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Timely vs Square Appointments Comparison

Last updated:

Timely

4.6(79 reviews)

Starting at $26 per staff

  • Free Trial
  • Freelancers / Consultants
  • Large Enterprises

Timely is an enterprise-grade appointment scheduling software that is the most robust, scalable and feature rich solution available today. Timely provides organizations of any size with rescheduling, advanced reporting,…

Square Appointments

4.4(218 reviews)

Starting at Contact for pricing

  • Individuals
  • Medium Business

Square Appointments is an appointment scheduling and reminder software that helps you book appointments with less time on the phone. Square Appointments is a browser-based application that you install on your computer an…

Timely leads on user satisfaction with a 4.6-star rating across 79 reviews.

Timely vs Square Appointments — at a glance

FeatureTimelySquare Appointments
Rating4.6 / 54.4 / 5
Reviews79218
Starting price$26 per staff Contact for pricing
Free trial Yes No
Free version No No
Best forFreelancers / Consultants, Large Enterprises, Medium BusinessIndividuals, Medium Business, Small Business
CategoryAppointment Scheduling SoftwareAppointment Scheduling Software
PlatformsSaaS/Web/Cloud, Mobile - Android, Mobile - iOSSaaS/Web/Cloud, Mobile - iOS
APIAvailable
Support modes24/7 (Live rep), Business Hours, OnlineBusiness Hours
CertificationsGDPR
Data residencyUS

Key differences between Timely and Square Appointments

  • Pricing: Timely starts at $26 per staff . Square Appointments pricing is not publicly listed.
  • Free trial: Timely offers a free trial; Square Appointments does not.
  • Target audience: Timely is built for Freelancers / Consultants and Large Enterprises, while Square Appointments targets Individuals and Medium Business.
  • User satisfaction: Timely scores higher with a 4.6-star average.
  • Deployment: Timely supports SaaS/Web/Cloud, Mobile - Android, Mobile - iOS; Square Appointments supports SaaS/Web/Cloud, Mobile - iOS.

Timely vs Square Appointments — find the better fit before you commit.

01

Which tool fits your team best

02

Which is actually cheaper for your team size

03

Where each product wins, per real buyers

Most Appointment Scheduling Software tools look identical on paper. This comparison cuts to the differences that matter — pricing structure, team fit, and what real buyers found after signing up.

Timely - Appointment Scheduling Software
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Talk to an expert
Square Appointments - Appointment Scheduling Software
Talk to an expert
Talk to an expert

Free PDF comparison

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Biggest differences

Start here before you go deeper into features.

Timely

Best for

Freelancers / Consultants, Large Enterprises, Medium Business

Square Appointments

Best for small businesses needing simple, easy online appointment scheduling.

Choose if
  • You run a small service-based business or salon with up to 200 employees.
  • You want quick setup with minimal technical complexity and straightforward pricing.
  • You need automated reminders and client self-scheduling integrated into your website.
Consider alternatives if
  • Your business requires extensive customization for industry-specific workflows.
  • You need robust calendar syncing with external platforms like Google Calendar.

Timely typically suits Freelancers / Consultants and Large Enterprises. Square Appointments tends to fit Individuals and Medium Business better. The right choice depends on your team size, workflow, and whether a free trial matters.

Description

Timely is an enterprise-grade appointment scheduling software that is the most robust, scalable and feature rich solution available today. Timely provides organizations of any size with ... Read More about Timely

Square Appointments is an appointment scheduling and reminder software that helps you book appointments with less time on the phone. Square Appointments is a browser-based application that ... Read More about Square Appointments

Entry Level Pricing

  • Starts from $26 , monthly
  • Not Available

Free Trial Availability

  • No free trial

Spotsaas Score

What's this? ↗

9.2/10

9.2/10

User Ratings

Based on verified Spotsaas reviews

4.6

(79)

Best Company Size

1-50 employees51-200 employees
Get pricing help
Get pricing help

Software Demo

Demo

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How do Timely and Square Appointments Compare on Features?

Total Features

11 Features

12 Features

Unique Features

No unique features

No unique features

Get Quote
Get Quote

Compare Timely and Square Appointments on pricing

Review starting price, plan structure, and free-trial access side by side so you can see which option fits your budget and buying process.

