Calendly still doesn't support recurring meetings in 2026. Here's why the workarounds fail and how conectopro handles recurring sessions natively—with payments, reminders, and zero manual re-booking.
As of early 2026, recurring appointments remain one of the most requested missing features in Calendly. Their own community team has confirmed there is no current timeline for delivery.
"We don't have a current timeline on recurring meetings as a feature within Calendly at this time."
— Calendly Community Manager, September 2025
Coaching, tutoring, consulting, and training all require ongoing sessions. Without native recurring support, you're forced into manual workarounds that break the client experience.
Clients must re-book after every session. Most forget, and momentum is lost.
Repeating calendar events don't send Calendly reminders, so automation disappears.
Paid integrations and technical setup still create duplicate or incomplete events.
| Calendly's Workaround | Why It Fails |
|---|---|
| Ask clients to re-book manually | Most clients forget, breaking the recurring relationship. |
| Edit calendar event to repeat | Calendly reminders won't send for repeated sessions. |
| Use Zapier to create repeats | Paid plan, technical setup, and duplicate events. |
| Invitee Redirect after booking | Just a redirect, not a recurring booking. |
"I just paid an annual payment for Calendly before realising that you can't add recurring appointments. This is super frustrating and I would not have signed up if I had realised."
— Calendly community user, September 2025
Book once, schedule the entire series, and send reminders for every session—without Zapier or manual work.
A client books once and every future session is automatically scheduled on both calendars.
Collect payment at the first booking and automate email + SMS reminders for every occurrence.
Save hours by automating 12+ sessions in one setup.
Time saved per client:
26 weeks × 5 min = 2+ hours saved
Google Calendar, Outlook, and Apple Calendar are updated for every session in the series.
| Feature | conectopro | Calendly |
|---|---|---|
| Recurring meetings (native) | ||
| Set-it-once recurring booking | ||
| Reminders on recurring sessions | ||
| Integrated payments at booking | ||
| Session package management | ||
| Email + SMS reminders | ||
| Calendar sync (Google, Outlook) |
If you work with clients on an ongoing basis, recurring meetings are essential—not optional.
Weekly or bi-weekly sessions that keep clients accountable and on track.
Recurring lessons with the same students every week or month.
Monthly or quarterly check-ins for ongoing advisory work.
Go to "Programs" → "New Program". Give it a name like "Weekly Coaching" and set your duration (e.g., 60 minutes).
Choose when sessions repeat: Every week on Monday at 2 PM, first Tuesday of each month, or create a custom pattern. Set how many sessions (e.g., 12 weeks, 6 months, or unlimited).
Set a price for the entire program or per session. Payment is handled automatically when clients enroll.
Click "Generate Sessions" to create all recurring sessions at once. They'll appear in your calendar and be available for booking.
Share the program link with your client. They enroll once, and all sessions are automatically added to both calendars.
As of September 2025, Calendly confirmed there is no current timeline for recurring meetings. Whether it will be added is unknown.
Not natively. You must ask clients to re-book each time or manually repeat calendar events, which removes automated reminders.
Yes. Automated email and SMS reminders go out before every session in the series.
Yes. Conectopro collects full payment at the time of the first booking for the entire package.
Yes. Clients can reschedule one occurrence without cancelling the rest of the series.
Yes. You can start free and test recurring sessions, reminders, and booking flows before upgrading.
Stop wasting time manually creating the same meetings. Create your first recurring meeting series today—it's free to get started.
Create Your First Recurring MeetingStart free. No credit card required. Create unlimited recurring meetings and save hours every week.
Free plan includes 1 active offering. Upgrade to Pro for unlimited recurring meetings.