If you’ve ever wondered whether Hilton Honors deserves a spot in your points and miles strategy, this episode is for you! We’re diving into everything you need to know about Hilton’s award program, from earning points and using free night certificates to snagging unforgettable stays like Bora Bora and Santorini—all without breaking the bank. Why Hilton Honors is Worth a Look We kick off the episode with Jess sharing her journey from being a Hyatt loyalist to appreciating the value Hilton brings to the table. With perks like generous free night certificates and partnerships with Small Luxury Hotels (SLH), Hilton is making waves. Alex and Pam echo these sentiments, recounting how they’ve used Hilton points to book some seriously bucket-list-worthy properties. Earning Hilton Points Made Easy One of the best parts of the Hilton Honors program? Their credit card lineup! Alex breaks down the personal and business options, from the no-annual-fee Hilton Honors card to the premium Aspire card with Diamond status. Whether you’re a casual traveler or all-in on Hilton, these cards make earning points a breeze. Jess also highlights a pro tip: timing your card applications to snag bonus offers with free night certificates. Maximizing Hilton Free Night Awards Hilton’s free night certificates are a game-changer, and we’re all in agreement—they’re the best in the business. Jess shares how she used one to stay at the Canaves Epitome in Santorini, a property where rooms go for $2,000 a night. Pam and Alex talk about combining points and free nights for five-night stays to take advantage of Hilton’s “fifth night free” benefit, a must for maximizing your points at luxury destinations. Our Favorite Hilton Stays (and What’s Next) From Bora Bora to Cabo, we each share our most memorable Hilton stays and what makes them so special. Pam recalls her time at the Waldorf Astoria Los Cabos Pedregal, where every room had a private plunge pool and daily guacamole delivery. Alex dreams of a future visit to the Waldorf Astoria Maldives. And Jess has some incredible city stays lined up for next year, including the Conrad Tokyo and Canopy Reykjavik. Ready to Plan Your Dream Hilton Trip? This episode is packed with tips for making the most of Hilton points, including using tools like MaxMyPoint for award availability and taking advantage of Amex Membership Rewards transfer bonuses. If you’re not already a Hilton fan, this deep dive might just convert you. Tune in now and start dreaming of your next unforgettable stay—on points!   Links For This Episode: The American Express Hilton Credit Cards Hilton points explorer: https://www.hilton.com/en/hilton-honors/points-explorer/ Links: Links For All Things Travel Mom Squad: stan.store/travelmomsquad   Episode Minute By Minute: 01:37 – Our Backgrounds with Hilton and First Impressions 06:30 – Earning Hilton Points with Credit Cards 12:50 – Maximizing Free Night Awards 18:20 – The Fifth Night Free Benefit and How to Use It 28:15 – Our Favorite Hilton Stays So Far 36:45 – Dream Hilton Destinations for the Future