Pricing Option

      Starting From

      • $26 , monthly
      • Not Available

      Pricing Plans

      • Build

        $26

        per staff

        • Appointment calendar

        • Client records

        • Basic Automated Marketing

        Show more +

      • Elevate

        $37

        per staff

        • Appointment calendar

        • Client records

        • Automated Marketing

        Show more +

      • Innovate

        $43

        per staff

        • Appointment calendar

        • Client records

        • Advanced Automated Marketing

        Show more +

      • Not Available

      Pricing Page

      Timely pricing
      Square Appointments pricing

      Other Details

      Organization Types supported

      • Freelancers
      • Large Enterprises
      • Medium Business
      • Small Business
      • Individuals
      • Freelancers
      • Large Enterprises
      • Medium Business
      • Small Business
      • Individuals

      Platforms Supported

      • Browser Based (Cloud)
      • Mobile - Android
      • Mobile - iOS
      • Installed - Windows
      • Installed - Mac
      • Mobile - Windows
      • Browser Based (Cloud)
      • Browser Based (Cloud)
      • Mobile - Android
      • Mobile - iOS
      • Installed - Windows
      • Installed - Mac
      • Mobile - Windows
      • Browser Based (Cloud)

      Modes of support

      • 24/7 (Live rep)
      • Business Hours
      • Online
      • 24/7 (Live rep)
      • Business Hours
      • Online

      API Support

      • Not Available
      • Available
      Get help choosing
      Get help choosing

      Security & Compliance

      Certifications, data handling, and security controls for IT and compliance evaluators.

      HIPAA

      ✗ No

      GDPR

      ✓ Yes

      Multi-Factor Auth (MFA)

      ✓ Yes

      Data Encryption

      ✓ Yes

      Data Residency

      🇺🇸 US

      Timely User Reviews & Rating Comparison

      User Ratings

      Rating Distribution

      11

      8

      0

      0

      1

      26

      11

      0

      2

      0

      Spotsaas Editor’s POV generated by AI

      Buyer sentiment

      Buyer sentiment is very strong across 20 reviews, with consistently positive feedback.

      Buyer sentiment

      Users generally appreciate the ease of use and streamlined appointment scheduling but express frustration over limited customization and calendar integration issues.

      What buyers like

      • Ease of use
      • Online booking convenience
      • Automated reminders

      Common complaints

      • Lack of customization
      • Calendar syncing problems

      Pros and Cons

      No pros or cons available for this product

      • Easy appointment setup and website integration for client self-scheduling

      • Automated reminders and appointment management improve organization

      • User-friendly interface with straightforward pricing

      • Limited customization options restrict personalization

      • Notification alerts and data saving issues causing manual re-entry

      Positive Reviews

      No reviews available for the product

      No reviews available for the product

      Negative Reviews

      No reviews available for the product

      No reviews available for the product

      List of Customers

      Customers

      AHC

      AHC

      Salonology

      Salonology

      ABIC

      ABIC

      No Customers information available.

      Media and Screenshots

      Screenshots

      Timely

      3 Screenshots

      No screenshots available.

      Videos

      video-0

      1 Videos

      video-0

      2 Videos

      Top Alternatives to Timely and Square Appointments in 2026

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      Search by product name to compare pricing, fit, and buyer feedback in one view.

      Disclaimer: This research has been collated from a variety of authoritative sources. We welcome your feedback at [email protected].

      Frequently asked questions

      Which is better, Timely or Square Appointments?
      Timely edges out the other on user ratings (4.6 vs 4.4). That said, the best pick depends on your use case — use the comparison tables above to evaluate each dimension.
      Do Timely and Square Appointments offer a free trial?
      Timely offers a free trial. Square Appointments does not.
      What is the starting price of Timely vs Square Appointments?
      Timely starts at $26 per staff . Square Appointments starts at Contact for pricing.
      What are the top alternatives to Timely?
      Top alternatives to Timely include 10to8, Doodle, Appointy, booxi, Schedulista.
      What are the top alternatives to Square Appointments?
      Top alternatives to Square Appointments include Appointy, Acuity Scheduling, Setmore, Calendly, SimplyBook.me.

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