HR & Recruiting Software

Best Appointment Scheduling Software in 2026

Thirteen appointment scheduling tools compared on free plans, team routing, payments, compliance and published prices, from Calendly to Microsoft Bookings.

Appointment scheduling software lets people book time with a person, team or resource through a booking page or link that reads live calendar availability, then sends confirmations and reminders and writes the appointment to the calendar. It replaces the exchange of emails or calls needed to agree a time.

This list compares thirteen products available in 2026 across three broad use cases: general booking links for professionals and sales teams (Calendly, Cal.com, SavvyCal, YouCanBookMe and the tools built into Microsoft 365, Google Calendar and HubSpot), client booking for service businesses (Acuity Scheduling, SimplyBook.me, Setmore, Square Appointments, Zoho Bookings), and inbound lead routing for business-to-business revenue teams (Chili Piper). Prices are those published by each vendor in November 2026.

Contents
  1. What is appointment scheduling software
  2. History and market
  3. Key features to compare
  4. Pricing models
  5. How to choose
  6. Methodology
  7. The list
  8. Comparison table
  9. Alternatives by use case
  10. Recent developments
  11. Frequently asked questions
  12. See also

What is appointment scheduling software

Appointment scheduling software publishes availability and lets the other party choose a slot. At its simplest it is a personal booking link that hides calendar details and shows only free time; more advanced products add team scheduling (round-robin across representatives, or collective events that need several people), routing forms that send a visitor to the right person, payments and deposits at booking, intake questionnaires, reminders by email or SMS, and resource booking for rooms or equipment.

The category overlaps with several others. Employee scheduling software builds staff shift rotas rather than customer appointments. CRM software records customers and deals; some CRMs, such as HubSpot, include a meeting scheduler. Point-of-sale systems such as Square bundle booking with payments. Video conferencing tools provide the meeting room but rarely the booking flow; Microsoft Bookings and Google Calendar connect the two inside their own suites.

History and market

Client booking for salons, clinics, studios and consultants, where a client chooses a service and practitioner and often pays up front, is one root of the category; Acuity Scheduling, now a Squarespace company, serves this use.

The shareable personal booking link is the other root. Calendly, founded in 2013 by Tope Awotona, says it now serves more than 50 million people. Platform owners responded by building scheduling into productivity suites: Microsoft Bookings is included in Microsoft 365 Business Basic, Standard and Premium among other plans, and Google Calendar offers appointment schedules to personal and Workspace accounts.

In the 2020s competition has moved in two directions. Open-source and developer-oriented tools such as Cal.com offer broad free plans and APIs; its GitHub repository has about 50,000 stars. At the high end, revenue-team platforms such as Chili Piper sell routing and AI-assisted engagement on annual contracts from US$15,000. AI is spreading across the category: Calendly sells a notetaker and assistant, Acuity Premium includes an AI booking assistant, SimplyBook.me sells AI voice booking credits and SavvyCal supports AI assistants via MCP. No independent market-size estimate was used for this list.

Key features to compare

Free plan limits

Free tiers differ sharply. Calendly's allows one event type; Cal.com's allows unlimited links; YouCanBookMe's caps bookings at 30 a month; SimplyBook.me's at 50; Setmore's allows up to four users.

Team scheduling and routing

Round-robin, collective events and routing forms matter for sales and support teams. Calendly and Cal.com include them in their Teams plans; SavvyCal includes round-robin on Basic; Chili Piper specialises in routing.

Payments, deposits and no-show fees

Service businesses need payment at booking. Acuity supports Stripe, Square, PayPal and Venmo; Square Appointments adds no-show fees on Plus; Setmore Pro supports deposits.

Client intake and packages

Custom intake forms, memberships, packages and gift certificates are core to Acuity's Standard plan and uncommon in sales-oriented tools.

Calendar and CRM integrations

Sales tools need Salesforce or HubSpot sync: Calendly Teams, Cal.com Free and HubSpot's own scheduler provide it. SavvyCal supports Fastmail and iCloud calendars as well as Google and Microsoft.

Compliance

Healthcare providers need a HIPAA business associate agreement, available on Acuity Premium, Setmore Pro, SimplyBook.me Standard and Cal.com Organizations. Enterprise buyers may require SSO and audit logs, found on Calendly Enterprise and Cal.com Organizations.

