It’s Thursday, September 18. The hotel playbook is shifting from planning to pivoting. Last-minute guests, Tripadvisor’s bet on generative search, and budgets tied up in aging systems all point to the same truth: in 2025, survival isn’t about having the best forecast—it’s about building the agility to adapt when the forecast fails.

📅 Are you headed to the Destination AI Summit in a couple weeks? Let me know so we can connect in D.C. I’ll be leading a panel (on…well…AI of course) with some of the biggest names in hotel tech like Cloudbeds, Mews and Hapi.

📢 Special shout out this week to Michal Christine Escobar for this awesome coverage of the AI Tech Stack Advisor we built for Booking.com who’s sending it out to tens of thousands of hotels every week. 

TOGETHER WITH SERTIFI BY FLYWIRE

Manual payments are costing hotels up to 6% of monthly revenue—new research from Sertifi by Flywire reveals what’s holding operators back and how to fix it.

  • Revenue at Risk: 77% of hotels are losing income due to uncollected deposits and delays caused by inefficient payment systems.

  • Staff Burnout: Teams are spending up to 20 hours a week chasing payments, contributing to high turnover and poor guest service.

  • Security Concerns: 83% of leaders worry about payment data risks, with chargebacks averaging $5,000 lost per property every month.

Flywire’s new hotel payment report uncovers how outdated workflows and fragmented systems are eroding profitability—and what operators can do to turn things around with automation, security, and smart integration.

GOING DEEPER

1. New Data Shows Even Long-Haul Guests Are Booking Last Minute

Independent hoteliers in the U.K. are reporting that last-minute bookings are becoming the norm, with leisure guests waiting to book until days, rather than weeks or months, before arrival. This shift has forced operators to be more flexible in staffing, inventory management, and rate strategies, as well as rethink traditional forecasting models.

🎯 Why it matters: The surge in short-lead bookings creates both risk and opportunity. Hotels face challenges in predicting labor needs and optimizing pricing, but those able to respond in real time with the right offers can capture incremental revenue from late-deciding travelers.

🔑 Key takeaway: Hotel leaders should lean on dynamic pricing tools and real-time data to adapt quickly. But agility also requires on-the-ground flexibility, from staff scheduling to service delivery. The winners will be those who balance technology-driven responsiveness with operational nimbleness. Read More →

2. Tripadvisor CEO: SEO is Not Dead

Tripadvisor CEO Matt Goldberg says SEO isn’t dead, but it’s evolving into “generative search optimization” as AI reshapes how travelers discover and book trips. At a recent conference, Goldberg emphasized that Tripadvisor’s trusted brand, real traveler reviews, and direct channels (Tripadvisor, Viator, and TheFork) remain critical assets. The company is leaning heavily into partnerships with major LLM players (signing five deals in the past six months!) and doubling down on user-generated content to ensure visibility in AI-first search environments.

🎯 Why it matters: As Google and AI platforms shift toward zero-click and multimodal search, hotels can expect OTAs and travel platforms to compete more aggressively for high-intent traffic. Tripadvisor’s strategy shows how brand trust, verified content, and smart AI integrations are becoming new levers of distribution power.

🔑 Key takeaway: For hotel leaders, the lesson is twofold: optimize your property’s digital presence for AI-driven discovery, and recognize that trusted review platforms like Tripadvisor may play an even bigger role in funneling demand. Partnering with or at least actively managing your reputation on these platforms will be essential as generative search begins to reshape traveler booking behavior. Read More →

3. 63% of Hotel Tech Budgets Go To Legacy Systems

New Skift data finds that while AI dominates hotel tech conversations, the real opportunity lies in modernizing core infrastructure: PMS, RMS, mobile integrations, and cybersecurity. Currently, 63% of hotel tech budgets go toward maintaining outdated systems, many of which aren’t AI-ready or capable of complex data integration. The research shows that AI’s biggest impact isn’t in futuristic robots, but in behind-the-scenes use cases like predictive maintenance, dynamic pricing, and automated issue resolution.

