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Automate every
guest interaction.

Event-driven workflows for guest messaging and integrations. From booking confirmations to no-show handling, Guestway handles the routine so your team handles the exceptional.

Auto
Booking flows
Per-event
Triggers
Live
Reservation sync
0
Manual reminders
Automations interface preview

Cut through repetitive tasks with automations that run on real events.

Confirmations, follow-ups, no-show handling, custom post-stay flows. Nothing slips through. Your team focuses on conversations that need a human.

01 Automated messages

The right message, the right channel, the right moment.

Booking confirmations, check-in instructions, reminders, review requests, sent via SMS, email, WhatsApp, or the OTA they used to book. No manual follow-ups, no copy-paste.

  • Per-stage templates with merge tags
  • Channel-aware routing with delivery fallbacks
  • WhatsApp Business templates and multi-language copy
02 Event-triggered workflows

Workflows that run when something actually happens.

After checkout, Guestway gauges satisfaction and either requests a review from happy guests or routes negative experiences to staff. Smart workflows that protect your reputation.

  • Reservation cancelled trigger live today
  • Conditional branches by sentiment / score / theme
  • Multi-step flows with delays + dependencies
  • Replies route back to the AI Inbox
03 Operations automation

Connect messaging to the rest of your stack.

Native actions cover guest messages, in-thread notifications, ad-hoc email, and webhooks. Push reservation events to cleaning tools, CRMs, or custom endpoints while Guestway handles the guest-facing comms.

  • Webhooks fire when a step runs
  • Pair with Cleaning, Access, and Climate modules
  • Visual schedule editor with conditional branches
And much more

Routine work, off the team's plate.

AI context

AI rewrites outbound simple-text messages using live conversation and reservation context so automations feel less robotic.

Create as draft

Queue automated messages in the Unified Inbox for review, edit, or approval before guests see them.

Delivery fallbacks

WhatsApp falls back to SMS; channel chat and email cross-fallback when a medium cannot deliver.

Booker-only messages

Send to the booker only when a reservation has multiple guests on the thread.

Ad-hoc email

Send standalone emails from a workflow without tying the action to an existing thread medium.

In-thread notification

Post a conversation notification inside the guest thread without sending a full outbound message.

Workflow conditions

Branch on guest, review, reservation, booking, property, listing, multi-unit, complex, and custom field data.

WhatsApp templates

Pick approved WhatsApp Business templates directly in the guest-message action.

Reservation cancelled

Trigger workflows the moment a reservation is cancelled, refunds, access revoke, follow-ups, and more.

Inquiry createdSoon

React to new booking inquiries as soon as they land (coming soon).

Reservation alteredSoon

Fire automations when dates, guests, or listing assignments change (coming soon).

Smart timing

Deliver messages at exactly the right moment, before, during, or after a stay.

Personalized templates

Auto-fill guest names, reservation details and stay info for personal-feel at scale.

No-show handling

Auto follow-up with guests who don't check in, with optional energy save-mode trigger.

Testing mode

Dry-run on sample reservations, exercise live workflows in testing mode, or queue drafts for inbox review before guests see a message.

Length-of-stay rules

Different automations for a 2-night weekend, a week-long booking, or a month-long stay, from one builder.

Webhooks

Push events to your stack when a step runs, CRM updates, Slack alerts, or custom endpoints.

FAQ

Questions, answered.

Still curious? Talk to the team, we’ll show you the platform running on real data from a property like yours.

Talk to sales
Yes. Routine communication, confirmations, reminders, review requests, runs itself. Your team focuses on the conversations that need a human.
Anything event-driven: messaging flows, check-in/out triggers, service requests, no-show handling, custom workflows. End-to-end across the guest journey.
Replies go straight to your AI Inbox. Automation handles the routine; your team handles the rest.
Yes. Message content, timing, channel, and entire event-based workflows are tunable to your voice and ops.
Yes. Timely, consistent communication reduces confusion and resolves issues faster, directly lifting reviews.
An option on guest-message actions. Before send, AI rewrites your simple-text template using the live conversation and reservation context so automated messages feel less robotic. Rich text and HTML templates are not supported yet.
Yes. Turn on Create as draft to land messages in the Unified Inbox for review, or use Testing mode to exercise a workflow safely before it goes live.
Guestway can fall back automatically: WhatsApp to SMS, channel chat to email, and email back to channel chat when delivery fails on the primary medium.
Yes. Booker-only guest messages send to the person who made the booking, not every guest on the reservation.
Yes. When your WhatsApp Business account has approved templates in Meta WhatsApp Manager, you pick them directly in the guest-message action.

Routine work, off your team's plate.

See exactly which workflows we'd ship for a portfolio like yours, and what they'd save you per week.

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