Calendly vs Square Appointments
Side-by-side comparison of features, pricing, and integrations.
Quick Verdict
Calendly offers fewer features (46 vs 88) and more integrations (28 vs 12). Starting price: Calendly at $10/mo vs Square Appointments at Free. Calendly has 46 unique features while Square Appointments has 88 unique features, with 0 features in common.
| Calendly | Square Appointments | |
|---|---|---|
| Category | Scheduling & Booking | Scheduling & Booking |
| Total Features | 46 | 88 |
| AI-Powered Features | 3 | 1 |
| Starting Price | $10/mo | Free |
| Pricing Tiers | 4 | 4 |
| Integrations | 28 | 12 |
| Shared Features | 0 | |
| Shared Integrations | 1 | |
| Data Quality | 73% | 95% |
Feature Comparison by Category
AI (0 vs 1)
| Feature | Calendly | Square Appointments |
|---|---|---|
| Square Assistant |
AI Features (3 vs 0)
| Feature | Calendly | Square Appointments |
|---|---|---|
| AI Meeting Summary | ||
| Availability Insights | ||
| Meeting Transcription |
API & Automation (2 vs 0)
| Feature | Calendly | Square Appointments |
|---|---|---|
| API Access | ||
| Webhook Events |
Analytics (1 vs 0)
| Feature | Calendly | Square Appointments |
|---|---|---|
| Meeting Analytics |
Automation (4 vs 0)
| Feature | Calendly | Square Appointments |
|---|---|---|
| Follow-Up Sequences | ||
| Invitee Cancellation | ||
| One-Click Reschedule | ||
| Routing Forms |
Banking (0 vs 3)
| Feature | Calendly | Square Appointments |
|---|---|---|
| Next-Business-Day Transfers | ||
| Same-Day and Instant Transfers | ||
| Square Banking |
Booking (0 vs 2)
| Feature | Calendly | Square Appointments |
|---|---|---|
| Cancellation Policy and No-Show Fees | ||
| Free Online Booking Website |
Communication (4 vs 11)
| Feature | Calendly | Square Appointments |
|---|---|---|
| Appointment Confirmations | ||
| Appointment Reminders | ||
| Automated Reminders | ||
| Call to Text and Voicemail Transcription | ||
| Custom Notifications | ||
| Dedicated Business Phone Number | ||
| Do Not Disturb | ||
| Email Notifications | ||
| Meeting Confirmations | ||
| Message New Customers | ||
| PDF Sharing | ||
| SMS Customizations | ||
| SMS Notifications | ||
| Send Service Messages via SMS and Email | ||
| Square Messages |
Configuration (6 vs 0)
| Feature | Calendly | Square Appointments |
|---|---|---|
| Availability Rules | ||
| Buffer Time Between Meetings | ||
| Calendar Blocking | ||
| Day-Specific Availability | ||
| Maximum Scheduling Window | ||
| Minimum Booking Notice |
Core Features (1 vs 0)
| Feature | Calendly | Square Appointments |
|---|---|---|
| Mobile App |
Core Scheduling (4 vs 0)
| Feature | Calendly | Square Appointments |
|---|---|---|
| Group Meetings | ||
| One-on-One Meetings | ||
| Scheduling Links | ||
| Scheduling Pages |
Customer Management (0 vs 5)
| Feature | Calendly | Square Appointments |
|---|---|---|
| Automatic Customer Data Collection | ||
| Customer Directory | ||
| Customer Profiles and Notes | ||
| Customer Segmentation | ||
| Customer Transaction History |
Customization (6 vs 0)
| Feature | Calendly | Square Appointments |
|---|---|---|
| Availability Calendar View | ||
| Conditional Logic | ||
| Custom Branding | ||
| Custom Questions | ||
| File Attachments | ||
| Meeting Notes |
Data Management (0 vs 3)
| Feature | Calendly | Square Appointments |
|---|---|---|
| Attach Contracts and Documents | ||
| Collect Important Client Information | ||
| Import Existing Customers |
E-Commerce (0 vs 2)
| Feature | Calendly | Square Appointments |
|---|---|---|
| Online Store | ||
| Square Websites |
Global Support (1 vs 0)
| Feature | Calendly | Square Appointments |
|---|---|---|
| Timezone Detection |
Hardware (0 vs 1)
| Feature | Calendly | Square Appointments |
|---|---|---|
| Hardware Support |
Integration (0 vs 6)
| Feature | Calendly | Square Appointments |
|---|---|---|
| Bookings API | ||
| Facebook and Google Integrations | ||
| Google Calendar Sync | ||
| Instagram Integration | ||
| Square Staff Integration | ||
