Calendly vs. Square Appointments

Overview
ProductRatingMost Used ByProduct SummaryStarting Price
Calendly
Score 9.2 out of 10
N/A
Calendly is appointment scheduling software from the company of the same name in Atlanta, Georgia. Calendly is available via a free plan that allows users to book unlimited 1:1 appointments. Paid plans, starting at $8 per month enable meetings with multiple invitees, a customizable appointment page, and more advanced integrations than those available on the free plan. The Pro plan includes appointment reminders, and follow up workflows. Calendly's more recently launched enterprise plan (launched…
$10
per month per seat
Square Appointments
Score 8.8 out of 10
N/A
Square headquartered in San Francisco, California offers Square Appointments, appointment scheduling software. The software is based on technology acquired with BookFresh in February 2014.N/A
Pricing
CalendlySquare Appointments
Editions & Modules
Free
$0
Standard
$10.00
per month per seat
Teams
$16.00
per month per seat
Enterprise
Starts at 15k/year
per year
No answers on this topic
Offerings
Pricing Offerings
CalendlySquare Appointments
Free Trial
YesNo
Free/Freemium Version
YesNo
Premium Consulting/Integration Services
NoNo
Entry-level Setup FeeNo setup feeNo setup fee
Additional Details
More Pricing Information
Community Pulse
CalendlySquare Appointments
Considered Both Products
Calendly
Chose Calendly
Square Appointments I like it as well it just doesn't have the robust ability that Calendly does. Personally, if there were an ability to do that, Square Appointments could give Calendly a run for their money for their own customers. I don't see how they could move the compete …
Square Appointments
Chose Square Appointments
Square looks and feels more professional than Booksy, while requiring a card on file - something Calendly cannot do. I like that they are affordable and clients enjoying scheduling through Square Appointments. Scheduling an appointment works every time. The integration with …
Top Pros
Top Cons
Best Alternatives
CalendlySquare Appointments
Small Businesses
vCita
vCita
Score 9.7 out of 10
vCita
vCita
Score 9.7 out of 10
Medium-sized Companies
Chili Piper
Chili Piper
Score 8.8 out of 10
Chili Piper
Chili Piper
Score 8.8 out of 10
Enterprises
Zoom
Zoom
Score 8.2 out of 10
Zoom
Zoom
Score 8.2 out of 10
All AlternativesView all alternativesView all alternatives
User Ratings
CalendlySquare Appointments
Likelihood to Recommend
9.6
(86 ratings)
9.1
(7 ratings)
Likelihood to Renew
9.1
(2 ratings)
-
(0 ratings)
Usability
8.1
(3 ratings)
-
(0 ratings)
Support Rating
8.7
(32 ratings)
10.0
(3 ratings)
User Testimonials
CalendlySquare Appointments
Likelihood to Recommend
Calendly
It's well suited for music students' lessons. It's well suited for online coaching, primarily through places like Zoom and more. It helps simplify things for your clients, lets you program your schedule, and allows it all to go automatically! If you are working with a senior population, it may be a little tricky for them to sign up and then really hard for them to cancel lessons. There isn't a way to go to the site and cancel. You have to pull up the confirmed email and cancel from there, but people can lose emails.
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Block, Inc (Square)
Great for booking and managing appointments. This software is very user-friendly due to its simplicity. The interface is intuitive and easy to use for all ages. The only time this software may not be appropriate might be with someone who is managing their calendar manually and not using a software solution at all.
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Pros
Calendly
  • Sync with multiple calendar types so my schedule is always current.
  • Integration with Zoom to schedule meetings, send invites, and populate my Zoom app accordingly.
  • Automatic email communication to all parties with all relevant details in a clear format.
  • Allowing team members to do the same in a way that I'm also notified of what meetings are taking place saves a lot of time in terms of coordinating to find out what other people are doing.
  • Well-designed interface that simplifies everything down to its clearest expression. Language instruction and interaction are wonderfully simple and clear.
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Block, Inc (Square)
  • Square had good interoperability with Google Calendar, so all of our calendars were in sync.
  • Square Appointments we easy to use for clients, and with a few Luddite exceptions, worked flawlessly.
  • Square Appointments made it easy to schedule appointments without having multiple email messages or play phone tag with anyone.
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Cons
Calendly
  • After a meeting is booked, having the ability to change the location without canceling the entire booking.
  • Being able to offer 2 different locked in locations for certain time periods of the day within the same event. So you're not having to create 2 events for the same thing, only different locations.
  • Giving users permission to create their own routing forms. We run an independent business model where our users like to have control over their subscriptions.
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Block, Inc (Square)
  • Additional functionality: real-time availability calendar to customers
  • Not redirect away from our site to Square
  • Additional functionality: Ability for customers to add up sales when checking out
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Likelihood to Renew
Calendly
For all reasons like workflows, UI, and the way Calendly keeps all of us engaged through the Collective forum. It's indeed undeniable that no other product covers all business needs like Calendly does. On the other side, this has also reduced the workload by enabling us to focus more on other tasks for the day
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Block, Inc (Square)
No answers on this topic
Usability
Calendly
I gave Calendly an 8 because overall I think it is very much user friendly even for someone who has never used anything similar. The only issue I have had with usability is what I already stated about how the settings are in sub categories making some things difficult to find at first.
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Block, Inc (Square)
No answers on this topic
Support Rating
Calendly
I only reached out to Support once but they were very prompt and easy to work with. I had some questions about setting up the follow-up emails for after people would do the interview. They were very helpful and gave assistance and we solved the issue very fast. I would definitely recommend.
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Block, Inc (Square)
  • Square Appointment is excellent at support! I have had several calls with them, and not one time have they dropped the ball, leaving me frustrated without a solution — not one time.
  • The community forum in Square Appointment can answer most of the questions, but if I have had real issues, I am always able to talk to a person. That is very valuable to me as a customer.
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Alternatives Considered
Calendly
When I started using it, there were not many competitors in this space. I've seen some like Mixmax that seem to work well for solopreneurs or where free version might be better than Calendly's free version. I use the paid version of Calendly and it's just kept serving us well so why change?
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Block, Inc (Square)
Though office can offer a lot of appointment base tasks. Square appointments seem to help keep track, with a more direct approach. It helps to declutter integrations and information, that can often get missed and feel to convoluted. It's approach is more specific in handling appointment needs and scheduling. We would recommend it.
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Return on Investment
Calendly
  • Positive: When people want to meet, I can simply send my Calendly link and it takes less than 5 seconds to do.
  • Positive: It integrates well with Zoom, which means that by default all my appointments include Zoom information for a remote call.
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Block, Inc (Square)
  • Ease of scheduling brings in more appointments
  • Must have a card on system to schedule and prepay for an appointment
  • Offers multiple types of appointments
  • Cancellation fees
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ScreenShots