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Kayak Co-Founders Launch Lola — Booking Holdings’ New AI Assistant: Exclusive

Booking Holdings has spent years trying to stitch a trip together across separate apps. Lola wagers one assistant built from scratch, with a membership model and human concierge service, can finally hold it together.

What Changed: Booking's Lola trades commission for subscriptions, sells non-Booking supply; paid perks this fall.

Who it Impacts: Hotel distribution teams, Expedia and Trivago, dining and experience platforms, and luxury advisors.

What to Watch: Paid-tier conversion, hotel buy-in on member rates, which pending partners sign, and model accuracy.

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Skift Data + AI Summit Europe · London · October 6

When AI books the trip, who owns the traveler, the platform or the assistant?

KAYAK CEO Peer Bueller takes the stage, alongside leaders from IAG, Accor, Amadeus, and Skyscanner.

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New Live Webinar: When AI Becomes the Travel Agent

SPONSORED · ÀVEN HOSPITALITY

AI is picking hotels for travelers, but can they trust it? Join Skift, Noreen Henry of Aven Hospitality, and Sean Seah of Langham Hospitality Group as they discuss new research from 4,000 recent hotel guests and what it means for your booking strategy. October 29 at 11am ET.

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From Skift Research

Brand Alone Is No Longer Enough

Source: Skift Research’s State of Travel 2026

More travelers trust reviews than loyalty when AI recommends their hotel.

GET THE FULL RESEARCH →

Skift Podcast

Spotnana CEO: Travel's Everything for Free Era Has to End

Everyone in travel wants everything great for free, and Steve Singh says that has to change.

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