Which is better, Calendly or Square Appointments?

Calendly edges out Square Appointments based on user ratings across 1,680 reviews. That said, the best pick depends on your workflow — Square Appointments may be a stronger fit for specific team sizes or use cases. Review the full comparison to decide.

What are the main differences between Calendly and Square Appointments?

Key differences between Calendly and Square Appointments include pricing (Calendly starts at $8 vs Square Appointments at undisclosed); free trial availability (Calendly offers one, Square Appointments does not). Use the Spotsaas comparison table to evaluate each dimension before deciding.

Do both Calendly and Square Appointments offer a Free trial?

Calendly offers Free Trial, but Square Appointments does not.

Who are the typical users of Calendly?

Calendly is designed for Individuals, Freelancers / Consultants, Large Enterprises, Medium Business, Small Business.

Who are the typical users of Square Appointments?

Square Appointments is designed for Individuals, Medium Business, Small Business.

What is the starting price of Calendly and Square Appointments?

The starting price of Calendly is $8/User/Month. Pricing for Square Appointments is unavailable.

What are the best alternatives to Calendly?

Some top alternatives to Calendly include Appointy, Acuity Scheduling, Setmore, Microsoft Bookings, Cogsworth.

What are the best alternatives to Square Appointments?

Some top alternatives to Square Appointments include Appointy, Acuity Scheduling, Setmore, Calendly, SimplyBook.me.

Calendly vs Square Appointments vs Appointlet Comparison

Last updated: May 21, 2026

Calendly

4.5(1,680 reviews)

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…

View Pricing Read Reviews

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…

View Pricing Read Reviews

Appointlet

4.3(96 reviews)

Starting at $8 /User/Month

Free Trial
Medium Business
Small Business

Appointlet is the easiest, most affordable way to schedule appointments online for your business. It's a cloud-based appointment scheduler with unlimited users that lets you send appointment reminders via email or text m…

View Pricing Read Reviews

Calendly leads on user satisfaction with a 4.5-star rating across 1,680 reviews.

Calendly vs Square Appointments vs Appointlet — at a glance

Feature	Calendly	Square Appointments	Appointlet
Rating	4.5 / 5	4.4 / 5	4.3 / 5
Reviews	1,680	218	96
Starting price	$8 /User/Month	Contact for pricing	$8 /User/Month
Free trial	Yes	No	Yes
Free version	No	No	No
Best for	Individuals, Freelancers / Consultants, Large Enterprises	Individuals, Medium Business, Small Business	Medium Business, Small Business
Category	Appointment Scheduling Software	Appointment Scheduling Software	Appointment Scheduling Software
Platforms	SaaS/Web/Cloud, Mobile - Android, Mobile - iOS	SaaS/Web/Cloud, Mobile - iOS	SaaS/Web/Cloud
API	Available	Available	Available
Support modes	Business Hours, Online	Business Hours	Business Hours, Online
Certifications	SOC 2, GDPR	GDPR	—
Data residency	US	US	Global

Key differences between Calendly and Square Appointments

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: Calendly supports SaaS/Web/Cloud, Mobile - Android, Mobile - iOS; Square Appointments supports SaaS/Web/Cloud, Mobile - iOS.

Compare Calendly vs Square Appointments vs Appointlet — and walk away knowing which one fits.

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

	Calendly (1305) Talk to an expert Talk to an expert	Square Appointments (39) Talk to an expert Talk to an expert	Appointlet (14) Talk to an expert Talk to an expert

Biggest differences

Affiliate Disclosure

Start here before you go deeper into features.

Calendly

Best for simple, efficient scheduling with strong calendar integrations.

Choose if

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.

Consider alternatives if

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.

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.

Appointlet

Best for

Medium Business, Small Business

Calendly: Best for simple, efficient scheduling with strong calendar integrations. Square Appointments: Best for small businesses needing simple, easy online appointment scheduling.

Description	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	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	Appointlet is the easiest, most affordable way to schedule appointments online for your business. It's a cloud-based appointment scheduler with unlimited users that lets you send ... Read More about Appointlet
Entry Level Pricing	Starts from $8 , Billed Yearly	Not Available	Starts from $8 , Billed Yearly
Free Trial Availability	Get Free Trial	No free trial	Get Free Trial
Spotsaas Score What's this? ↗	9.8/10	9.2/10	9.0/10
User Ratings Based on verified Spotsaas reviews	4.5 (1680)	4.4 (218)	4.3 (96)
Best Company Size	1-50 employees51-500 employees	1-50 employees51-200 employees	—
	Get pricing help	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 Calendly, Square Appointments and Appointlet Compare on Features?

