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Calendars · head to head

Assistant.to vs Calendly

Assistant.to logo

Assistant.to

Calendars

The easiest way to schedule meetings

From
Free
Rated
-
Full reviewWebsite
Calendly logo

Calendly

Scheduling

Scheduling automation platform for eliminating back-and-forth

From
Free
Rated
-
Full reviewWebsite

The short version

  • Each has a real cost: Assistant.to no publicly published pricing rates on website; Calendly the free plan allows one event type and one calendar connection, so it cannot handle different meeting formats
  • They diverge on capability: Assistant.to covers In-email scheduling, Calendly covers Calendar sync.
  • Prices and features above were last checked on 30 August 2026.

Where they differ

Only the attributes on which Assistant.to and Calendly actually diverge.

Attributes where Assistant.to and Calendly differ
AttributeAssistant.toCalendly
Pricing modelfreemiumUnknown
PlatformsChrome-extensionWeb, iOS, Android
CategoryCalendarsScheduling
Founded20142013

Identical on both: starting price (Free), free tier (Yes), user rating (Not yet rated).

What each one covers

Drawn from each product's published feature list. An absence here means we hold no record of it - not that the product lacks it.

Only in Assistant.to

  • In-email scheduling
  • One-click booking
  • Google Calendar sync
  • Time zone handling
  • Simple interface
  • Gmail
  • Chrome-extension support

Only in Calendly

  • Calendar sync
  • Automated scheduling
  • Custom availability
  • Time zone detection
  • Reminder emails
  • Buffer time
  • Meeting polls
  • Embed on website

Both cover

  • Google Calendar

What people use each for

The jobs each tool is most often brought in to do.

Assistant.to

  • Schedulingnot Calendly
  • Appointment bookingnot Calendly
  • Time trackingnot Calendly
  • Resource managementnot Calendly
  • Team coordinationnot Calendly

Calendly

  • Sales meetingsnot Assistant.to
  • Interview schedulingnot Assistant.to
  • Customer callsnot Assistant.to
  • Office hoursnot Assistant.to
  • Webinar registrationnot Assistant.to

Where each one falls short

Documented limitations, not opinions. Every one is a constraint you would hit in normal use.

Assistant.to

  • No publicly published pricing rates on website
  • Requires scheduling demo or contacting sales to obtain pricing information
  • Free trial available but no specific trial duration mentioned

Calendly

  • The free plan allows one event type and one calendar connection, so it cannot handle different meeting formats
  • Automated reminders and multiple calendars need Standard at $10 per seat per month
  • Round-robin routing, lead qualification and Salesforce integration require Teams at $16 per seat per month
  • SAML single sign-on, audit logs and domain control are Enterprise only, starting at $15,000 a year
  • Advertised prices are the annual rates

Pricing, plan by plan

Assistant.to

Free
  • FreeFree
    • In-email scheduling
    • Basic features
  • Pro$5/month
    • Team features
    • Custom branding
    • Priority support

Calendly

Free
  • FreeFree
    • 1 event type
    • 1 calendar connection
    • Basic confirmation email
  • Standard$10/month
    • Unlimited event types
    • Multiple calendars (up to 6)
    • Integrations with HubSpot, Mailchimp, Stripe, PayPal
  • Teams$16/month
    • All Standard features
    • Salesforce integration
    • Round-robin meetings
  • Enterprise$15000/year
    • All Teams features
    • Salesforce routing lookup
    • Microsoft Dynamics 365

Which should you pick?

Choose Assistant.to if

  • You need in-email scheduling.
  • You want to start without paying.
  • You work on Chrome-extension.
  • You also want one-click booking.
Assistant.to review

Choose Calendly if

  • You need calendar sync.
  • You want to start without paying.
  • You work on Web, iOS, Android.
  • You also want automated scheduling.
Calendly review

Questions people ask

Is Assistant.to or Calendly better?
Neither clearly leads. Assistant.to starts at Free and Calendly at Free, and user ratings are close enough to be indistinguishable. Choose on capability and platform support.
Which is cheaper, Assistant.to or Calendly?
Assistant.to starts at Free and Calendly at Free.
Does Assistant.to or Calendly run on more platforms?
Assistant.to runs on Chrome-extension. Calendly runs on Web, iOS, Android.
Can I use Assistant.to for free?
Both have a free tier, so you can try either at no cost before committing.
What is Assistant.to best used for?
Assistant.to is most often used for scheduling, appointment booking, time tracking, resource management. Of those, scheduling and appointment booking are not what Calendly is typically brought in for.
What can Assistant.to do that Calendly cannot?
Assistant.to covers In-email scheduling, One-click booking, Google Calendar sync, Time zone handling. Calendly covers Calendar sync, Automated scheduling, Custom availability, Time zone detection. Both handle Google Calendar.

Answered from the vendors’ own pages

Assistant.to: How much does Cirrus Insight (Assistant-to) cost?

Cirrus Insight does not publish specific pricing on its website. Pricing is customized based on your organization's needs. The platform offers a free trial and allows you to build a custom quote in the self-service hub or schedule a demo with the sales team.

Source
Calendly: Does the free tier include automatic reminders?

No. The free plan only includes a basic confirmation email when someone books. Automated reminder workflows, SMS reminders, and follow-up sequences require the Standard plan ($10/month or higher).

Source
Assistant.to: How does Cirrus Insight pricing work with seat selection?

Cirrus Insight allows you to have full control over seat selection, meaning you can purchase different quantities of users for different features. For example, you could license 10 users for Email Sync and 5 users for Calendar Scheduling in the same account.

Source
Calendly: Can I offer multiple meeting types on the free plan?

Only one event type can be active at a time. You can create multiple event types, but only one booking link works simultaneously. Switching between different meeting lengths requires manually activating another event type.

Source
Calendly: Does Calendly work with Apple Calendar and iCloud?

No longer for new users. As of August 20, 2024, new users cannot connect iCloud or Apple Calendar. Existing connections continue to work, but Calendly ended support for new Apple Calendar integrations citing Apple's security changes.

Source
Calendly: What platforms can I use Calendly on?

Calendly is available on Web, iOS, and Android. Browser extensions are available for Safari. There are no dedicated Windows or Mac desktop applications.

Source
Calendly: What does the Standard plan ($10/month) add over free?

Unlimited event types, multiple calendar connections (up to 6), integrations with HubSpot, Mailchimp, Salesforce, Stripe, PayPal, Zapier, and webhooks, plus automated reminders and email sequences.

Source
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