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
- What is appointment scheduling software
- History and market
- Key features to compare
- Pricing models
- How to choose
- Methodology
- The list
- Comparison table
- Alternatives by use case
- Recent developments
- Frequently asked questions
- 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
Widely used booking-link tool with team routing and enterprise controls
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
Squarespace's client booking tool for service businesses
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
Open-source-rooted scheduling with a generous free tier and SOC 2 plan
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
Booking pages built into Microsoft 365, Outlook and Teams
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
ZB
Low-cost per-user booking with a free plan and Zoho suite ties
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
Booking-volume-priced platform for clinics, studios and multi-location firms
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
Free for up to four staff, with a low-cost Pro plan
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
SA
Booking tied to Square payments and point of sale
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
Booking-page tool with SOC 2 and ISO 27001 and multi-currency billing
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
Invitee-friendly scheduling links with calendar overlay and polls
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
Free meeting scheduler inside HubSpot's CRM
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
CP
Inbound lead routing and instant booking for B2B revenue teams
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
Booking pages built into Google Calendar
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
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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