Calendly vs Square Appointments

Prices read from both vendors on 2026-10-19. No invented scores.

Short answer: Calendly starts at $12 per month; Square Appointments starts at $49 per month. Calendly is the better fit for anyone who books meetings and wants the most widely recognised booking link. Square Appointments is the better fit for salons, spas and barbershops that want booking, payments and point of sale from one vendor, priced per location.

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Price comparison

 CalendlySquare Appointments
Cheapest paid plan$12/mo$49/mo
Free planYesYes
Plans listed63

Calendly plans

PlanMonthlyBilled annuallyWhat you get
FreeFreeFree/mo1 user, 1 event type, 1 calendar connection, unlimited bookings
Standard$12$10/moPer seat. Unlimited event types and multiple calendars. The yearly card says save 17%.
Standard Plus$24$18/moPer seat. The Add Notetaker and Callie price. The base Standard card says Notetaker is not included. The yearly price says save 25%.
Teams$20$16/moPer seat. Round-robin, routing, and Salesforce. The card carries Calendly's own Popular plan badge. This page does not treat that badge as a count of customers. The yearly card says save 20%.
Teams Plus$32$24/moPer seat. The Add Notetaker and Callie price on Teams. The page says Teams Plus adds Notetaker. The yearly price says save 25%.
EnterpriseCustom—Starts at $15,000 a year and starts at 50 seats. SSO, SCIM, audit logs, and dedicated support. Not a per-seat rate.

Best for: Anyone who books meetings and wants the most widely recognised booking link.

Not for: Teams that need routing rules or round-robin on the free or Standard tier - that is Teams and up.

See Calendly pricing →

Square Appointments plans

PlanMonthlyBilled annuallyWhat you get
Square FreeFreeFree$0/mo per location. No monthly subscription cost - you only pay processing fees when you take a payment. No text-message marketing. 2.5% gift card load fee.
Square Plus$49—$49/mo per location. Free 30-day trial. 500 marketing texts/mo per account, then 3 cents per text. 2.5% gift card load fee.
Square Premium$149—$149/mo per location. Free 30-day trial. Lowest processing fees. 2,500 marketing texts/mo per account, then 1.5 cents per text. 0% gift card load fee.

Best for: Salons, spas and barbershops that want booking, payments and point of sale from one vendor, priced per location.

Not for: A solo stylist who only needs a booking link - Calendly and Cal.com cover that at $0/mo, and Acuity is flatter pricing for a small team.

See Square Appointments pricing →

How to choose

Calendly starts at $12 per month; Square Appointments starts at $49 per month. Calendly is the better fit for anyone who books meetings and wants the most widely recognised booking link. Square Appointments is the better fit for salons, spas and barbershops that want booking, payments and point of sale from one vendor, priced per location.

Run the 12-month cost calculator →

Sources: https://calendly.com/pricing, https://squareup.com/us/en/appointments/pricing. Checked 2026-10-19.