The short answer
Choose Calendly if your meetings are calls with prospects, candidates or clients and your team needs routing and CRM sync. Choose Acuity Scheduling if you run appointments for a service business with staff, rooms, packages and deposits, or if you need HIPAA. The pricing models point the same way. Calendly charges per host, while Acuity charges per business and caps the number of calendars instead. In practice the two overlap less than their search volume suggests. Calendly is a meeting platform for teams that sell, hire and advise. Acuity is an appointment system for businesses that sell time. Count your hosts and staff calendars, check whether you handle health data, and the choice usually makes itself.
Two tools built for different buyers
Calendly is an independent company founded in 2013 by Tope Awotona, who started it out of frustration with manual scheduling. Acuity Scheduling belongs to Squarespace, which acquired it in 2019 and for several years sold it as Squarespace Scheduling before unifying everything under the Acuity name. The audiences differ just as much. Calendly sells itself to sales, marketing, recruiting, customer success and IT teams, and its own comparison describes Acuity as built mainly for service-based solopreneurs such as stylists, life coaches and massage therapists. Acuity's pages talk about clients, services and appointments instead. The vocabulary says it all.
| Calendly | Acuity Scheduling | |
|---|---|---|
| Owner | Calendly, LLC | Squarespace |
| Free plan | Yes, one event type | No, 7-day trial |
| Pricing basis | Per seat | Per account |
| Entry paid plan | $10 a month billed annually | $16 a month billed annually |
| Top self-serve plan | $24-32 a seat a month | $49-61 a month |
| Calendars | 1 free, 6 per user paid | 1, 6 or 36 per account |
| Routing forms | Teams and up | No |
| HIPAA | Not compliant | Premium with a BAA |
| AI | Notetaker, Callie, MCP | Booking assistant on Premium |
Count staff calendars for Acuity and hosts for Calendly before comparing prices. From three people, Acuity's flat Standard price usually wins for appointments.
Per seat versus per account: the split that decides cost
Calendly bills every person who hosts meetings, and its pricing page notes that "meeting invitees do not require a seat" [1]. Acuity bills the business and caps calendars: one on Starter, up to six on Standard and up to 36 on Premium [2]. A calendar can be an employee or a location, which makes Acuity cheap for staffed businesses, and staff need not log in. Calendly thinks in users instead. Each host has an account, connects up to six personal calendars on paid plans and appears on team pages. Acuity's model fits a front desk. Calendly's fits a sales floor.
What each vendor charges
Calendly Standard costs $10 a seat a month billed annually or $12 monthly. Teams costs $16 or $20, and the AI plans, Standard Plus and Teams Plus, cost $18 or $24 and $24 or $32. Enterprise begins at $15,000 a year for 50 seats. Because every price is per seat, five hosts pay $600 a year on Standard, $960 on Teams, $1,080 on Standard Plus and $1,440 on Teams Plus, by our arithmetic. That is the range a small team should hold against Acuity's flat $324 for up to six calendars.
Acuity Starter costs $16 a month billed annually or $20 monthly, Standard $27 or $34, and Premium $49 or $61, all in US dollars before taxes, with an Enterprise offering for unlimited calendars and VIP account management. The annual discount is close to 20% on every plan, which saves $48, $84 and $144 a year respectively, by our arithmetic. There are no setup, cancellation or support fees, and each billing cycle starts on your signup date.
A free plan against a free trial
Calendly Free is permanent: one event type, one calendar and unlimited meetings. Acuity has no equivalent. Its pricing FAQ says it does not offer free appointment scheduling and points you to the trial instead, which runs seven days with no credit card. A solo user who books one kind of call therefore pays $0 on Calendly and at least $192 a year on Acuity. Over three years that becomes $0 against $576, and a solo user who needs several meeting types still pays $360 on Calendly Standard, $216 less than on Acuity. Calendly's trial runs two weeks on Teams Plus, then drops to Free without a charge.
Acuity has no free plan, only a 7-day trial. Calendly has no HIPAA option and no longer accepts new iCloud Calendar connections.