Branding and domains

Removing vendor branding or using a custom domain typically requires a paid tier, such as SavvyCal Premium or Acuity Premium.

Pricing models

Per-seat subscriptions are standard for booking-link tools: Calendly Standard US$10 and Teams US$16, Cal.com Teams US$12 and Organizations US$28, SavvyCal Basic US$10 and Premium US$17, and Zoho Bookings Basic US$6 per user per month on annual billing.

Per-account plans suit small service businesses: Acuity charges US$16 to US$55 a month on annual billing depending on calendars, regardless of logins. Booking-volume plans are used by SimplyBook.me, from €11.9 a month for 100 bookings to €49.9 for 2,000.

Bundled tools carry no separate charge for existing customers: Microsoft Bookings with Microsoft 365, Google appointment schedules with a Google Account (some features needing Workspace or Google One) and HubSpot's scheduler with its CRM. At the top end, Chili Piper sells annual contracts from US$15,000.

How to choose

Individuals and small professional teams can start free on Cal.com, Calendly or the scheduler in their existing suite, Microsoft Bookings or Google Calendar.

Service businesses that take payment at booking should compare Acuity (strong intake, packages and HIPAA), SimplyBook.me (multi-location and queue management), Setmore (free for four staff) and Square Appointments (booking plus point of sale).

Sales and recruiting teams needing routing and CRM sync should look at Calendly Teams, Cal.com Teams, HubSpot's scheduler for HubSpot users, and Chili Piper for high-volume inbound demand.

Regulated or enterprise buyers should shortlist products with SSO, audit logs and published compliance: Calendly Enterprise, Cal.com Organizations, YouCanBookMe, or Microsoft Bookings, whose data stays in Exchange Online.

Methodology

Products were included if they are sold or bundled in 2026 for booking appointments with external parties, and if their official pricing or documentation page was opened during research in November 2026. The order reflects, first, breadth of scheduling use cases covered; second, depth of team, payment and compliance features; third, pricing transparency and free-tier usefulness; and fourth, the reach of the vendor's ecosystem. User counts are vendor statements. Where a pricing page did not display prices in retrievable form (Square Appointments, YouCanBookMe), prices are omitted rather than estimated. No hands-on testing, user ratings or vendor payments influenced the order.

The list

1

Calendly

Best for: Sales, recruiting and professional teams booking external meetings

Calendly was founded in 2013 by Tope Awotona, who remains chief executive. Its about page says the product serves more than 50 million people in more than 240 countries, though the founder's biography on the same page cites more than 20 million users.

The Free plan is limited to one event type, one calendar connection and one-to-one scheduling, with a customisable booking page and browser extension. Standard, at US$10 per seat per month on annual billing, unlocks unlimited event types, up to six calendar connections, automated reminders and workflows, HubSpot and Mailchimp connections, and Stripe and PayPal payments. Teams, at US$16 per seat per month, adds round-robin and collective scheduling, lead qualification and routing forms, centrally managed event types, Marketo and Pardot connections and Salesforce meeting sync. Enterprise starts at US$15,000 a year from 50 seats and adds Salesforce lookup routing, Microsoft Dynamics, SSO and SAML, domain control, audit logs and a data deletion API. Calendly also sells an AI notetaker and an assistant called Callie as add-ons.

Calendly's main limits are that the free plan is narrow, and that service businesses needing client intake, packages, memberships or in-person payments are better served by tools such as Acuity or SimplyBook.me.

Key features

  • Shareable booking links and embeds
  • Round-robin and collective events (Teams)
  • Routing forms with lead qualification
  • Salesforce and HubSpot sync
  • Stripe and PayPal payments
  • SSO, SAML and audit logs (Enterprise)

Pricing

Free: US$0. Standard: US$10/seat/month (annual). Teams: US$16/seat/month (annual). Enterprise: from US$15,000/year, 50+ seats. Monthly billing costs up to 20% more.

