Calendly vs Square Appointments

Calendly and Square Appointments help simplify client bookings. Calendly is ideal for meetings and demos, while Square Appointments blends scheduling with payments. Here’s how they compare on pricing, features, and flexibility.

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How does Calendly compare with Square Appointments?


Unlimited bookings
Unlimited booking pages	No (1 link)	Free plan is for solo professionals
Connect calendars	1 calendar Google or Outlook
Allow booker to choose duration Set multiple duration options and let invitees pick when booking.	No (1 duration)
Allow booker to choose location Let invitees pick their preferred meeting location (in-person, Zoom, Google Meet, etc.).
30+ languages supported Booking pages are automatically translated into your invitee's language (English, French, Spanish, German, Italian, etc.).	No (7 langs)
Auto detect timezone and language
Most affordable annual plan	$10/seat/mo	$49/mo per location	$6.99/seat/mo
Unlimited calendar sync	6 calendars only (Google or Outlook)		Google, Outlook, iCloud
Multi-hosts scheduling Schedule meetings involving multiple team members at once — round-robin or collective.	Teams plan ($16/seat/mo)
Rooms & resources scheduling Reserve shared spaces or equipment alongside a meeting booking.
Hold group sessions or classes Allow multiple attendees to book the same event.
Enable multiple bookings at once Allow invitees to book multiple dates/times at once.
Enable recurring bookings
Multiple services / appointment types Offer different services with custom duration, pricing, hosts, and resources. Invitees can book one or multiple services at once.
Accept payments
Accept file uploads in your booking form
Approval workflow Review and accept or reject requested appointments before they're confirmed.
Set availability from your calendar Set your availability based on specifically named events in your Google or Outlook calendar.
Look busy We remove a percentage of your availability so you appear more in demand.
Let invitee select provider / resource Display a list of providers/resources and let invitees choose their preferred one before selecting a time.
Automate appointment reminders
Customizable notifications Fully customize emails, SMS, and calendar events sent to invitees.
Follow-up email Send automated follow-up emails after the event.
Take bookings directly on your website (embed) Seamlessly embed Koalendar booking pages directly on your website.
Single use private links Generate one-time booking links that expire after use.
Send emails directly from your Gmail
Google Analytics & Meta Pixel tracking
Webhooks / Zapier integrations Access Koalendar booking information in real-time through webhooks or connect 8000+ apps via Zapier.
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Calendly vs Square Appointments in a nutshell

Calendly lets you eliminate back-and-forth emails by sharing a scheduling link with your guests. It's free for one type of event and integrates with Zoom, Google Meet, and Microsoft Teams. But their customer service, more event types, and extra calendars require a paid plan.

Square Appointments is scheduling software integrated with Square business tools. The Free plan is aimed at solo professionals and includes online booking, reminders, and integrations. Paid Plus and Premium plans add more advanced team and operations capabilities, starting at $49/month per location.