🎯 Why it matters: New tech won’t deliver if the foundations are broken. Hotels risk wasting capital on AI tools that can’t integrate with legacy systems, limiting personalization and creating operational friction. Modernization is essential not just for efficiency, but for enabling the human connections that define great service.

🔑 Key takeaway: Hotel leaders should treat tech strategy as a tiered roadmap: shore up the basics first, then layer on differentiators, while monitoring nascent innovations. Success depends on integration, culture, and alignment with clear use cases, not tech for tech’s sake. The biggest risk isn’t moving too slowly on AI hype; it’s failing to modernize the systems that unlock revenue growth and guest loyalty. Read More →

 

TOOLS & TACTICS

⚒️ Hotel Tech Tools You’ve Gotta Try

Sertifi: Simplify hotel check-ins and payments with secure digital solutions.

Actabl: Turn powerful BI data into actionable insights that maximize profits.

ROH: Automate sales and finance to save time and capture more revenue.

Tripleseat: Manage hotel group bookings, catering and event sales with AI.

Vouchercart: Turn gift vouchers into prepaid revenue across rooms, dining, and spa.

Shiji: Cloud-based PMS with fully integrated unified guest profiles.

Canary Technologies: Powerful but simple AI powered digital guest journey platform.

Hireology: Find and hire reliable staff faster to fill key hotel roles.

 

AROUND THE HOTEL INDUSTRY

Other hospitality happenings this week

🤖 Mandarin Oriental turns to tech to deliver seamless, personalized guest experiences.

🇯🇵 Seibu Prince Hotels acquires Ace Group for $90 million

🇪🇺 Tripadvisor, Booking, and Expedia sign EU’s review code, pledging stricter action against fake content.

🕵️‍♂️ The FTC opens a probe into AI chatbot companions from OpenAI, Meta, and others over safety and privacy.

💼 Expedia, Booking, and Hopper battle in B2B as the focus shifts to powering booking portals for banks, airlines, and loyalty programs.

📊 Inflation hits its fastest pace of 2025 (2.9%) while job growth slows.

Houston hotel workers extend a historic strike while hotel associations blast LA’s $30 wage law

📉 More U.S. hotel submarkets post RevPAR declines

🔌 New study finds that hotels could unlock over 6% in incremental revenue as real-time connectivity replaces manual updates across tech stacks.

📲 The Devon Hotel sees 70% of spa revenue booked online after a shift to all-in-one booking tech.

🎯 AI tools cut hotel marketing costs but risk shrinking reach as agents intercept brand ads.

🇨🇳 TikTok’s U.S. fate once again tests data sovereignty tensions with China.

💳 American Express debuts new travel booking app with features like wishlists and digital “passport” stamps.

📉 New report finds that AI slashes customer acquisition cost (CAC) on Google Ads by up to 19%.

⚙️ Hospitality leaders call for tech stacks built with algorithms, not just integrations, to personalize guest journeys at scale.

 

PODCAST OF THE WEEK
Cloudbeds CEO on Multimodal AI in Hotel Tech

In this episode, Adam Harris, co-founder and CEO of Cloudbeds, reveals how innovative tech solutions are reshaping the guest experience and operational efficiency in hotels worldwide.

Key Takeaways:

  • Discover how Cloudbeds' multimodal AI is transforming data into actionable insights, enabling hoteliers to optimize revenue and enhance guest journeys.

  • Learn about the five essential pillars of hotel operations that can streamline processes and improve staff efficiency, from guest acquisition to operational intelligence.

  • Understand the surprising gap in customer engagement within the hospitality sector, as Adam shares his personal experience of receiving minimal birthday greetings from hotel brands, highlighting the industry's need for better personalization.

👉🏼 Check out the interview on Apple Podcasts or Spotify.

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