Founded
2013
Founder and CEO
Tope Awotona
Users
50m+ people (vendor figure)
Pricing
Free; from US$10/seat/month

Strengths

  • Very familiar to invitees
  • Strong CRM integrations and routing
  • Published enterprise starting price

Limitations

  • Free plan allows only one event type
  • Routing needs the Teams plan
  • Lacks service-business features such as packages and memberships
2

Acuity Scheduling

Best for: Coaches, wellness practitioners and service businesses taking payments

Acuity Scheduling is a Squarespace company. Squarespace, founded in 2003, lists offices in New York, Aveiro and Dublin and more than 1,760 employees. Acuity is built for service businesses such as coaches, therapists, salons and consultants that need clients to choose a service, fill in intake forms and pay at booking.

There is no free plan; each paid plan has a seven-day free trial with no card required. Starter costs US$20 a month (US$16 on annual billing) for one calendar, with online payments through Stripe, Square, PayPal and Venmo, email reminders, custom intake forms and automatic time-zone conversion. Standard, at US$34 (US$27 annually), allows six calendars and adds text reminders, a waitlist, memberships and packages, and gift certificates. Premium, at US$69 (US$55 annually), allows 36 calendars and adds an AI booking assistant, a business associate agreement for HIPAA, removal of Acuity branding, multiple staff time zones and custom API and CSS access. Acuity states there are no set-up, cancellation or support fees.

Pricing is per account rather than per seat, which favours small teams with several practitioners. Acuity is less suited to B2B sales routing, where Calendly, Chili Piper or HubSpot fit better.

Key features

  • Custom client intake forms
  • Payments via Stripe, Square, PayPal, Venmo
  • Packages, memberships and gift certificates
  • Waitlist and text reminders (Standard)
  • HIPAA BAA (Premium)
  • AI booking assistant (Premium)

Pricing

Starter: US$20/month (US$16 annual). Standard: US$34/month (US$27 annual). Premium: US$69/month (US$55 annual). 7-day free trial; no free plan.

Parent
Squarespace
Calendars
1 / 6 / 36 by plan
Pricing
From US$16/month

Strengths

  • Account-based pricing, not per seat
  • Strong intake and payments
  • HIPAA option on Premium

Limitations

  • No free plan
  • Calendar caps per plan
  • Weak sales-routing features
3

Cal.com

Best for: Startups and developers embedding scheduling via API

Cal.com is a scheduling platform with roots in open source. Its GitHub repository, which has about 50,000 stars, now hosts Cal.diy, a community-driven MIT-licensed fork with enterprise and commercial code removed; the repository states Cal.diy is self-hosted only and recommended for personal, non-production use. Most businesses therefore use the hosted Cal.com service.

The hosted Free plan is unusually broad for a single user: unlimited links and calendars, email and SMS notifications, more than 100 app integrations, Stripe and PayPal payments, Salesforce and HubSpot sync, and an importer from Calendly. Teams, at US$12 per user per month, adds team and shared availability, round-robin, managed and collective events, recurring events, workflows, routing forms, analytics, custom APIs and removal of Cal.com branding. Organizations, at US$28 per user per month, adds unlimited sub-teams, company subdomains, SAML SSO and SCIM, SOC 2, HIPAA and ISO 27001 compliance and role-based permissions. Both paid plans are 25% cheaper when billed yearly, and Enterprise is quoted.

Cal.com's developer orientation and APIs make it a common choice for products embedding scheduling. Its interface is less familiar to invitees than Calendly's, and the self-hosted fork is explicitly not intended for production.

Key features

  • Unlimited links on Free
  • Routing forms and round-robin (Teams)
  • Calendly importer
  • SAML SSO and SCIM (Organizations)
  • SOC 2, HIPAA, ISO 27001 (Organizations)
  • Developer APIs

Pricing

Free: US$0 (1 user). Teams: US$12/user/month. Organizations: US$28/user/month. 25% off yearly. Enterprise: custom.

GitHub stars
~50,000
Self-hosted fork
Cal.diy (MIT licence)
Pricing
Free; from US$12/user/month

Strengths

  • Broad free tier
  • Compliance features on Organizations plan
  • API-first design

Limitations

  • Self-hosted version not for production
  • Compliance features require the higher plan
  • Less invitee familiarity
4

Microsoft Bookings

Best for: Organisations already on Microsoft 365 and Teams

Microsoft Bookings is the scheduling app included with many Microsoft 365 subscriptions. It provides a web booking page integrated with Outlook, email and SMS notifications to reduce no-shows, and Teams links for online appointments. Personal Bookings lets an individual publish their own availability and meeting types; Shared Bookings lets a team define services, staff, business hours and scheduling rules on a common booking page.