What each tool costs at your team size
At one calendar the two models look similar, but the gap reverses as soon as a team forms and grows with every person added. At six calendars, Acuity Standard still costs $324 a year, the same as for one, and per calendar it is several times cheaper. The table assumes annual billing on both sides, and every total is our arithmetic from the vendors' prices. Read it by your headcount, then read the notes underneath, because at the top of the range the cheaper tool is not the one a sales team should buy.
| Team | Calendly | Acuity Scheduling |
|---|---|---|
| One person, one event type | $0 on Free | $192 a year on Starter |
| One person, several event types | $120 a year on Standard | $192 a year on Starter |
| One person with AI recaps | $216 a year on Standard Plus | Not available |
| Three people | $360 on Standard, $576 on Teams | $324 on Standard |
| Six people | $1,152 on Teams | $324 on Standard |
| 20 people | $3,840 on Teams, $5,760 on Teams Plus | $588 on Premium |
A three-person studio
Three stylists who each need a calendar fit Acuity Standard, which covers up to six calendars for $27 a month billed annually. On Calendly they need three Standard seats, or three Teams seats if bookings must rotate. Acuity is cheaper and adds a waitlist. Text reminders tip it further, because Acuity Standard includes them, while Calendly gives each seat 250 SMS credits a month. The studio would share 750 credits. That is enough for unlimited US texts, but only 250 texts to a country charged three credits each.
A 20-person sales team
Here the price story turns into a feature story. Acuity Premium would cost $588 a year for up to 36 calendars, but it lacks routing forms, Salesforce round robin and Calendly's CRM depth. The $3,252 a year that separates Calendly Teams from Acuity Premium for 20 reps is about $163 per rep per year. A single extra routed demo per rep would usually repay that in a B2B sales team. The gap buys features Acuity does not sell at any price.
How each tool schedules people
Event types, appointment types and classes
Calendly's unit is the event type, a reusable meeting template with duration, location, questions and availability. Acuity's unit is the appointment type, tied to services and prices. For one-on-one meetings they behave much the same. The difference shows in what hangs off them: Calendly adds routing and hosts, Acuity adds packages, add-ons and staff. Both handle group sessions. Calendly's group event type keeps the slot open until every spot is filled. Acuity offers group classes, workshops and events, plus a waitlist when classes fill. For a yoga studio, Acuity goes further.
Round robin, routing and intake forms
Team scheduling is Calendly's core strength: round robin with equal distribution or availability-first booking, collective events and the Distribution Engine for Salesforce. In a ten-rep team using equal distribution, Calendly hides the availability of any rep who is three meetings ahead, so demand spreads on its own. Acuity lets clients pick a provider and has nothing like those rotation rules. Calendly Routing sends each visitor to the right person from form answers, working with HubSpot, Marketo or Pardot forms. Acuity answers with intake forms on every plan, which are more complete for a clinic-style intake. For inbound demo requests, routing settles it.
Calendar connections and the iCloud gap
Calendly connects Google Calendar, Office 365 or Outlook.com, and Exchange, but it no longer accepts new iCloud Calendar connections, a change dating from August 2024 [3]. Existing connections keep working, and Calendly's own comparison notes that Acuity also integrates with iCloud. This one is easy to miss. An independent coach who lives in Apple Calendar would have to move bookings to Google or Outlook, changing calendars on every device and for every family member. Often that alone decides it. On time zones, Acuity Premium supports several for staff and locations, while Calendly handles them per user.
Sales and recruiting teams that need routing forms, round robin and CRM sync get features from Calendly that Acuity does not sell at any price.
Getting paid, reminding clients and filling gaps
Payments, deposits and packages
Acuity accepts Stripe, Square, PayPal or Venmo on every paid plan. Calendly accepts Stripe and PayPal from Standard upward and does not hold the money. Neither adds its own commission, so the real cost difference is the processor fee plus the plan price. Acuity can collect prepayment, a partial deposit or a stored card at booking, accept tips and sell gift certificates, packages, memberships and subscriptions. Calendly can take a deposit by pricing a paid event type at the deposit amount, sells prepaid meeting packages, and handles other deposits and tips through payment links. We found no gift certificates in Calendly's pages. Both now invoice too.
