Most booking software gets multi-location wrong in the same specific way, and once you've seen it you notice it everywhere. It treats the site as the thing being booked and the practitioner as a detail attached to it, when for the customer it's almost always the other way round, which is one of the core problems covered in how I think about digital operations for multi-location businesses.

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The customer is choosing a person, not an address
A customer books a specific artist, clinician, barber or stylist, and the location is where that appointment happens to take place, not the primary decision being made. A system built around location first asks the customer to answer a question they're not equipped to answer yet, since most people don't know which site to pick until they've already decided who they want to see.
Get the order right, and the customer's journey feels natural: browsing by style or specialism, landing on a person and booking a slot with them wherever they happen to be based. Get it back to front, and every step feels like an obstacle: choosing a site with no idea why, then hoping the practitioner you wanted happens to work there.
Why most systems get this the wrong way round
The reason is usually historical, not deliberate. Most booking platforms were designed around their typical customer - usually a business with one site - and the location field, where it exists at all, was bolted on afterwards instead of built into the foundation. That history shows up as location-first assumptions baked deep into how the system works, which no amount of clever configuration entirely unpicks.
I've watched businesses spend real money trying to configure their way out of this, adding custom fields, building workarounds, hiring someone to manage the exceptions by hand, when the real problem was a foundational one no amount of configuration could fix. It's worth checking this before signing up to a platform, not after, since migrating away from the wrong system once data and habits are already built around it is a far bigger job than choosing the correct one first time.
Guest and travelling practitioners break it further
Multi-site businesses often have people working across more than one location on a rotating or occasional basis, and a system built purely around fixed, site-based profiles struggles to represent that. What's needed is the ability to open a bounded availability window for a guest or travelling practitioner without creating a permanent profile somewhere they only visit occasionally. Where that flexibility doesn't exist, I've watched staff build a spreadsheet running alongside the real system to track the exceptions it can't handle, which defeats the point of having a system in the first place and becomes the source of truth nobody else can see.
What it costs to get wrong
Beyond the spreadsheet workaround, a location-first system tends to under-report demand for popular practitioners, since a customer who can't find who they want at the site the system pointed them to often just leaves instead of searching further. That looks like a lead problem from the outside. It's a structural one, and doubling advertising spend into a booking system built the wrong way round mostly just produces more frustrated customers, not more completed bookings.
What a successful booking system looks like
A booking system built the right way round lets a customer choose a practitioner or a style first and arrive at the location as a natural consequence of that choice, rather than as a gate they have to pass through before they can even see who's available. It's the same shift covered in what breaks at a second location, and it gets more valuable, not less, the more locations and the more practitioners are added on top of it.