Total Features	10 Features	12 Features	10 Features
Unique Features	No unique features	No unique features	No unique features
	Get Quote	Get Quote	Get Quote

Compare Calendly, Square Appointments and Appointlet 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	$8 , Billed Yearly	Not Available	$8 , Billed Yearly
Pricing Plans	Basic Get Started Calendar connections per user : 1 Personalized booking link Web, iOS, and Android apps Show more + Premium Get Started Calendar connections per user : 2 Personalized booking link Web, iOS, and Android apps Show more + Pro Get Started Calendar connections per user : 6 Personalized booking link Web, iOS, and Android apps Show more + Browse all pricing plans	Not Available	Free Get Started Unlimited Bookings Unlimited Meeting Types Unlimited Form Fields Show more + Premium Get Started Unlimited Bookings Unlimited Meeting Types Unlimited Form Fields Show more +
Pricing Page
	View detailed pricing	View detailed pricing	View detailed pricing

Other Details

Organization Types supported	Freelancers Large Enterprises Medium Business Small Business Individuals	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)	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	24/7 (Live rep) Business Hours Online
API Support	Available	Available	Available
	Get help choosing	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	✗ 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	🌐 Global

Calendly vs Square Appointments User Reviews & Rating Comparison

User Ratings	4.5 (based on 1680 reviews)	4.4 (based on 218 reviews)	4.3 (based on 96 reviews)
Rating Distribution	1241 38 5 6 15	26 11 0 2 0	7 6 0 1 0
Spotsaas Editor’s POV generated by AI	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 Ease of use Calendar integration Customer support Common complaints Limited onboarding resources Restricted app marketplace	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	Buyer sentiment Buyer sentiment is positive across 14 reviews, with strong overall satisfaction. What buyers like Unlimited users Customizable templates Mobile-friendly design Common complaints Limited advanced features Basic reporting tools No built-in payment processing
Pros and Cons	Streamlines scheduling by eliminating back-and-forth communication Seamless integration with multiple calendar platforms User-friendly interface accessible for personal and professional use Limited onboarding support and resources for new users Restricted marketplace options for additional apps and connectors	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	User-friendly interface makes scheduling easy for all users. Affordable pricing structure attracts budget-conscious businesses. Customizable features allow for branding and personalization. May lack advanced features for larger enterprises. Reporting capabilities are basic and may not meet all needs.
Positive Reviews	No reviews available for the product	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	No reviews available for the product
	Read reviews	Read reviews	Read reviews

List of Customers

Customers	No Customers information available.	No Customers information available.	Wildapricot Sofi Elevate

Media and Screenshots

Screenshots	1 Screenshots	No screenshots available.	No screenshots available.
Videos	No videos available.	2 Videos	2 Videos

Alternatives

Alternatives	Appointy 4.7 Acuity Scheduling 4.5 Setmore 4.6	Appointy 4.7 Acuity Scheduling 4.5 Setmore 4.6	Appointy 4.7 Calendly 4.5 Microsoft Bookings 3.8

Frequently asked questions

Which is better, Calendly or Square Appointments?: 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 Calendly and Square Appointments offer a free trial?: Calendly offers a free trial. Square Appointments does not.
What is the starting price of Calendly vs Square Appointments?: Calendly starts at $8 /User/Month. Square Appointments starts at Contact for pricing.
What are the top alternatives to Calendly?: Top alternatives to Calendly include Appointy, Acuity Scheduling, Setmore, Microsoft Bookings, Cogsworth.
What are the top alternatives to Square Appointments?: Top alternatives to Square Appointments include Appointy, Acuity Scheduling, Setmore, Calendly, SimplyBook.me.

Calendly vs Square Appointments vs Appointlet Comparison

Calendly

Square Appointments

Appointlet

Calendly vs Square Appointments vs Appointlet — at a glance

Key differences between Calendly and Square Appointments

Compare Calendly vs Square Appointments vs Appointlet — and walk away knowing which one fits.

Calendly

Square Appointments

Appointlet

Biggest differences

Description

Entry Level Pricing

Free Trial Availability

Spotsaas Score

User Ratings

Best Company Size

Software Demo

Demo

Get shortlist help from a software advisor

How do Calendly, Square Appointments and Appointlet Compare on Features?

Compare Calendly, Square Appointments and Appointlet on pricing

Other Details

Organization Types supported

Platforms Supported

Modes of support

API Support

Security & Compliance

Calendly vs Square Appointments User Reviews & Rating Comparison

List of Customers

Customers

Media and Screenshots

Screenshots

Videos

Alternatives

Related Blogs and Articles for Appointment Scheduling Software

Frequently asked questions