Bookings is available in Office 365 A3, A5, E1, E3, E5, F1, F3, G1, G3 and G5, and in Microsoft 365 A3, A5, E1, E3, E5, F1, F3, Business Basic, Business Standard, Business Premium, Teams Essentials and Teams Premium. It can be reached on the web or added as an app in Outlook and Teams.

All Bookings data is stored in Exchange Online using shared mailboxes, so the organisation's Microsoft 365 data-storage and compliance policies apply to customer and appointment details. For organisations already licensed, this means no extra cost or new vendor review. The trade-offs are fewer payment and intake options than dedicated client-booking tools, and dependency on Microsoft licensing for anyone who needs to be bookable.

Key features

  • Personal and shared booking pages
  • Outlook calendar integration
  • Teams online meeting links
  • Email and SMS notifications
  • Staff, service and business-hour settings
  • Data stored in Exchange Online

Pricing

Included in eligible Office 365 and Microsoft 365 subscriptions, including Business Basic, Business Standard, Business Premium and Teams Essentials; no separate price.

Vendor
Microsoft
Data storage
Exchange Online
Pricing
Included in Microsoft 365

Strengths

  • No added cost for Microsoft 365 users
  • Inherits Microsoft 365 compliance policies
  • Native Teams meetings

Limitations

  • Limited payment and intake features
  • Requires Microsoft 365 licences
  • Less flexible routing than sales tools
5

Zoho Bookings

Best for: Zoho customers and cost-conscious multi-department teams

Zoho Bookings is the scheduling app in Zoho's business software suite. Its Forever Free plan covers one user with online meetings, notification emails and reminders, and two-way calendar sync with Zoho, Google and Microsoft 365 or Outlook.com, without a credit card.

Paid plans are among the cheapest per user in this list. Basic is listed at US$6 per user per month and Premium at US$9, with US$8 and US$12 appearing as the monthly-billing equivalents and a 25% annual saving. Basic is limited to one workspace, while Premium includes three and is aimed at organisations with several locations or departments that need online payments and integrations; resources such as rooms are add-ons. A Flex plan is quoted for custom needs, and customers of the Zoho One bundle receive the Premium plan.

Zoho Bookings is most attractive for businesses already using Zoho CRM, Zoho Meeting or Zoho One. Its feature comparison is less clearly presented than rivals' and its brand is less familiar to invitees outside the Zoho ecosystem.

Key features

  • Free plan for one user
  • Two-way sync with Google and Microsoft
  • Workspaces for departments or locations
  • Online payments (Premium)
  • Resource booking add-on
  • Included in Zoho One

Pricing

Forever Free: US$0. Basic: US$6/user/month yearly (US$8 monthly). Premium: US$9/user/month yearly (US$12 monthly). Flex: custom.

Vendor
Zoho
Pricing
Free; from US$6/user/month
Bundle
Premium included in Zoho One

Strengths

  • Low per-user price
  • Free plan with calendar sync
  • Bundled in Zoho One

Limitations

  • Feature split between plans unclear on pricing page
  • Resources cost extra
  • Best value only inside Zoho
6

SimplyBook.me

Best for: Clinics, studios and multi-location service businesses

SimplyBook.me sells online booking for service businesses with pricing based on monthly booking volume rather than users. Its euro price list, updated May 2026, includes a Free plan with 50 bookings and one provider; Basic at €13.9 a month (€11.9 annually) with 100 bookings and five providers; Standard at €29.9 (€24.9) with 500 bookings and 15 providers; and Premium at €59.9 (€49.9) with 2,000 bookings and 30 providers.

Standard adds HIPAA support, SAML SSO and a branded client app; Premium adds Payments PRO, QuickBooks, FreshBooks and Xero integrations and a white-label footer. Enterprise, quoted after a sales call, provides a cluster interface for multiple locations, a queue manager, a high-load API, an account manager and a choice of data location. SimplyBook.me states that it does not charge transaction fees, though payment processors still apply theirs; add-ons such as SMS, WhatsApp and AI voice booking credits cost US$8 per 100, extra bookings US$4 per 100 and a custom domain with SSL US$119. A seven-day trial requires no card.