| Website Integration |
Integrations (3 vs 0)
| Feature | Calendly | Square Appointments |
|---|---|---|
| Calendar Sync | ||
| Multi-Calendar Management | ||
| Zapier Integration |
Inventory (0 vs 4)
| Feature | Calendly | Square Appointments |
|---|---|---|
| Barcode Scanning | ||
| Low-Stock Alerts | ||
| Multi-Location Stock Management | ||
| Unlimited Items and Item Search |
Invoicing (0 vs 1)
| Feature | Calendly | Square Appointments |
|---|---|---|
| Professional Invoices |
Marketing (0 vs 10)
| Feature | Calendly | Square Appointments |
|---|---|---|
| Automated Campaigns | ||
| Coupons | ||
| Customized Receipts | ||
| Email Marketing | ||
| Google Reviews Monitoring | ||
| Loyalty Rewards Program | ||
| Physical and eGift Cards | ||
| Promotions and Bonus Points | ||
| Square Go Marketplace | ||
| Text Message Marketing |
Payments (1 vs 11)
| Feature | Calendly | Square Appointments |
|---|---|---|
| Afterpay | ||
| Appointment Deposits | ||
| Card on File | ||
| Cash App Pay | ||
| Digital Wallets in Booking Flow | ||
| Discounts and Refunds | ||
| Key-in Payments | ||
| Manual Entry or Card on File | ||
| Offline Payments | ||
| Payment Collection | ||
| Prepayments and Automatic Contracts | ||
| Tap to Pay on iPhone and Android |
Point of Sale (0 vs 1)
| Feature | Calendly | Square Appointments |
|---|---|---|
| Combined Service and Product Checkout |
Reporting (0 vs 4)
| Feature | Calendly | Square Appointments |
|---|---|---|
| Future Bookings Report | ||
| Sales Reports | ||
| Service Cost Tracking | ||
| Team Performance Reports |
Scheduling (0 vs 9)
| Feature | Calendly | Square Appointments |
|---|---|---|
| Class Booking | ||
| Custom Scheduling | ||
| Daily Booking Limit | ||
| Multi-Location Management | ||
| Multi-Staff Appointment Booking | ||
| Processing Time | ||
| Resource Management | ||
| Unlimited Staff Calendars | ||
| Waitlist |
Security (3 vs 1)
| Feature | Calendly | Square Appointments |
|---|---|---|
| Data Encryption | ||
| Data Security (PCI Compliance) | ||
| GDPR Compliance | ||
| Single Sign-On |
Staff Management (0 vs 13)
| Feature | Calendly | Square Appointments |
|---|---|---|
| Clock In and Out with Passcodes or Badges | ||
| Commission Tiers | ||
| Individual Employee Accounts | ||
| Labor-versus-Sales Reporting | ||
| Multiple Wage Rates | ||
| Shift Scheduling | ||
| Team Chats and File Sharing | ||
| Team Permission Control | ||
| Time Off and Trade Shifts | ||
| Timecard Reporting | ||
| Tip Pooling and Commission Tracking | ||
| Unlimited Permission Sets | ||
| Unlimited Personal Passcodes |
Team Features (6 vs 0)
| Feature | Calendly | Square Appointments |
|---|---|---|
| Admin Calendar View | ||
| Collective Meetings | ||
| Guest Management | ||
| Round Robin Scheduling | ||
| Team Management | ||
| User Roles & Permissions |
Video Conferencing (1 vs 0)
| Feature | Calendly | Square Appointments |
|---|---|---|
| Video Call Integration |
Unique Features
Only in Calendly (46)
AI Meeting Summary
Availability Insights
Meeting Transcription
Meeting Analytics
API Access
Webhook Events
Follow-Up Sequences
Invitee Cancellation
One-Click Reschedule
Routing Forms
Automated Reminders
Email Notifications
Meeting Confirmations
SMS Notifications
Availability Rules
Buffer Time Between Meetings
Calendar Blocking
Day-Specific Availability
Maximum Scheduling Window
Minimum Booking Notice
+ 26 more unique features
Only in Square Appointments (88)
Square Assistant
Next-Business-Day Transfers
Same-Day and Instant Transfers
Square Banking
Cancellation Policy and No-Show Fees
Free Online Booking Website
Appointment Confirmations
Appointment Reminders
Call to Text and Voicemail Transcription
Custom Notifications
Dedicated Business Phone Number
Do Not Disturb
Message New Customers
PDF Sharing
Send Service Messages via SMS and Email
SMS Customizations
Square Messages
Automatic Customer Data Collection
Customer Directory
Customer Profiles and Notes
+ 68 more unique features
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