If you’re a wellness provider—yoga teacher, massage therapist, esthetician, or holistic coach—your calendar is your livelihood and you need the best therapy scheduling software for your business. But not all scheduling tools are built for the hands-on, often one-person business that wellness work can be.
Two popular names in the space are SimplyBook.me and Square Appointments. Both offer online booking and automation, but they serve slightly different needs depending on how your practice runs.
Here’s a deep dive into each so you can find your perfect fit.
What Wellness Professionals Need from a Scheduler
Before diving into the features, let’s name the pain points:
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Clients want to book anytime, not just when you’re available to answer.
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You need fewer no-shows and more time in session—not managing your inbox.
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Payments, reminders, and maybe even packages or memberships all need to live in one place.
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A clean, calming user experience that doesn’t feel too “techy.”
Both therapy scheduing siftwar tools listed below solve most of that. But in slightly different ways.
SimplyBook.me: Customization and Control
SimplyBook.me is a favorite among service-based businesses that want flexibility without complexity. It’s especially good if your website is a key part of your brand experience—or if you offer a variety of services.
Standout Features for Wellness Businesses:
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Client-facing booking page with options to embed on your site
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Add-on features (aka “custom features”) so you can tailor the experience—think memberships, gift cards, or intake forms
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HIPAA-compliant options (great for therapists and health coaches)
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Multiple provider calendars for those who share space or manage other practitioners
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Syncs with Google Calendar for real-time updates
It’s ideal for practitioners who need to mix services (like massage + energy healing), want full branding control, and don’t want to feel boxed into a corporate-style interface.
Pricing
SimplyBook.me - this scheduling softwar for therapists - offers a generous free tier with limited bookings and services. Paid plans unlock more custom features and integrations, starting at around $9/month.
Check their pricing here on our review page.
Square Appointments: Easy, All-in-One Simplicity
If you already use Square to accept payments or run your POS, Square Appointments can feel like a natural extension. It’s incredibly simple to set up and offers everything in one unified dashboard—booking, payments, reminders, and even marketing tools.
Standout Features for Wellness Businesses:
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Built-in payments and invoicing via Square
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Free for solo providers (a big win for solopreneurs)
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Automated reminders and confirmation messages
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Client profiles with notes, history, and more
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Mobile app that works well for on-the-go pros
Square Appointments is best for practitioners who need something plug-and-play, especially if they already run payments through Square or don’t want to fuss with integrations.
Pricing
It’s free for individual users, which is rare in the scheduling world. If you grow and add staff, pricing kicks in based on team size.
SimplyBook.me vs. Square Appointments — What’s the Verdict?
Here’s the truth: both of these platforms work beautifully for wellness professionals—but the best one depends on your priorities.
If You Value...
Choose...
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Customization & Branding - SimplyBook.me
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HIPAA options + advanced features - SimplyBook.me
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Simplicity & speed of setup - Square Appointments
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Built-in payments + POS - Square Appointments
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Free plan for solo providers - Square Appointments
Final Thoughts
Your therapy scheduling software tool should support your practice, not complicate it. If you want a fully brandable experience, SimplyBook.me gives you room to grow and customize. If you just want something that works and integrates with your payment system, Square Appointments may be your match.
Either way, choosing a scheduler that fits your style, your services, and your clients' needs will pay off in saved time, fewer no-shows, and a smoother client experience.
Want to explore wellness-friendly scheduling tools built for real-world service pros?
Visit our hand-picked scheduler listings on CalCompanion.com
SimplyBook.me
