Calendly vs Square Appointments

Two scheduling tools side by side. Prices are the starting plan a small business would pick, in USD.

Short version

  • Square Appointments costs less for a six-person team.
  • Square Appointments fits retail shop.
  • Calendly fits agency or studio, trades or contractor.
CompareCalendlyCalendlySquare AppointmentsBlock
In one lineAppointment booking links for client-facing workFree booking with unlimited staff calendars and Square payments
Starting priceFrom $10/personFree
Six-person team$60/mo$0/mo
PlansFree for one event type; Standard $10/mo per seatFree $0/mo per location; Plus $49/mo per location; Premium $149/mo per location; in-person 2.6% + 15¢ on Free (2.5%/2.4% on Plus/Premium); online 3.3% + 30¢ on Free
Pricing modelFree tierFree tier
Free trial——
UsersPer seatUnlimited staff calendars
Both connect toNo shared connections on record.
Also connects toNone in our catalog150+ listed by the vendorNone in our catalog
Team sizeJust me · 2–10 people · 11–50 peopleJust me · 2–10 people · 11–50 people
Available inUS · UK · CA · AUUS · UK · CA · AU
Phone supportEnterprise onlyEvery plan (US)
Live chatStandard and upPlans not stated
Support hoursEmail: 24/7 · Live chat: 24/7 · Phone: Monday through Friday, 9am–5pm ESTPhone: 6am–6pm PT M–F for the first 90 days (Square Free only), 6am–6pm PT M–F (Square Plus only), 24/7 (Square Premium only)
Incidents posted0 incidents posted on Calendly's status page in the 90 days to Oct 27, 2026. Status page14 incidents posted on Block's status page, which covers all Block products and regions, in the 90 days to Oct 27, 2026; 0 marked major or critical by Block. Status page
Capterra score4.7 / 5 from 4,164 reviews4.5 / 5 from 263 reviews
Trustpilot score4.1 / 5 from 718 reviewsNot listed
Fit: Retail shop2050
Fit: Restaurant or café1015
Fit: Service business9290
Fit: Agency or studio8830
Fit: Trades or contractor7045
Fit: Online store2020
Why people pick it
  • Clients know how to use it
  • Payments on booking
  • Free plan with unlimited staff
  • Payments and POS built in
Where it falls short
  • Per-seat pricing
  • Not a shift scheduler
  • No-show fees need Plus
  • Tied to Square payments
Visit Calendly Visit Square Appointments

Six-person prices are what a team of six would pay on the published plans; "Not listed" means those plans don't cover six. How we calculate prices

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