Calendly vs Square Appointments

Calendly

• Sales, recruiting and customer teams that book many external meetings
• Individuals who need one free booking link
• Teams that need round-robin assignment and lead routing

Square Appointments

• Salons, barbershops and spas that want booking and checkout in one system
• Solo professionals who can start on the free plan
• Businesses already taking payments with Square hardware

Calendly

• The Free plan allows one event type and one calendar connection, for one-on-one meetings only.
• Round-robin scheduling, lead routing and Salesforce sync need Teams; SSO is an add-on on Teams and built into Enterprise.
• Notetaker and Callie are not in base Standard or Teams. They need a Plus plan (Teams Plus is $24 per seat / month, billed yearly) and are English-only.
• Enterprise starts at $15k per year and 50 seats and is billed in USD only.

Square Appointments

• Square Free leaves out Google Calendar sync, no-show fees, multi-staff booking, classes and packages, the waitlist and the Bookings API.
• Plus and Premium are charged per location: $49 or $149 a month for each location you run.
• Processing fees apply on every plan, from 2.4% + 15¢ in person on Premium to 3.3% + 30¢ for online payments on Free.
• Resource management and the future bookings, service cost and team performance reports are Premium-only.

Calendly

Event types and booking pages

Set up event types and share a link so invitees choose a time from your availability. Free allows one event type; paid plans allow unlimited.

Team scheduling

Group and collective events come with Standard. Round-robin distribution and centrally managed event types start on Teams.

Routing and CRM sync

Teams adds lead qualification and routing along with Salesforce sync. HubSpot connects from the Standard plan.

Automations and payments

Standard and above send automated reminders and can take payment at booking through Stripe or PayPal.

Notetaker and Callie

Notetaker joins Zoom, Google Meet and Microsoft Teams calls to record, transcribe and recap them. Callie is a beta AI assistant that schedules over email. Both come with the Plus plans.

Apps, extensions and API

iOS and Android apps, extensions for Chrome, Firefox, Edge and Safari, add-ins for Outlook, Gmail and LinkedIn, website embeds, and a REST API with webhooks.

Square Appointments

Online booking site

A customizable booking website on every plan, plus Book Now buttons for Instagram, Facebook and a Google Business Profile, a widget for an existing site and a QR code.

Payments and point of sale

Take cards in person, online or with Tap to Pay on a phone, keep cards on file, and ring up services and products together. Afterpay and Cash App Pay are supported.

No-show protection

Deposits and prepayments are on every plan. A cancellation policy that charges the card on file for late cancellations and no-shows needs Square Plus.

Reminders and Square Assistant

Automatic text and email reminders go out on every plan, and Square Assistant lets clients reply to an SMS reminder to confirm, cancel or change a booking.

Staff, locations and resources

Staff calendars are unlimited on every plan. Multi-staff bookings and multi-location management start on Plus; assigning rooms, chairs or stations is Premium-only.

Classes, packages and waitlist

From Square Plus, schedule one-time or recurring group classes, sell prepaid packages of services, and let clients join a waitlist from the booking site.

Calendly

• Free$0

  One event type, one calendar connection and one-on-one scheduling.

• Standard$10

  per seat / month, billed yearly

  Unlimited event types, up to 6 calendar connections, group events, automations, and Stripe and PayPal payments.

• Teams$16

  per seat / month, billed yearly

  Adds round-robin scheduling, lead routing, Salesforce sync, admin tools and an optional SSO add-on.

• EnterpriseFrom $15k

  per year, starting at 50 seats

  SSO and advanced provisioning, audit logging, the full Salesforce routing suite and priority support.

Square Appointments

• Square Free$0

  Booking website, unlimited staff calendars, reminders, deposits and invoices. Processing is 2.6% + 15¢ in person and 3.3% + 30¢ online.

• Square Plus$49

  per location / month

  Adds no-show fees, multi-staff booking, waitlist, classes and packages, Google Calendar sync and the Bookings API. In-person processing is 2.5% + 15¢.

• Square Premium$149

  per location / month

  Adds resource management, future bookings and team performance reports, service cost tracking, 24/7 phone support and 2.4% + 15¢ in-person processing.

• Square ProCustom

  Custom pricing and processing fees for businesses that process over $250,000 per year, arranged through Square's sales team.

Calendly

• Annual discount

  Save 17% to 20% with yearly billing

  Calendly's pricing page lists a 17% saving on Standard and a 20% saving on Teams when billed yearly instead of monthly.

• Other savings

  Volume pricing on annual Teams plans

  On annual Teams plans, seats beyond the first 30 cost less: $14.50 per month for seats 31 to 50, stepping down to $12 from seat 301.

Square Appointments

No public discounts listed.