How we picked
Hospitality support is a relationship business running on a shift schedule, and those two facts fight each other. The guest experiences one continuous stay; the property experiences three shifts, a front desk, a concierge, housekeeping, and a central reservations team who each see a fragment. We weighted conversation continuity heavily — whether the tool keeps one thread per guest across channels and stays, or fragments the guest into disconnected tickets that reset at every handoff.
We then weighted messaging channel coverage, specifically WhatsApp and SMS. Hospitality is one of the few categories where email is genuinely secondary. A guest standing in a room with a broken air conditioner is going to message, and the property that answers in ninety seconds gets a different review than the one that answers in an hour. Voice still matters for reservations and for older demographics, so we favored tools that carry voice in the same queue rather than in a separate system nobody looks at.
Finally, multi-property structure. A group with fourteen hotels does not want fourteen contracts, fourteen logins, and no consolidated reporting — but it also cannot have one shared inbox where the Barcelona night manager sees Miami's tickets. The right tool models properties as first-class entities with their own routing, hours, and staff, while the group office keeps a single view of the whole portfolio.
What to prioritize
- One guest, one thread. Gladly's people-centric model is the clearest expression of this: the agent opens a guest and sees every conversation across every stay and channel, not a ticket with no memory. In a business where a repeat guest is worth many times an acquisition, this is the difference between service and transaction processing.
- WhatsApp Business API with template management. Not a WhatsApp integration in name only. You need approved template messages for pre-arrival and post-stay outreach, session-window awareness so agents know when they can send freely, and per-property sender numbers. Trengo and Glassix are the strongest here.
- Per-property business hours, routing, and SLAs. A single account-wide calendar will report false breaches the moment you operate in two time zones. Verify the vendor supports location-scoped calendars and holiday schedules, and that reporting can be sliced by property without exporting to a spreadsheet.
- Handoff notes that survive a shift change. The night manager needs to see that the guest in 412 already complained twice and was promised a comp breakfast. Internal notes, assignment history, and a visible conversation timeline are load-bearing features here, not nice-to-haves.
- AI for the repeatable seventy percent. Wifi password, restaurant hours, parking, late checkout, pet policy, spa booking. These are the same every day at every property, they arrive around the clock, and there is no reason a person should answer them. Point the AI agent at your property fact sheet and let it run overnight with escalation to the duty manager.
- PMS context in the ticket. Booking reference, room number, arrival and departure, loyalty tier, and rate plan. Assume you will build this yourself via API and pick a vendor whose API and webhook story is solid, because the native PMS connectors in this category are thin across the board.