How to Craft the Perfect Automated Message for First-Time Guests

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Crafting an automated message that strikes the perfect balance between professionalism and warmth requires a deep understanding of your audience and the context in which they are interacting with your business. It’s not merely about relaying information; it’s about creating a digital handshake that reflects your brand’s values and sets the tone for the guest’s journey. When done correctly, this initial touchpoint can significantly influence how first-time guests perceive your hospitality and service.

Here’s how to master this art:

Start with Personalization Beyond the Name

It’s no longer enough to simply insert a guest’s name into your message. Today’s travelers and guests expect a deeper level of personalization. Leverage the data you already have—arrival times, booking details, preferences from past interactions (if available), and even local weather forecasts. For instance, a message that includes, “We noticed you’ll be arriving late, so we’ve prepared a few snacks in your room,” can feel much more thoughtful than a generic greeting.

Use segmentation strategies in your CRM to tailor the tone and content of your message based on the guest’s profile. A first-time business traveler may appreciate an entirely different tone than a family on vacation. Personalization should not feel like a technical gimmick but a natural extension of your brand’s hospitality ethos.

Prioritize Clarity Without Overloading Information

While it’s tempting to include everything a guest might need to know, cramming excessive details into the first message can lead to overwhelm. Prioritize the essentials for their immediate needs, such as check-in instructions, directions to your property, and emergency contact numbers. Any additional details—like local recommendations or property amenities—can be sent in follow-up messages closer to their arrival or after they settle in.

Keep your messaging structured in a way that allows guests to access the information they need quickly. Think of your message as a well-designed interface: the most critical details should stand out, while supplementary information is easily discoverable without cluttering the core content.

Establish Your Brand Voice

Every word in your automated message should echo your brand’s identity. If your property prides itself on luxury, the tone should reflect that sophistication. If you’re catering to budget-conscious backpackers, a friendly and approachable tone might be more appropriate. The key is consistency. Even if your brand leans toward casual, avoid going overboard with slang or humor that might alienate certain demographics.

Consider running A/B tests to see how slight adjustments in tone or phrasing resonate with your audience. Something as simple as swapping “Hey there!” for “Greetings!” can subtly alter how guests perceive your brand’s professionalism.

Anticipate Guest Concerns and Address Them Proactively

First-time guests often have a set of common concerns—how to find the property, what the check-in process entails, and whom to contact in case of issues. Address these questions preemptively in your automated message to eliminate uncertainty. For example, including a concise set of step-by-step directions from major transit hubs or airports can be a game-changer for travelers unfamiliar with the area.

Incorporate quick links to helpful resources, such as FAQs or virtual tours, within the message. However, make these links optional rather than forcing guests to rely on them for critical information. This ensures the message remains accessible even to those who may not click through immediately.

Integrate Subtle Upselling Without Being Pushy

An automated message is an excellent opportunity to introduce guests to optional services or experiences without making them feel pressured. Phrasing is key here. Instead of directly asking them to spend more, frame additional services as enhancements to their stay. For example, rather than saying, “Upgrade to a suite for just $50 more,” try, “Did you know our suites include complimentary access to the rooftop lounge? Let us know if you’d like to enhance your stay.”

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Position upsells as solutions to potential challenges. If a guest is arriving early, suggest booking early check-in to avoid waiting. If they’re arriving late, highlight 24-hour room service or pre-arranged transportation. This approach creates value rather than a sales pitch.

Leverage Automation Without Losing the Human Touch

Automated messages can sometimes feel impersonal if they lack the warmth of human interaction. One way to counter this is by incorporating a personal signature or introducing the guest to their point of contact. For instance, “Hi [Name], I’m Sarah, and I’ll be your host during your stay. Feel free to reach out if you need anything!” adds a layer of humanity that makes the interaction feel less robotic.

Using tools with AI capabilities, you can monitor engagement with your message. If a guest responds with a question or concern, your system can flag it for immediate human follow-up. This hybrid approach ensures efficiency without sacrificing the quality of guest interactions.

Timing Is Everything

The timing of your automated message can make or break its effectiveness. Sending the message too soon can result in it being overlooked or forgotten, while sending it too late may leave the guest feeling unprepared. Consider the key moments in a guest’s journey and schedule your messages accordingly.

For example, a confirmation message should be sent immediately after booking. A reminder with check-in details could follow 24–48 hours before arrival. Post-check-in, a warm welcome message with a link to concierge services or local recommendations can further enhance the experience.

Focus on Accessibility and Inclusivity

An often-overlooked aspect of automated messaging is its accessibility. Ensure your messages are easy to read and understand for people with varying abilities or language proficiencies. Avoid complex jargon or overly long sentences. If you cater to an international clientele, consider translating messages into their native languages or providing a multilingual option within the message itself.

Additionally, pay attention to formatting. Bullet points, bold headers, and concise paragraphs can improve readability, especially on mobile devices. Adding icons or images, such as a map pin for directions, can also make the message visually engaging while communicating key information effectively.

Measure Success Through Engagement, Not Just Delivery

The success of your automated message isn’t measured by whether it was sent, but by how it’s received. Use analytics to track open rates, click-throughs, and response times. High open rates coupled with low engagement may signal that your message caught attention but didn’t provide value.

Analyze guest feedback to refine your messaging further. If multiple guests ask the same question despite it being addressed in the message, it’s a sign that the information wasn’t clear or prominent enough. Iterate based on these insights to continually optimize your communication.

Test and Evolve Continuously

No automated message should be set in stone. Regularly test different formats, tones, and structures to see what resonates best with your audience. Incorporate feedback loops within your organization to gather input from team members who interact directly with guests. They often have valuable insights into recurring pain points or opportunities for improvement.

For example, if your team notices a frequent complaint about parking instructions, update the message to address this. Continuous improvement ensures that your communication evolves alongside guest expectations.

Close with an Invitation to Engage

The best automated messages create opportunities for two-way communication. Instead of signing off with a generic “Let us know if you have any questions,” invite the guest to engage meaningfully. For instance, “We’d love to make your stay perfect—reply to this message if there’s anything special we can prepare for your arrival!” This subtle shift positions your team as proactive partners in the guest’s journey.

Make it easy for guests to reach out by providing direct contact options, such as a reply-to email or a WhatsApp link. A seamless path to interaction can significantly boost guest satisfaction and trust.

Crafting the perfect automated message for first-time guests is a blend of art and strategy. It requires a deep understanding of your audience, an unwavering commitment to brand consistency, and a willingness to adapt based on feedback and results. By approaching automated messaging as an opportunity to genuinely connect with guests rather than just inform them, you can elevate their experience and leave a lasting impression.

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