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Calendly vs Square Appointments

Square Appointments is built for appointment businesses that already take payments with Square, such as salons and spas, and has a free plan per location. Calendly is a general meeting scheduler with a free plan. CalendarPA is a third option that takes Stripe, Square, PayPal or Stax. The facts below are dated.

Side by side

FeatureCalendlySquare Appointments
Free planYes, one event typeYes, per location
Paid plans$12, $24, $20 and $32 per seat a month$49 and $149 per location a month
Payment at bookingStripe and PayPal, Standard and upSquare only
Classes and packagesGroup events and packages, Standard and upPlus and Premium
Card processing on online bookingsSet by Stripe or PayPal3.3% + 30¢ on Free, 2.9% + 30¢ on paid plans

Which fits

  • Pick Square Appointments if you run a shop on Square and want bookings in the same system.
  • Pick Calendly for meetings, sales calls and team scheduling.

The third option: CalendarPA

CalendarPA has a free Starter plan with booking pages, calendar sync, payment at booking through one provider and AdaPA, an assistant that books from email and chat. Pro adds session packages, group classes and SMS reminders. See pricing.

Third-party facts on this page were checked against each company’s own pages on November 7, 2026.

Frequently asked questions

Which is cheaper?

Both have free plans. Calendly’s paid plans are priced per seat; Square’s per location, starting higher.

Which takes payments?

Both. Square Appointments takes Square payments on every plan. Calendly takes Stripe and PayPal on Standard and up.

Which integrates with my CRM?

Calendly connects natively to HubSpot on Standard and up. Check Square’s app marketplace for the CRM you use.

Which is better for salons?

Square Appointments, which is built for staff calendars and in-person payments.

How do I switch to CalendarPA?

Connect your calendars and Square or another provider, then create your booking types. Coming from Calendly, the import brings your event types over.

See also

Try the third option

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