Acuity Scheduling vs When I Work

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

Short version

  • When I Work costs less for a six-person team.
  • When I Work fits retail shop, restaurant or café, trades or contractor.
  • Acuity Scheduling fits service business, agency or studio.
  • When I Work suits teams past ten people.
CompareAcuity SchedulingSquarespaceWhen I WorkWhen I Work
In one lineClient booking with intake forms, packages, and paymentsShift scheduling and time clock from $2.50 a user
Starting priceFrom $16/moFrom $2.50/person
Six-person team$27/mo$15/mo
PlansStarter $16/mo (1 calendar); Standard $27/mo (6); Premium $55/mo (36), billed annually (monthly $20/$34/$69)Essentials $2.50/user/mo; Pro $5/user/mo; Premium $8/user/mo
Pricing modelFree trialFree trial
Free trial7 days14 days
Users1-36 calendars by planPer user
Both connect toNo shared connections on record.
Also connects toNone in our catalogGusto, Rippling, QuickBooks Payroll, OnPay, Square Payroll
Team sizeJust me · 2–10 people2–10 people · 11–50 people · 51–200 people
Available inUS · UK · CA · AUUS
Phone supportNone listedNone listed
Live chatPlans not statedPlans not stated
Support hoursLive chat: Monday to Friday 4:00 AM to 8:00 PM ET · Email: 24/7Web form: Monday-Friday: 7 A.M. to 9 P.M. Central Standard Time, Saturday-Sunday: 9 A.M. to 4:30 P.M. Central Standard Time · Live chat: Monday-Friday: 7 A.M. to 7 P.M. Central Standard Time, Saturday-Sunday: 9 A.M. to 4:30 P.M. Central Standard Time
Incidents posted7 incidents posted on Squarespace's status page in the 90 days to Oct 27, 2026; 3 marked major or critical by Squarespace. Status page0 incidents posted on When I Work's status page in the 90 days to Oct 27, 2026. Status page
Capterra score4.8 / 5 from 5,771 reviews4.5 / 5 from 1,300 reviews
Trustpilot score3.6 / 5 from 688 reviews4.1 / 5 from 7 reviews (few reviews)
Fit: Retail shop3585
Fit: Restaurant or café1588
Fit: Service business9265
Fit: Agency or studio5520
Fit: Trades or contractor5070
Fit: Online store2025
Why people pick it
  • Intake forms and packages
  • Payments at booking
  • Cheap per user
  • Easy shift swaps
Where it falls short
  • Per-calendar tiers
  • Dated client-facing design
  • No free plan
  • Time clock features need Pro
Visit Acuity Scheduling Visit When I Work

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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