Picktime vs Square Appointments Comparison 2026
Both cover scheduling & booking. Here is what separates them on price, billing, what you can take with you, and coverage.
Appointments and classes, free for three people
Booking and payments in one account
At a glance
- Picktime starts cheaper, at $3.
- Both have a genuinely free tier.
Side by side
Picktime | Square Appointments | |
|---|---|---|
| Starting price (they differ) | From $3 | From $49 |
| Pricing model | Free plan, paid tiers | Free plan, paid tiers |
| Free tier | Yes | Yes |
| Billing | Not stated | Monthly or annual |
| Free trial (they differ) | None | 30 days |
| API |
Picktime
Appointments and classes, free for three people
Picktime books appointments, classes and rooms, and its free plan is unusually complete: three team members, unlimited bookings and the mobile apps included. Paying adds resources, locations and email customisation rather than removing a cap on how much you can work. It suits somebody running sessions who does not want a subscription before the first booking.
Our note
For a small team this is the most generous free plan in the category by a distance. The interface shows its age next to Cal.com, which is the trade you are making for three free seats.
Only on this side
- Covers project management
Square Appointments
Booking and payments in one account
Square Appointments runs a booking site, staff calendars and reminders, and takes the payment through Square rather than through a separate processor. The free plan covers one location with no monthly fee at all, and the processing rate is where Square earns instead. Paying lowers that rate and adds the scheduling controls a team needs. Anybody who only wants a calendar link and never takes a payment is paying attention to the wrong half of this product.
Ratings are the average of reviews readers left. The facts are stated by each tool’s own listing and are not verified by CloutStack. How we make money.