Appointment scheduling software for small businesses has become increasingly necessary in recent years, and it’s easy to understand why. These programs allow small business owners to focus their time and energy on what matters most: growing and managing their businesses. Appointment-setting software does this by automating many of the tasks associated with managing appointments, such as sending reminders and notifications, tracking availability, booking events, and syncing schedules across different platforms.

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In this in-depth guide, compare some of the top business appointment scheduling software solutions on the market and learn more about the features and benefits that come with investing in this type of small business technology.

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Best small business appointment scheduling software: Comparison table

Product Mobile app available Automated message reminders Data encryption Free version available
Calendly logo. Yes Yes Yes Yes
Thryv logo. Yes Yes Yes No
Squarespace logo. Yes Yes Yes No
The Square logo. Yes Yes Yes Yes
Setmore logo. Yes Yes Yes Yes logo. Yes No Yes Yes

Best appointment scheduling software for small businesses


Calendly logo.
Image: Calendly

Available for individuals, teams, small and midsize businesses, and even enterprise organizations, Calendly boasts an intuitive interface, rapid adoption, fast and frictionless customer interactions, high levels of customer end-user satisfaction, and important security safeguards.

In addition, the software works with popular web browsers, features a stand-alone mobile app, integrates with customer relationship management systems, and connects to the PayPal and Stripe payment platforms.

Key features

  • Ability to adjust appointment availability preferences
  • Team scheduling
  • Routing forms
  • Customized communication workflows
  • Scheduling embeds for company websites
  • Real-time reporting for up to six calendars per user
  • Meeting polls for events with multiple attendees.
  • Appointment reminder message automation
  • Thank you messages
  • Round-robin balancing, where responsibilities are automatically shared among specified team members ( Figure A )
  • Appoint link-sharing via email
  • Meeting time and detail coordination with co-hosts

Figure A

Calendly offers a round robin feature that permits balancing appointments equally among multiple team members.
Calendly offers a round robin feature that permits balancing appointments equally among multiple team members.


  • Offers a dedicated team and processes to ensure strict privacy, security and business continuity standards
  • Encrypts appointment-setting processes and corresponding data, both in transit and at rest
  • Provides TLS SHA-256 with RSA encryption and uses HTTPS for all services
  • Supports SAML-based single sign-on for the Auth0, Azure , Okta, OneLogin and Ping Identity platforms
  • Offers a free basic version
  • Offers a 14-day free trial for all plans


  • Complicated process for creating and/or updating an event type


Calendly offers a free Basic version of its software with no time limit, while a free 14-day trial is available for its Teams plan. An Essentials subscription runs $8 per seat per month, the Professional plan is $12 per seat per month and the Teams offering costs $16 per seat per month. Those prices are for annual billing plans; slightly more expensive monthly options are available as well.