Square Appointments vs Calendly Comparison
Square Appointments
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…
Calendly
Starting at $8 /User/Month
- Free Trial
- Individuals
- Freelancers / Consultants
Calendly is free meeting scheduling software that dramatically increases your booking rates with Web-based meetings, while making it easy to book face-to-face time with busy clients. With Calendly, you can book an appoin…
Calendly leads on user satisfaction with a 4.5-star rating across 1,680 reviews.
SpotSaaS Analysis
Square AppointmentsCalendly
The core difference lies in Square Appointments being tailored for small service-based businesses seeking straightforward appointment scheduling, while Calendly excels in providing efficient scheduling solutions with robust calendar integrations for teams. Ideal buyers for Square Appointments are small service-oriented businesses, whereas Calendly is best suited for teams needing to streamline meeting bookings across various calendar platforms.
- Best for small service-based businesses and salons - Offers easy online appointment scheduling - Quick setup with minimal technical complexity - Suitable for companies with up to 200 employees - Straightforward pricing model - Focuses on appointment management
- Best for teams needing efficient scheduling - Strong calendar integrations for various platforms - Reduces scheduling back-and-forth - Suitable for companies with up to 500 employees - Ideal for remote teams and busy professionals - Pricing starts at $8 per month
Square Appointments vs Calendly — at a glance
| Feature | Square Appointments | Calendly |
|---|---|---|
| Rating | 4.4 / 5 | 4.5 / 5 |
| Reviews | 218 | 1,680 |
| Starting price | Contact for pricing | $8 /User/Month |
| Free trial | No | Yes |
| Free version | No | No |
| Best for | Individuals, Medium Business, Small Business | Individuals, Freelancers / Consultants, Large Enterprises |
| Category | Appointment Scheduling Software | Appointment Scheduling Software |
| Platforms | SaaS/Web/Cloud, Mobile - iOS | SaaS/Web/Cloud, Mobile - Android, Mobile - iOS |
| API | Available | Available |
| Support modes | Business Hours | Business Hours, Online |
| Certifications | GDPR | SOC 2, GDPR |
| Data residency | US | US |
Key differences between Square Appointments and Calendly
- Pricing: Calendly starts at $8 /User/Month. Square Appointments pricing is not publicly listed.
- Free trial: Calendly offers a free trial; Square Appointments does not.
- User satisfaction: Calendly scores higher with a 4.5-star average.
- Deployment: Square Appointments supports SaaS/Web/Cloud, Mobile - iOS; Calendly supports SaaS/Web/Cloud, Mobile - Android, Mobile - iOS.
Square Appointments vs Calendly — find the better fit before you commit.
Which tool fits your team best
Which is actually cheaper for your team size
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.
Biggest differences
Features
Pricing
Buying details
Security
Buyer feedback
Integrations
Product tour
Other options
Talk to an expert Talk to an expert |
Biggest differences
Start here before you go deeper into features.
Best for small businesses needing simple, easy online appointment scheduling.
- 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.
- Your business requires extensive customization for industry-specific workflows.
- You need robust calendar syncing with external platforms like Google Calendar.
Best for simple, efficient scheduling with strong calendar integrations.
- You need to streamline meeting bookings and reduce scheduling back-and-forth.
- Your team uses multiple calendar platforms and requires seamless integration.
- You want an easy-to-use tool suitable for freelancers, small businesses, and mid-sized teams.
- You require extensive onboarding support and detailed user training.
- Your organization depends on a large marketplace of third-party app integrations.
Square Appointments: Best for small businesses needing simple, easy online appointment scheduling. Calendly: Best for simple, efficient scheduling with strong calendar integrations.
Description | 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 | Calendly is free meeting scheduling software that dramatically increases your booking rates with Web-based meetings, while making it easy to book face-to-face time with busy clients. With ... Read More about Calendly |
|---|---|---|
Entry Level Pricing |
|
|
Free Trial Availability |
| |
Spotsaas ScoreWhat's this? ↗ | 9.2/10 | 9.8/10 |
User RatingsBased on verified Spotsaas reviews | ||
Best Company Size | 1-50 employees51-200 employees | 1-50 employees51-500 employees |
Get pricing help | Get pricing help |
Software Demo
Demo |  Calendly has not given any software demo yet If you're the owner of this profile, add your demo.Contact us |
|---|
Need a second opinion?
Get shortlist help from a software advisor
Share your priorities, budget, and team needs, and we’ll help you narrow the options and understand the tradeoffs before you talk to vendors.
How do Square Appointments and Calendly Compare on Features?
Total Features | 12 Features | 10 Features |
|---|---|---|
Unique Features | No unique features | No unique features |
Get Quote | Get Quote |
Compare Square Appointments and Calendly 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 |
|
|
Pricing Plans |
|
|
Pricing Page |  |  |
Other Details
Organization Types supported |
|
|
|---|---|---|
Platforms Supported |
|
|
Modes of support |
|
|
API Support |
|
|
Get help choosing | Get help choosing |
Security & Compliance
Certifications, data handling, and security controls for IT and compliance evaluators.
SOC 2 | — | ✓ Yes |
|---|---|---|
HIPAA | ✗ No | ✗ No |
GDPR | ✓ Yes | ✓ Yes |
ISO 27001 | — | ✗ No |
Single Sign-On (SSO) | — | ✓ Yes |
Multi-Factor Auth (MFA) | ✓ Yes | ✓ Yes |
Data Encryption | ✓ Yes | ✓ Yes |
Data Residency | 🇺🇸 US | 🇺🇸 US |
Square Appointments User Reviews & Rating Comparison
User Ratings | ||
|---|---|---|
Rating Distribution | ||
Spotsaas Editor’s POV generated by AI | 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
Common complaints
| Buyer sentiment Users generally praise Calendly for its ease of use, efficient scheduling, and strong calendar integrations, though some find onboarding and advanced features limited. What buyers like
Common complaints
|
Pros and Cons |
|
|
Positive Reviews | No reviews available for the product | No reviews available for the product |
Media and Screenshots
Screenshots | No screenshots available. |  1 Screenshots |
|---|---|---|
Videos |  2 Videos | No videos available. |
Top Alternatives to Square Appointments and Calendly in 2026
Alternatives |
|---|
Add another option to compare side by side
Search by product name to compare pricing, fit, and buyer feedback in one view.Compare similar software options
Related Blogs and Articles for Appointment Scheduling Software
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, Square Appointments or Calendly?
- Calendly edges out the other on user ratings (4.5 vs 4.4). That said, the best pick depends on your use case — use the comparison tables above to evaluate each dimension.
- Do Square Appointments and Calendly offer a free trial?
- Calendly offers a free trial. Square Appointments does not.
- What is the starting price of Square Appointments vs Calendly?
- Square Appointments starts at Contact for pricing. Calendly starts at $8 /User/Month.
- What are the top alternatives to Square Appointments?
- Top alternatives to Square Appointments include Appointy, Acuity Scheduling, Setmore, Calendly, SimplyBook.me.
- What are the top alternatives to Calendly?
- Top alternatives to Calendly include Appointy, Acuity Scheduling, Setmore, Microsoft Bookings, Cogsworth.