Booking caps mean busy single-practitioner businesses can outgrow lower tiers quickly, and the mix of euro plans with dollar add-ons complicates budgeting.

Key features

  • Booking-volume-based plans
  • Branded client app (Standard)
  • HIPAA and SAML SSO (Standard)
  • Accounting integrations (Premium)
  • Queue manager and cluster view (Enterprise)
  • SMS, WhatsApp and AI voice booking credits

Pricing

Free: €0 (50 bookings). Basic: €13.9/month (€11.9 annual). Standard: €29.9 (€24.9). Premium: €59.9 (€49.9). Enterprise: custom. Add-on credits US$8 per 100.

Pricing basis
Bookings per month
Pricing
Free; from €11.9/month
Trial
7 days

Strengths

  • No platform transaction fees
  • HIPAA from mid-tier
  • Multi-location enterprise features

Limitations

  • Monthly booking caps
  • Mixed-currency add-ons
  • Interface denser than simpler tools
7

Setmore

Best for: Small service businesses with up to four staff

Setmore offers appointment booking aimed at small service businesses. Its Free plan supports up to four users with unlimited appointments, online and in-person payments, a branded booking page, email confirmations and reminders, and iOS and Android apps, though Setmore branding remains on the booking page.

The Pro plan is headlined at US$5 per user per month on annual billing with unlimited users. Pro adds SMS reminders with 500 credits a month per team member, a second reminder, two-way calendar sync, deposits, recurring and video appointments, custom service availability, removal of Setmore branding, customer blocking, Google review requests, priority support and a signed HIPAA business associate agreement. Each staff calendar counts as a user even without a login, and Pro comes with a 30-day trial. A Live Receptionist service is a separate US-only add-on at US$99 a month.

Setmore's pricing page displays conflicting figures for Pro elsewhere on the page, so buyers should confirm the price at sign-up. The product suits salons, tutors and small clinics; its reporting and routing are lighter than those of business-to-business scheduling tools.

Key features

  • Free plan for four users
  • Online and in-person payments
  • SMS reminders (Pro)
  • Two-way calendar sync (Pro)
  • Deposits and recurring appointments (Pro)
  • HIPAA BAA (Pro)

Pricing

Free: US$0, up to 4 users. Pro: US$5/user/month billed annually (page shows conflicting figures). Live Receptionist US$99/month (US only). 30-day Pro trial.

Free users
Up to 4
Pricing
Free; Pro from US$5/user/month
Languages
6 site languages

Strengths

  • Usable free plan for small teams
  • Low Pro price
  • HIPAA BAA on Pro

Limitations

  • Inconsistent pricing display
  • Every staff calendar counts as a user
  • Light reporting
8

Square Appointments

Best for: Salons and spas already using Square for payments

Square Appointments is Square's booking product for salons, spas and other appointment-based businesses, integrated with Square's payment processing and point-of-sale hardware. Its pricing page describes four tiers.

The entry tier, aimed at solo professionals taking payments and managing schedules, includes online booking and integrations, reminders and unlimited staff calendars. Plus, labelled best value, adds cancellation policies and no-show fees, multi-staff appointments and a waitlist; Premium, aimed at large salons, adds a future-bookings report, service cost tracking and resource management. Deposits, prepayments and digital-wallet checkout are available for bookings, and Square Pro offers custom pricing and processing fees for businesses processing more than US$250,000 a year. Square describes its scheduling as having no employee limit.

Exact subscription prices and card-processing rates were not available in the version of the pricing page retrieved for this review, so they are not reported here. The product's main advantage is a single system for booking, checkout and inventory; its main limitation is that it makes most sense for businesses that also process payments with Square.

Key features

  • Unlimited staff calendars
  • No-show fees and cancellation policies (Plus)
  • Waitlist (Plus)
  • Resource management (Premium)
  • Deposits and prepayments
  • Integrated Square POS

Pricing

Tiers: free entry tier, Plus, Premium and custom Square Pro (for businesses processing over US$250,000/year). Exact prices not verified for this review.

