analyst

Calendly's calendar integrations are one of its core functional features and are generally reliable, though the behavior and features available depend on which calendar system you connect and which Calendly plan you are on. For Google Calendar, the integration works through an OAuth connection where you authorize Calendly to read your calendar events and write new meetings to your calendar. Once connected, Calendly checks your Google Calendar for existing events and marks those times as unavailable in your booking page. When someone books a time through your Calendly link, the meeting appears automatically in Google Calendar with the invitee's name, the meeting type, and any information they provided during booking. The connection handles time zone translation, so if you are in New York and a London-based invitee books a slot, the meeting appears at the correct local time for each party without manual adjustment. For Microsoft Outlook and Office 365, the integration connects through Microsoft's calendar API and works similarly — Calendly reads existing calendar commitments to block those times, and bookings create calendar events that appear in Outlook. The Exchange integration for enterprise accounts with on-premises Exchange servers rather than cloud-hosted Office 365 has historically had more variability in its setup requirements, and the specific configuration depends on how the organization's Exchange environment is set up. Teams using Exchange in a corporate environment should verify that the organization's IT configuration allows the OAuth connection that Calendly requires. One detail worth understanding is the difference between calendar reading and calendar writing. Calendly by default reads events on the calendars you specify to determine availability but creates new meeting events on a single designated calendar. If you maintain multiple calendars — personal and work, for instance — you can typically configure which calendars Calendly checks for conflicts and which calendar new bookings are added to, though the specific options depend on the plan tier. Calendly also supports a two-way sync in the sense that if you manually add a new event to your calendar after configuring Calendly, that event will be recognized as a conflict and block off that time for new bookings without requiring any manual update in Calendly. The availability shown to invitees reflects your live calendar state rather than a snapshot taken at setup, which means the integration stays accurate as your calendar changes throughout the day and week. For teams using both Google Calendar and Microsoft Outlook — common in hybrid environments or when integrating with external partners — Calendly on paid plans supports connecting multiple calendar systems to a single account, which handles the availability checking across both environments. The specific behavior of multi-calendar connections and the plan tier required for them is worth verifying against current Calendly plan documentation, as the features at each tier have changed over time.