Reminders, texts and the waitlist
Calendly sends reminders through Automations on paid plans, with 250 SMS credits per seat per month below Enterprise. Texts to the United States and Canada cost no credits, so the model is generous in North America. A German studio with three seats would get 750 credits a month, enough for about 250 reminders at three credits each, before Calendly falls back to email. Acuity adds text reminders globally from Standard, metered by plan rather than by credit. Acuity Standard also adds a waitlist that tells clients when a fully booked time opens. Calendly has no waitlist. For popular classes, that matters.
The booking page, branding and Squarespace
Acuity lets you build a booking site with Squarespace or embed the scheduler in almost any website, and Premium adds custom CSS. Calendly offers a booking page, custom confirmation pages and embed color matching on paid plans, with inline and pop-up embeds, but no custom CSS. Branding removal runs the other way. Calendly drops its Powered by Calendly badge from Standard upward, at $10 a seat a month billed annually. On Acuity, removing the Powered by Acuity mark is a top-plan feature, which means Premium at $49 a month billed annually. For a solo user, Calendly removes branding more cheaply.
The Squarespace link goes beyond the website. Signing up for Acuity creates a Squarespace account, and its payment processors stay separate from any you already use in Squarespace. A Squarespace promotion offered 20% off new Acuity plans on the first payment only. Calendly has no equivalent parent ecosystem. Brand-conscious service businesses get more control from Acuity Premium, and Squarespace site owners get the tightest fit of any option here.
Integrations, API and AI
CRM, video and extensions
Calendly integrates natively with Salesforce, HubSpot, Marketo, Pardot and Microsoft Dynamics, depending on plan. Acuity connects to calendars, payment processors, marketing apps and automation platforms, with CRM sync mostly through Zapier. For a B2B company whose pipeline lives in Salesforce, Calendly is the clear choice. Video follows the same pattern: Calendly adds Microsoft Teams and Webex to the Zoom, Google Meet and GoToMeeting links both tools offer. Calendly also has browser extensions and an Outlook add-in that work inside Gmail and LinkedIn messaging. Reporting splits the familiar way. Calendly counts meetings, while Acuity tracks bookings and revenue together.
API and webhooks
Calendly's API is open on every plan, while webhooks and the Scheduling API need a paid plan. Acuity puts its API, along with custom CSS, on Premium. For a developer who only needs webhooks for one user, Calendly Standard at $120 a year is the cheapest path. Acuity's API requires Premium at $588 a year billed annually, a difference of $468 a year, by our arithmetic. A developer on a budget gets more API access from Calendly's cheaper plans.
Two very different kinds of AI
Calendly's AI is broader. Notetaker records and summarizes calls, Callie schedules over email, and an official MCP server works on any plan, including Free, so even free users can ask Claude or ChatGPT to book. Notetaker and Callie need Standard Plus or Teams Plus, at $8 a seat a month more than the base plans, and both work in English only. Acuity's AI is a booking chatbot on Premium that chats with website visitors and books them into open slots. It does not summarize meetings. For a busy studio that misses after-hours inquiries, though, that is the right kind of AI.
HIPAA, security and the fine print
HIPAA draws the line
For health and wellness practices, this section decides everything. Acuity Premium lets you sign a BAA for HIPAA compliance [2]. Calendly says it "does not currently comply with HIPAA, GLBA, or similar health and financial regulations" [4], and its terms forbid protected health information in customer data. No amount of Calendly spending changes that. For a two-therapist practice, Acuity Premium at $588 a year billed annually is the compliant option. Therapists, clinics and medical practices should choose Acuity Premium. Do not book patients through Calendly.
Security, support and reviews
Security beyond health data favors Calendly. It offers SAML SSO as a $3 per user add-on on Teams, and SCIM, domain control and audit logs on Enterprise. For a 30-seat team, SSO costs $1,080 a year on top of $5,760 for the Teams seats, by our arithmetic. Acuity's pages emphasize staff permissions instead. On support, Calendly gives every plan email help, paid plans live chat and Enterprise phone support. Neither vendor publishes response times. Calendly's community and help center are larger, while Acuity benefits from Squarespace's support organization.