Vendor
Square
Tiers
Free, Plus, Premium, Square Pro

Strengths

  • Booking, payments and POS in one system
  • Free entry tier
  • No staff limit

Limitations

  • Best value only with Square payments
  • Prices not confirmed for this review
  • Fewer B2B integrations
9

YouCanBookMe

Best for: UK and European teams wanting certified, multi-currency booking

YouCanBookMe is a booking-page product that bills in US dollars, pounds sterling or euros. It states SOC 2 and ISO 27001 certification and GDPR compliance with adjustable data retention, takes payments through Stripe and supports more than 40 languages.

The Free plan includes one calendar connection, one booking page and 30 bookings a month, with a mandatory 'powered for free' button. Individual adds a second calendar and booking page, unlimited bookings, custom branding, group sessions, notice periods and password protection; Professional allows six calendars and ten booking pages and adds automated workflows, promo codes, analytics, HubSpot and Zapier integrations and SMS from a dedicated business line. Team, priced per member, adds a shared dashboard, role-based access, round-robin scheduling, centralised billing and unlimited API access. Prices were not displayed in the version of the page retrieved for this review.

Billing can be monthly, yearly with a 10% discount or two-yearly with 20% off; paid plans carry a 30-day money-back guarantee and a 14-day trial with all features. Teams of 50 or more are referred to sales.

Key features

  • Free plan with 30 bookings/month
  • Group sessions and password protection
  • Workflows and promo codes (Professional)
  • Round-robin (Team)
  • 40+ languages
  • USD, GBP and EUR billing

Pricing

Free, Individual, Professional and Team plans; monthly, yearly (10% off) or 2-year (20% off) billing; 14-day trial; 30-day money-back guarantee. Prices not verified for this review.

Certifications
SOC 2, ISO 27001 (vendor statement)
Languages
40+
Billing currencies
USD, GBP, EUR

Strengths

  • Security certifications
  • Multi-currency billing
  • Two-year discount option

Limitations

  • Free plan capped at 30 bookings
  • Team features need the per-member plan
  • Prices not confirmed for this review
10

SavvyCal

Best for: Founders, consultants and executives booking with peers

SavvyCal is a scheduling-link product focused on the invitee's experience, letting recipients overlay their own calendar when choosing a time. It has two paid plans billed per user.

Basic costs US$10 per user per month on annual billing (US$120 a year) or US$12 monthly, and includes unlimited scheduling links, meeting polls, connections to Google, Microsoft, iCloud and Fastmail calendars, round-robin and collective team scheduling, availability controls, reminders and workflows, integrations, an API and webhooks, and support for AI assistants through MCP. Premium costs US$17 per user per month annually (US$200 a year) or US$20 monthly and adds booking pages on the customer's own domain, removal of SavvyCal branding, emails from the user's own address, delegated access for assistants and Stripe payments at booking. Students, educators and non-profits receive 25% off.

SavvyCal has no self-serve trial; instead each plan has a 30-day money-back guarantee, and a free tier lets users set up links and polls but not accept bookings. Its team features are lighter than Calendly's or Chili Piper's for large sales organisations.

Key features

  • Unlimited scheduling links
  • Meeting polls
  • Round-robin and collective scheduling
  • Fastmail and iCloud calendar support
  • MCP support for AI assistants
  • Custom domain (Premium)

Pricing

Basic: US$10/user/month annual (US$12 monthly). Premium: US$17/user/month annual (US$20 monthly). 25% discount for education and non-profits. 30-day money-back guarantee; no trial.

Pricing
From US$10/user/month
Trial
None (30-day refund)

Strengths

  • Team scheduling on the base plan
  • Broad calendar support including Fastmail
  • Education and non-profit discount

Limitations

  • Cannot accept bookings without paying
  • No free trial
  • Lighter enterprise administration
11

HubSpot Meetings

Best for: Sales and marketing teams already on HubSpot CRM

HubSpot's meeting scheduler is part of its Sales Hub and can be used free without a credit card. It provides shareable booking links synchronised with Google and Office 365 calendars, an embeddable calendar widget for web pages, Gmail and Outlook integration, automated emails on booking, group meeting links, multiple meeting lengths, booking windows and time-zone display, with calendar sync to prevent double booking.

The page also describes round-robin scheduling that routes a prospect to the first available representative and group booking for multi-person calls, and states that an AI meeting assistant requires the Professional or Enterprise editions of Sales Hub. Prices are published on HubSpot's separate Sales Hub pricing page.

