Acuity Scheduling vs Square Appointments: Scheduling Software Compared

Pricing at a glance
Acuity Scheduling $15/month  vs  Square Appointments Free
Both offer free trials. Per-user/month entry pricing.
Our pick: Acuity Scheduling
Scheduling Software · June 2026

Acuity Scheduling vs Square Appointments at a glance

Acuity Scheduling

Rating: ★★★★½ 4.6

Price: $15/month

Best for: Service businesses and coaches needing powerful scheduling

Square Appointments

Rating: ★★★★½ 4.4

Price: Free

Best for: Businesses already using Square point of sale

Feature-by-feature comparison

Dimension Acuity Scheduling Square Appointments
Starting price$15/monthFree
Rating★★★★½ 4.6★★★★½ 4.4
Best forService businesses and coaches needing powerful schedulingBusinesses already using Square point of sale
Top featuresOnline appointment scheduling, Automated reminders via email, SMS, and app, Resource and staff schedulingOnline appointment booking, Automated reminders, Staff scheduling
Top strengthsExcellent customization options; Integrated payment processingFree plan with solid features; Great if you use Square POS
Main tradeoffsSteeper learning curve than Calendly; More expensive than basic competitorsLimited advanced features on free plan; Less powerful than Acuity Scheduling

When Acuity Scheduling wins

Acuity Scheduling is the better pick if you prioritize excellent customization options and integrated payment processing. The entry plan at $15/month fits teams that want to get running quickly without paying for capabilities they may not need for 12-18 months.

Best for: Service businesses and coaches needing powerful scheduling

Try Acuity Scheduling →

When Square Appointments wins

Square Appointments is the better pick if you prioritize free plan with solid features and great if you use square pos. The entry plan at Free suits teams that already know their workflow and want a platform that scales without surprise pricing tiers later.

Best for: Businesses already using Square point of sale

Try Square Appointments →

Mistakes to avoid when choosing between Acuity Scheduling and Square Appointments

  1. Comparing the starter plans only. Both tools usually move you to a middle plan within 6 months. Compare the plan you'll actually use, not the one they advertise.
  2. Ignoring the migration cost. The cheaper monthly fee disappears if migration takes weeks. Ask both vendors for their data-import templates and migration support before committing.
  3. Skipping the integration check. Map your existing stack first, then compare which of these two has native integrations vs. which makes you build a Zapier workflow per connection.
  4. Treating "starts at $X" as the real price. Add seats, advanced features, and payment processing where relevant. Build a 12-month TCO before signing.

Frequently asked questions

Acuity Scheduling starts at $15/month, Square Appointments at Free. Square Appointments is cheaper at the entry tier, but neither stays the cheapest once you add seats and the features you actually need. Always compare total cost at the plan you'll use, not the starter plan.
Yes, both platforms support data import from competitor systems. Square Appointments typically provides a migration template and dedicated support during the trial period. Confirm the scope of the migration (records, attachments, history) with the vendor before signing.
For teams under 10 users, Square Appointments usually offers an accessible starter plan. The pricier option often justifies the cost at 15+ users via better reporting and admin controls. If you expect to cross that headcount within a year, factor in the plan jump before deciding.
Both Acuity Scheduling and Square Appointments ship iOS and Android apps. The functional gap is in offline mode and how much of the desktop feature set works on phones. Walk through your real daily workflow on mobile during the trial. One will feel native; the other will feel like an afterthought.
Not blindly. Most platforms list 100+ integrations, but only a handful matter for your stack. List your 3 to 5 must-have integrations (accounting, payments, calendar, etc.) and check whether each is NATIVE (not Zapier-only) on both platforms. Native integrations are typically faster, cheaper, and more reliable than Zapier-glued ones.

Ready to pick a winner?

Acuity Scheduling edges out Square Appointments for most teams in our testing. Start a free trial and run your real workflow through it before committing to an annual plan.

Try Acuity Scheduling free →