Calendly scores well across the major review platforms, and reviewers praise it mainly for ease of use. We did not collect a comparable set for Acuity, so the ratings cannot settle this comparison either way. Treat them as a sign that Calendly is easy to adopt, not as evidence that it beats Acuity for a service business that sells appointments.
Contracts, discounts and switching
Read both contracts before an annual commitment. Calendly's Customer Terms make fees non-refundable and allow a renewal increase of the Consumer Price Index plus 3%. Calendly discounts nonprofits and schools on annual plans, with 25% for public education institutions, while Acuity's discounts in our reading were promotional. Neither tool imports from the other, so switching means recreating appointment types, forms and staff calendars one way, or event types and routing the other. Plan any switch at a renewal date to avoid paying twice.
Which one fits your business
When Acuity is the better fit
A solo massage therapist with three session lengths, deposits and an intake form fits Acuity Starter at $192 a year billed annually. Calendly Standard would cost $120 a year and could charge a deposit as the session price, but if health details are collected, Calendly's terms rule it out. A fitness studio with group classes, memberships and a waitlist fits Acuity Standard at $324 a year, with up to six instructor calendars. Calendly could host the group events, but it has no waitlist or subscriptions. A therapy practice has no real choice. Compliance points to Acuity Premium.
When Calendly is the better fit
A ten-rep sales team that routes inbound demos by territory and logs meetings in Salesforce fits Calendly Teams at $1,920 a year billed annually, by our arithmetic. Acuity cannot route leads by form answers or rotate meetings with priority rules. A five-person recruiting team scheduling interviews from LinkedIn and an ATS fits Calendly Teams at $960 a year, with round robin across interviewers. A consultant can use either: Calendly Standard Plus at $216 a year adds Notetaker, which works out to $2.16 per recap over 100 recorded sessions, while Acuity Starter at $192 brings more payment options. Pick Calendly if recaps matter, Acuity if payments do.
Frequently asked questions
Is Acuity or Calendly cheaper?+
For one person, Calendly Standard is cheaper at $120 a year against $192 for Acuity Starter, billed annually. For a business with several staff calendars, Acuity is usually cheaper because it prices per account.
Which is HIPAA compliant?+
Acuity, on its Premium plan with a signed BAA. Calendly says it does not comply with HIPAA, and its terms forbid protected health information.
Does Acuity have a free plan like Calendly?+
No. Calendly Free is permanent with one event type, while Acuity offers only a 7-day trial with no credit card.
Which is better for a sales team?+
Calendly. It offers round robin, routing forms and native Salesforce, HubSpot, Marketo, Pardot and Dynamics integrations, which Acuity does not.
Does Calendly work with iCloud Calendar?+
Existing iCloud connections keep working, but Calendly no longer accepts new ones since August 2024. Acuity still integrates with iCloud.
Can you use Calendly and Acuity together?+
Yes. A wellness company might book clients on Acuity Premium for HIPAA and use Calendly for partner and sales meetings, though that doubles subscriptions.
The bottom line
In numbers the break-even is simple. For up to two people who each need a calendar, Calendly Standard is cheaper; from three people, Acuity's flat Standard price wins for appointments, unless the meetings are sales or recruiting calls that need Calendly's routing. Pick Calendly for round robin, routing forms, CRM sync, AI recaps or a real free plan. Pick Acuity for staff calendars priced per account, stored cards and deposits, subscriptions, a waitlist, a Squarespace site or HIPAA. For the plan-by-plan detail, read our Calendly pricing guide and our Acuity pricing guide.
- [1] Calendly pricing page (2026-10) https://calendly.com/pricing
- [2] Acuity Scheduling pricing page (2026-10) https://acuityscheduling.com/pricing
- [3] Calendly Platform Security and Compliance (2026-10) https://calendly.com/help/calendly-platform-security-and-compliance
- [4] Frequently asked questions about Calendly AI Assistant (2026-10) https://calendly.com/help/callie-faq