The scheduler's advantage is that every booking creates or updates a contact in HubSpot CRM, so marketing and sales teams see meeting activity alongside email and deal history. It is less useful to organisations not using HubSpot, and it lacks service-business features such as packages, intake forms and deposits.

Key features

  • Free booking links
  • Website calendar embed
  • Round-robin routing
  • Group meeting links
  • Automatic CRM contact logging
  • AI meeting assistant (Professional+)

Pricing

Free with HubSpot; advanced features in paid Sales Hub editions (see HubSpot Sales Hub pricing).

Vendor
HubSpot
Pricing
Free; paid Sales Hub editions

Strengths

  • Free with CRM
  • Bookings logged against contacts
  • Website embed

Limitations

  • Value tied to HubSpot
  • AI assistant only on higher editions
  • No service-business features
12

Chili Piper

Best for: B2B marketing and sales teams converting inbound demo requests

Chili Piper is a scheduling and routing platform for business-to-business sales teams, designed to book a qualified lead with the right representative the moment a web form is submitted. It sells annual plans only.

Growth costs US$1,250 a month (US$15,000 a year) with 15 seats, extra seats at US$45 a month and 45,000 AI credits a year. Scale costs US$3,500 a month (US$42,000 a year) with 30 seats, extra seats at US$50 and 150,000 AI credits, and adds proactive visitor engagement such as AI chat, personalised messages and account visibility. Enterprise starts at 250 seats with volume pricing. A standalone calendar product, ChiliCal, costs US$12 per user per month with a 200-seat minimum and excludes routing and AI credits. Multi-year contracts reduce prices by 15% for two years, 25% for three and 40% for four, stacking with volume discounts.

Chili Piper is priced for mid-sized and large revenue teams; its minimum annual spend places it well above general scheduling tools, and it is not intended for client-service bookings.

Key features

  • Form-to-meeting instant booking
  • Lead routing and qualification
  • AI credits for chat and enrichment
  • Proactive visitor engagement (Scale)
  • ChiliCal team calendar
  • Multi-year discounts

Pricing

Growth: US$15,000/year (15 seats). Scale: US$42,000/year (30 seats). Enterprise: from 250 seats, quote. ChiliCal: US$12/user/month, 200-seat minimum. Annual billing only.

Pricing
From US$15,000/year
Billing
Annual only

Strengths

  • Purpose-built inbound routing
  • Published enterprise pricing
  • Large multi-year discounts

Limitations

  • High minimum spend
  • No monthly billing
  • Not for consumer or service bookings
13

Google Calendar appointment schedules

Best for: Individuals and small teams on Google Workspace

Google Calendar includes appointment schedules, which let a user publish a booking page from their calendar availability. A personal Google Account or a Google Workspace account can create one, and eligible Workspace accounts receive an automatically generated booking page based on weekday availability.

Booking pages can request payment once a Stripe account is connected, send up to five reminders and write appointments to the primary or a secondary calendar. Google states that some appointment schedule features require an eligible Google Workspace or Google One subscription, and publishes a separate comparison of premium features.

For individuals and small teams already using Google Workspace, appointment schedules remove the need for a separate tool and keep bookings inside the organisation's existing account administration. The product lacks the routing, round-robin and CRM integrations of Calendly, Cal.com or HubSpot, and offers fewer intake, package and membership options than Acuity or SimplyBook.me.

Key features

  • Booking page from Calendar availability
  • Stripe payments
  • Up to five reminders
  • Primary or secondary calendar
  • Auto-generated page for eligible Workspace accounts

Pricing

Available with a Google Account; some features require an eligible Google Workspace or Google One subscription.

