CalendarBridge vs Calendly

CalendarBridge

• People who need work, personal and client calendars to block each other
• Organizations syncing calendars across Microsoft 365 and Google tenants
• Consultants and fractional executives working inside several client accounts

Calendly

• Sales, recruiting and customer teams that book many external meetings
• Individuals who need one free booking link
• Teams that need round-robin assignment and lead routing

CalendarBridge

• The pricing pages list no free plan, and the trial lasts 7 days.
• The AI Scheduling Assistant is not part of Basic, and a custom email domain for the assistant needs Pro.
• Basic allows 2 sync connections, enough for one pair of calendars synced both ways; three calendars synced to each other need 6.
• Real-time syncing is stated for Google and Outlook events; the help center says syncing from iCloud or .ics calendars runs every 5 to 10 minutes.

Calendly

• The Free plan allows one event type and one calendar connection, for one-on-one meetings only.
• Round-robin scheduling, lead routing and Salesforce sync need Teams; SSO is an add-on on Teams and built into Enterprise.
• Notetaker and Callie are not in base Standard or Teams. They need a Plus plan (Teams Plus is $24 per seat / month, billed yearly) and are English-only.
• Enterprise starts at $15k per year and 50 seats and is billed in USD only.

CalendarBridge

Real-time calendar syncing

When an event is created or changed on one calendar, a matching event is created or updated on the others. The pricing page says Google and Outlook events typically update in under a minute.

Control over what is copied

Sync every detail, only a busy block, or something in between. Events can be excluded by color or category, and copies can carry an identifier or a color that shows their source.

Scheduling pages

Every plan includes up to 10 booking pages that check availability across connected calendars, with buffers, daily limits and minimum notice. Stripe can be connected to take payment at booking.

Unified calendar

View and edit events from all connected calendars in one place on the web, iPhone and Android. The number of calendars shown at once is 4, 12 or 24 depending on the plan.

AI Scheduling Assistant

On Premium and Pro, you CC or forward an email thread to the assistant; it proposes times from your availability, follows rules written in plain English and books the meeting.

Group licensing and MCP server

Group accounts put 2 or more users on one bill and can mix user licenses with admin-managed sync licenses. An MCP server lets agents such as Claude, ChatGPT or Cursor manage events and syncs.

Calendly

Event types and booking pages

Set up event types and share a link so invitees choose a time from your availability. Free allows one event type; paid plans allow unlimited.

Team scheduling

Group and collective events come with Standard. Round-robin distribution and centrally managed event types start on Teams.

Routing and CRM sync

Teams adds lead qualification and routing along with Salesforce sync. HubSpot connects from the Standard plan.

Automations and payments

Standard and above send automated reminders and can take payment at booking through Stripe or PayPal.

Notetaker and Callie

Notetaker joins Zoom, Google Meet and Microsoft Teams calls to record, transcribe and recap them. Callie is a beta AI assistant that schedules over email. Both come with the Plus plans.

Apps, extensions and API

iOS and Android apps, extensions for Chrome, Firefox, Edge and Safari, add-ins for Outlook, Gmail and LinkedIn, website embeds, and a REST API with webhooks.

CalendarBridge

• Basic$4

  per user / month, billed yearly ($48)

  2 sync connections, 10 scheduling pages and the unified calendar for up to 4 calendars. No AI assistant. $5 billed monthly.

• Premium$8

  per user / month, billed yearly ($96)

  20 sync connections, the AI Scheduling Assistant, a 12-calendar unified view and a HIPAA BAA. $10 billed monthly.

• Pro$32

  per user / month, billed yearly ($384)

  56 sync connections, a 24-calendar unified view and a custom email domain for the AI assistant. $40 billed monthly.

• Sync Licenses$3.20

  per connection / month, billed annually; starting price

  For group accounts: an admin creates and manages sync connections centrally, with no end-user setup. Starts at $4 billed monthly.

Calendly

• Free$0

  One event type, one calendar connection and one-on-one scheduling.

• Standard$10

  per seat / month, billed yearly

  Unlimited event types, up to 6 calendar connections, group events, automations, and Stripe and PayPal payments.

• Teams$16

  per seat / month, billed yearly

  Adds round-robin scheduling, lead routing, Salesforce sync, admin tools and an optional SSO add-on.

• EnterpriseFrom $15k

  per year, starting at 50 seats

  SSO and advanced provisioning, audit logging, the full Salesforce routing suite and priority support.

CalendarBridge

• Annual discount

  20% off with yearly billing

  The pricing page marks yearly billing as 20% off: Basic is $48 a year against $5 a month, Premium $96 against $10 and Pro $384 against $40.

Calendly

• Annual discount

  Save 17% to 20% with yearly billing

  Calendly's pricing page lists a 17% saving on Standard and a 20% saving on Teams when billed yearly instead of monthly.

• Other savings

  Volume pricing on annual Teams plans

  On annual Teams plans, seats beyond the first 30 cost less: $14.50 per month for seats 31 to 50, stepping down to $12 from seat 301.