Vendor
Google
Pricing
Included; premium features need Workspace or Google One

Strengths

  • No extra tool for Google users
  • Stripe payment requests
  • Familiar to most invitees

Limitations

  • No round-robin or routing
  • Premium features depend on subscription
  • Limited intake forms

Comparison table

ProductFree planEntry paid priceBilling unitRound-robinPayments at bookingHIPAA option
CalendlyYes (1 event type)US$10/monthSeatTeamsStripe, PayPalNot stated
Acuity SchedulingNo (7-day trial)US$16/monthAccountNoStripe, Square, PayPal, VenmoPremium
Cal.comYesUS$12/monthUserTeamsStripe, PayPalOrganizations
Microsoft BookingsBundledMicrosoft 365User licenceShared BookingsNot statedMicrosoft 365 policies
Zoho BookingsYesUS$6/monthUserNot statedPremiumNot stated
SimplyBook.meYes (50 bookings)€11.9/monthBookingsNot statedYesStandard
SetmoreYes (4 users)US$5/monthUserNot statedYesPro
Square AppointmentsYesNot verifiedLocation tierMulti-staffSquareNot stated
YouCanBookMeYes (30 bookings)Not verifiedUser / memberTeamStripeNot stated
SavvyCalLinks onlyUS$10/monthUserBasicPremium (Stripe)Not stated
HubSpot MeetingsYesSales HubSeatYesNoNot stated
Chili PiperNoUS$15,000/yearSeat bundleYesNoNot stated
Google appointment schedulesYesWorkspace / Google OneAccountNoStripeNot stated

Alternatives by use case

  • Staff rotas rather than customer bookings: employee scheduling software.
  • CRM-centred sales teams: HubSpot's scheduler, or Calendly with Salesforce sync.
  • Developers embedding booking in an app: Cal.com's APIs, or the self-hosted Cal.diy fork for non-production use.
  • Phone answering plus booking: Setmore's Live Receptionist add-on in the US.
  • Payments and retail checkout: Square Appointments with Square point of sale.

Recent developments

  • May 2026: SimplyBook.me updated its price list, with AI voice booking credits sold at US$8 per 100.
  • 17 August 2026: Microsoft updated its Bookings overview, listing availability across Microsoft 365 Business and Teams plans.
  • 2026: Calendly offers an AI notetaker and an assistant called Callie (beta) on paid plans.
  • 2026: Cal.com's GitHub repository now hosts Cal.diy, an MIT-licensed, self-hosted community fork with enterprise code removed.
  • 2026: SavvyCal lists AI assistant (MCP) support on its Basic plan.

Frequently asked questions

What is the best free appointment scheduling software?

Cal.com's free plan is among the broadest, with unlimited links and calendars, payments and CRM sync for one user. Setmore is free for up to four staff, Zoho Bookings has a free single-user plan, and Microsoft Bookings and Google Calendar appointment schedules are included with those suites. Calendly's free plan is limited to one event type.

Is Calendly free?

Calendly has a free plan limited to one event type, one calendar connection and one-to-one meetings. Paid plans in November 2026 are Standard at US$10 and Teams at US$16 per seat per month on annual billing, with Enterprise from US$15,000 a year for at least 50 seats.

Which scheduling software is HIPAA compliant?

Several vendors offer a business associate agreement on specific plans: Acuity Scheduling on Premium, Setmore on Pro, SimplyBook.me from Standard and Cal.com on Organizations. A signed BAA and correct configuration are both required; the free tiers of these products do not include the BAA.

Does Microsoft 365 include a booking tool?

Yes. Microsoft Bookings is included in Microsoft 365 Business Basic, Business Standard, Business Premium, Teams Essentials, Teams Premium and several enterprise, education, frontline and government plans. It offers personal and shared booking pages, Outlook integration and Teams meeting links, and stores data in Exchange Online.

What is the difference between Calendly and Acuity Scheduling?

Calendly is priced per seat and aimed at professionals and sales teams, with routing, round-robin and CRM integrations. Acuity, a Squarespace company, is priced per account and aimed at service businesses, with intake forms, packages, memberships, gift certificates and several payment processors.

Can clients pay when they book an appointment?

Yes, with most service-business tools. Acuity accepts Stripe, Square, PayPal and Venmo; Square Appointments supports deposits and prepayments; Setmore Pro supports deposits; and Calendly Standard, Cal.com and SavvyCal Premium accept Stripe payments. Payment processors charge their own fees.

What is round-robin scheduling?

Round-robin scheduling distributes bookings across a group of team members, usually by availability or rotation, so that a prospect or client is assigned automatically. It is included in Calendly Teams, Cal.com Teams, SavvyCal Basic and YouCanBookMe Team, and is central to Chili Piper's routing.

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